All Featured Properties

Featured
Sweet Spot on Swain •Modern Retreat 5 blocks to IU
Last Minute Special: Book a weekend stay within 5 days of check-in, and request Chilled Cocktails + Late Check Out Sweet Spot on Swain is a bright, modern retreat just 5 blocks from IU, yet tucked away on a quiet, wooded cul-de-sac. Thoughtfully designed with clean lines, cozy textures, and impeccable cleanliness, this 3-bedroom home offers the perfect balance of calm and convenience—ideal for campus visits, performances, or longer stays in Bloomington. ✨ Highlights • Sleeps 6 — ideal for couples, families, or small groups • 2 queens • 1 twin + twin trundle • Full sofa bed • 1 bathroom (best suited for smaller groups) • Single-family home • Private entrance • Walk or quick drive to IU Campus • Parking for 1 vehicle in driveway + 1 vehicle in cul-de-sac • Fully equipped kitchen • Ultra-fast WiFi • Smart TVs • Washer & dryer • Cozy living spaces designed for comfort and function — The Details — Sweet Spot on Swain is a welcoming, well-designed single-family home that balances comfort, function, and a relaxed, lived-in feel. The space has been intentionally softened to feel warm and inviting — perfect for guests who want a place that feels like a home, not a showroom. Inside, you’ll find comfortable seating, thoughtfully chosen furnishings, and spaces that work equally well for relaxing evenings, game nights, or getting a bit of work done between activities. The kitchen is fully equipped for easy meals at home, whether you’re staying for a weekend or a longer visit. Sleeping arrangements are flexible and well suited for families or mixed groups: • Two queen beds with comfortable linens • One twin bed with a twin trundle • Full-size sofa bed in the living area With one bathroom, the home is best enjoyed by up to six guests, ensuring a smooth and comfortable stay for everyone. 📍 Location • 5 blocks to IU Campus, 10-minute walk to Jacobs School of Music • Close to Memorial Stadium and Assembly Hall • Easy access to downtown Bloomington dining, coffee shops, and nightlife • Near neighborhood parks and local walking routes You’ll be close to campus and city highlights while staying in a quiet residential setting. — Why We’re Different — • Comfortable, flexible sleeping layout for families or small groups • Warm, thoughtfully styled interiors — not sterile or cookie-cutter • Practical design that works for real stays, not just photos • Easy access to IU, events, and downtown without the noise 👶 🧒 Family-Friendly Features • Flexible sleeping options for kids and teens • Games and comfortable shared spaces for downtime • Tub/shower combo — helpful for families • Quiet neighborhood for evening walks 🌱 Sustainability — Lower Your Travel Footprint • Local coffee with reusable filters • Recycling provided • Refillable bath essentials • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm-7am (city ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking or vaping indoors Please remove shoes inside Check-out: simple list provided in home
5 Beds
6 Guests
$168
night
Featured
Cottage on Kirkwood | Walk Downtown & IU •King Bed
Last Minute Fall Special: Book your weekend stay within 5 days of check-in, and request "Chilled Local Cocktails PLUS Late Check Out." Charming cottage on iconic Kirkwood Ave, just blocks from downtown Bloomington and a scenic walk to IU’s Sample Gates. This light-filled 2BR home blends farmhouse charm with modern comforts, featuring a king bed, queen bed, sofa bed, backyard patio with grill, and off-street parking for two cars. Walk to restaurants, shops, breweries, and the B-Line—then unwind at home with fast WiFi and cozy spaces to relax or work. ✨ Highlights • 2 bedrooms • 1 bathroom • Sleeps 6 (1 king · 1 queen · 1 sofa bed) • Ideal for couples, families, small groups • Walk to Downtown Bloomington & IU Campus • Iconic Kirkwood Avenue location • Off-street driveway parking for 2 vehicles • Fully equipped kitchen • Fast WiFi • Dedicated work/reading alcove • Washer & dryer • Two patios • Front porch with swing • Large backyard • Gas grill • Well-mannered dogs considered with prior approval — The Details — Built in 1900, Cottage on Kirkwood is a character-filled historic home with a classic “this old house” personality — charming, imperfect, and full of warmth — paired with thoughtful modern updates. Natural light pours into the space, highlighting farmhouse details, original features, and a surprisingly spacious 1,132 sq ft layout. The home includes two comfortable bedrooms: one with a king bed and one with a queen bed, both dressed with quality linens. A sofa bed in the living area provides flexible sleeping for additional guests. The single full bathroom features a vintage clawfoot tub, adding to the home’s historic charm. At the back of the house, a well-lit reading and office alcove offers a quiet place to work or unwind after a day exploring campus and downtown. This space is especially appreciated by remote workers and longer-stay guests. Outdoor living is a highlight here. Enjoy two patios, a front porch with swing, and a large backyard with patio seating and a gas grill — perfect for morning coffee, casual dinners, or relaxing evenings at home. The kitchen is fully equipped for everyday cooking, and a washer and dryer are provided for guest use. Off-street driveway parking for two vehicles makes coming and going easy. 📍 Unbeatable Location • Blocks from downtown restaurants, cafés, shops, and breweries • Pleasant walk to IU’s Sample Gates • Corner bus stop steps away • Easy access to the B-Line Trail • Located on Kirkwood Avenue in Bloomington’s historic Prospect Hill neighborhood You’ll be close to everything — right in the heart of Bloomington’s energy — while still enjoying a cozy place to retreat at the end of the day. — Why We’re Different — • One of Bloomington’s classic historic cottages on iconic Kirkwood Ave • Walk-to-everything convenience for campus, dining, and nightlife • Warm farmhouse style with natural light and original character • Dedicated office/reading alcove — rare in a 2BR historic home • Multiple outdoor spaces for relaxing and entertaining • Room-darkening curtains (Queen Bedroom), ear plugs, and white noise machines for restful sleep 👶🧒 Family-Friendly Features • Flexible sleeping layout for families or mixed groups • Tub — helpful for young children • Quiet backyard for outdoor play and downtime • Walkable neighborhood - great for evening strolls 🐾 Pet-Friendly Perks • Well-behaved dogs considered with prior host approval • large backyard, partially fenced • Easy access to walkable streets and nearby green spaces 🌱 Sustainability — Lower Your Travel Footprint • Local coffee with reusable filters • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm–7am (city ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking or vaping indoors or on the front porch Garage not available for guest use Shoes off indoors Check-out: simple list provided in home Dogs allowed with prior approval — Other Things to Note — Neighborhood & sound: Kirkwood Avenue is a lively, well-loved street. Guests should expect normal urban activity, including street noise, pedestrians, and the occasional dog. Ear plugs and white noise machines are provided for comfort. Historic home note: As a 1900 cottage, this home has a classic historic personality — charming, imperfect, and full of character — balanced with modern comforts. Bathroom access: The bathroom features a vintage clawfoot tub without a grab bar. Due to the raised base, it may be difficult for guests with mobility limitations. A step stool is provided. Garage is not for guest use.
3 Beds
6 Guests
$164
night
Featured
Boho Garden Bungalow | Quiet, Walk to Btown, IU
Last Minute Special: Book a weekend stay within 5 days of check-in, and request Chilled Cocktails + Late Check Out 🌿 A peaceful, bohemian retreat just minutes to Indiana University & blocks to downtown Bloomington Tucked away in a quiet garden oasis, this home has a cozy, easy-style interior designed for comfort and relaxation: 2 bedrooms: 1 queen, 1 full, 1 twin, 1 crib; 1 bath, fully equipped kitchen, secluded patio, gas grill, parking for 2 vehicles, Level 2 EV charger, tandem bicycle, shed bar, & more. Perfect for IU parents, families, couples, or professionals seeking a restful stay in Bloomington. ✨ Highlights • 2 bedrooms • 1 bathroom • Sleeps 5 (1 Queen · 1 Full · 1 Twin Mattress) • Ideal for couples, families, or small groups • Walk to Downtown Bloomington & IU Campus • Peaceful garden setting with hammock chair • Fully equipped kitchen • Off-street parking for 2 vehicles • Level 2 EV charger • Ultra-fast WiFi • Dedicated workspace for remote work • Family-friendly (highchair, Pack ’n Play, baby bath) • Open floor plan with easy flow and Bohemian style — The Details — Boho Garden Bungalow is a quaint, quiet, and delightfully quirky older home, rich with charm inside and out. With hardwood floors, an exposed brick chimney, and a decorative wood-burning stove (LED flicker-flame candles provided), the space blends relaxed Bohemian style with cozy comfort. The gardens are truly special: meandering stone pathways, a solar-powered fountain, a shaded pergola with table and chairs, a hammock chair, and an antique peacock swing — all offering shade, privacy, and a peaceful retreat. At the edge of the garden, you’ll find a charming shed repurposed as an outdoor bar with boho flair. The full kitchen includes a refrigerator, freezer with ice maker, stove, dishwasher, microwave, and Keurig coffee maker. A reusable coffee filter is provided so you can brew your own coffee or enjoy a locally roasted blend from the well-stocked coffee, tea, and snack bar. The living room offers seating for six and features a 40" Samsung Smart TV with Roku, allowing you to stream your favorite services using your own accounts. Bedroom 1 features rich navy walls, a super-comfortable queen bed with soft linens, and a beautiful white peacock scrolled wicker headboard. There’s a chest of drawers and a walk-in closet stocked with hangers, extra blankets and pillows, plus a Pack ’n Play, highchair, baby bath, and a twin-size folding mattress with linens for a fifth guest. Bedroom 2 is small, cozy, and decorated in cheerful colors, with a full-size bed, floating nightstands, and dimmable wall lighting. An alcove near the closet includes a wall-mounted desk and chair (additional seating options available) for remote work. The closet includes a chest of drawers, hangers, extra blankets, and pillows. Inspired by the peacock headboard and vintage peacock swing, the house and garden feature peacocks and feathers throughout — all proudly displayed (none hidden!). See if you can spot them all as part of a fun scavenger hunt for the whole family. 📍Unbeatable Location • 5-minute drive / 20-minute walk to IU Campus • 10-minute walk to downtown restaurants, bars, shops, and nightlife • Walk or bike to the scenic B-Line Trail You’ll be close to everything while staying in Prospect Hill, a charming historic residential neighborhood. — Why We’re Different — • Walk-to-everything convenience • Ideal for athletic events, campus visits, and downtown exploring 👶🧒 Family-Friendly Features • Pack ’n Play • Baby bath • Highchair • Flexible sleeping option with twin floor mattress • Board games and scavenger hunt • Tub — ideal for young children • Quiet neighborhood perfect for evening walks 🌸 Outdoor Garden Oasis • Patio + pergola — perfect for morning coffee or relaxing evenings • Lush private garden with stone pathways • Fresh flower bouquets (in season) • Peaceful setting in Prospect Hill Historic District ✨ Bonus Amenities • Tandem bike with helmets and lock • Peacock scavenger hunt throughout house and garden • Smart TV for streaming • Board games and cards 🌱 Sustainability — Lower Your Travel Footprint • Level 2 EV charger • Local coffee ☕ with reusable filters • Local, fresh flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm–7am (city ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking or vaping indoors or on the patio Shoes off inside Check-out: simple list provided in home Well-mannered dogs allowed with prior consent
3 Beds
5 Guests
$109
night
Featured
"Madison Manor I" Game Room + Hot Tub Near River
Madison Manor I is a spacious historic townhouse just 2 blocks from the Ohio River, 5 blocks to the boat ramp, & a short walk to charming downtown Madison. One of the only homes in town with both a hot tub and game room, it sleeps up to 8 and is perfect for families & small groups. Enjoy vintage character, modern comforts, a shared patio with hot tub, fire pit & grill, plus air hockey, pool, ping pong, & more. Madison Manor I adjoins Madison Manor II—book both homes together for larger groups. You may hear guests on the other side. Quiet hours are 10pm-8am. Earplugs and white noise machines are provided for your comfort & convenience. ✨ Highlights • 2-story Townhouse • Private entrance • See layout photo • 3 bedrooms • 2 bathrooms • Sleeps 8 (6 guests + 2 small children) · 2 Queens · Twin bunkbed in pass-thru room with open doorways and limited privacy · Toddler mattress · Pack-n-Play • Ideal for families, groups, and couples • Walk to Downtown Madison & the Ohio River • Free street parking • Fully equipped kitchen • Washer & dryer in shared laundry room • Ultra-fast WiFi • 3 Smart TVs • Patio • Hot tub • Fire pit • Gas grill (shared amenities) • Game room • Mini pool table/air hockey/ping pong • Board games • Golf cart rental (subject to availability) • Quiet, well-mannered dogs with prior consent • Pet fee applies — The Details — This Italianate-style townhouse built in 1870 offers a rare combination of prime location, architectural character, and standout amenities. Whether you’re visiting for a weekend getaway, a family trip, or an extended stay, Madison Manor I is designed for relaxation, connection, and memorable experiences. Inside, historic charm meets modern comfort with exposed brick and thoughtful décor. The well-equipped kitchen includes pantry basics and everything you need for easy meals at home. Curated spaces throughout the home invite you to unwind after a day of exploring. Spend evenings soaking in the hot tub beneath pergola café lights, gathering around the fire pit, or enjoying movies, games, and friendly competition indoors. The home is pet-friendly, making it easy to include your four-legged companion on riverside strolls or hikes at nearby Clifty Falls. Thorough cleaning protocols between guests ensure a spotless and sparkling stay. 🛏 Sleeping arrangements (sleeps 6 comfortably + up to 2 small children): • Primary bedroom (2nd floor): Queen bed, vintage charm, TV, and storage • Second bedroom (2nd floor): Queen bed, calming natural light, TV, and storage • Full bathroom (2nd floor): Walk-in shower, located steps from both bedrooms • Third bedroom (1st floor): Train-themed bunk room with ensuite full bath — a playful nod to Madison’s railroad history. This is a unique pass-through room with open doorways on each side, best suited for children rather than adults seeking full privacy. • Pack ’n Play and toddler mattress provided 📍Unbeatable Location • 10-minute walk to downtown Madison • 2-minute walk to the Ohio River • 5 blocks to boat ramp — wide on-street 1 block away for trailer • 10-minute walk to Milton–Madison Bridge walking path • 10-minute drive to Clifty Falls State Park • 15-minute drive to Hanover College • 10-minute drive to Madison Hilltop You’ll be close to everything — yet tucked on a quiet residential street in the heart of Madison, the largest contiguous historic district in the U.S. — Why We’re Different — • Hot tub — a rare amenity in Madison • Dedicated game room — also rare • Walk-to-everything convenience reduces event-day parking chaos • Golf cart rental onsite (subject to availability) • Historic charm paired with modern comfort upgrades • Excellent for Regatta, Chautauqua, Hanover College visits, and festivals • Complimentary chocolate, snacks, and chilled sparkling water • Room darkening curtains, ear plugs, & Dohm machine for restful sleep 👶🧒 Family-Friendly Features • Highchair • Baby bath • Pack ’n Play • Toddler mattress • Game room with mini pool table, air hockey, ping pong, board games, and cards • Tub in main-level bathroom off bunk room • Quiet neighborhood ideal for evening walks 🌿 Outdoor Living • Patio with pergola and café lighting • Hot tub and fire pit for shared outdoor relaxation • Gas grill with grilling tools • Outdoor tables and seating for group meals or downtime 🐾 Pet-Friendly Perks • Medium crate and dog bed • Food and water bowls • Waste bags conveniently provided near the front door • Patio tether • Sofa cover 🌱 Sustainability — Lower Your Travel Footprint • Local coffee ☕ with reusable filters • Fresh, local flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 10pm–8am (City of Madison ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking/vaping inside, on the patio, or in front of the house. Designated smoking area with seating along the alley. Remove shoes indoors Check-out: simple list provided in home Hot tub rules posted onsite Quiet, well mannered dogs allowed with prior consent & pet fee Pet rules: (1) Must use sofa cover provided; (2) Pets not permitted on any other furniture (3) Leash required on the patio.
5 Beds
6 Guests
$188
night
Featured
Madison Manor II • Chautauqua Fest Special!
Last-minute Chautauqua opening! Stay Friday and Saturday and enjoy complimentary late checkout until 6 p.m. Sunday—giving you nearly a full extra day to explore the festival without packing up first. Walk to downtown, then return to your private movie theater, comfortable gathering spaces, and shared hot tub. Madison Manor II is a spacious historic townhouse just 2 blocks from the Ohio River and a short walk to charming downtown Madison. One of the only homes in town with both a hot tub and game room, it sleeps up to 8 and is perfect for families, friends, and pets. Enjoy vintage character, modern comforts, and a shared patio with hot tub, fire pit & grill, plus air hockey, pool, ping pong, and dozens of games. Madison Manor II adjoins Madison Manor I—book both homes together for larger groups. You may hear guests on the other side. Quiet hours are 10pm-8am. Earplugs and white noise machines are provided for your comfort & convenience. ✨ Highlights • 2-story Townhouse • Private entry • See layout photo • 2 bedrooms • 2.5 bathrooms • Sleeps 8 — 6 guests + 2 small children • 2 Queens · 2 Twin futons in game room (common area) · Toddler mattress · Pack-n-Play • Ideal for families, groups, and couples • Walk to Downtown Madison & the Ohio River • Free street parking • Fully equipped kitchen • Ultra-fast WiFi • 3 Smart TVs • Washer & dryer in shared laundry room • Patio • Hot tub • Fire pit • Gas grill (shared amenities) • Dedicated game room • Mini movie theater • Dartboard • Poker set • Board games • Golf cart rental (subject to availability) • Adjoins Madison Manor I — book both townhouses & sleep up to 16 • Quiet, well-mannered dogs welcome with prior consent • Pet fee applies — The Details — This Italianate-style townhouse built in 1870 offers a rare combination of prime location, architectural character, and standout amenities. Whether you’re visiting for a weekend getaway, a family trip, or an extended stay, Madison Manor II is designed for relaxation, connection, and memorable experiences. Inside, historic charm meets modern comfort with exposed brick and thoughtful décor. The well-equipped kitchen includes pantry basics and everything you need for easy meals at home. Curated spaces throughout the home invite you to unwind after a day of exploring. Spend evenings soaking in the hot tub beneath pergola café lights, gathering around the fire pit, or enjoying movies, games, and friendly competition indoors. The home is pet-friendly, making it easy to include your four-legged companion on riverside strolls or hikes at nearby Clifty Falls. Thorough cleaning protocols between guests ensure a spotless and sparkling stay. Sleeping arrangements (sleeps 6 comfortably + up to 2 infants): • Primary bedroom (2nd floor): Queen four-poster bed with ivory bedspread, vintage charm, TV, and storage • Second bedroom (2nd floor): Queen bed with calming natural light, TV, and storage • Full bathroom (2nd floor): Located steps from both bedrooms • Living Room 2 / Game Room (1st floor): Two twin futons • Second full bathroom (1st floor): Walk-in shower • Pack ’n Play and toddler mattress provided Step outside to a shared backyard oasis featuring: • Pergola with café lighting • Hot tub for year-round relaxation (closed below 20°F) • Fire pit for cozy evenings • Gas grill and outdoor dining area 📍 Unbeatable Location • 10-minute walk to downtown Madison • 2-minute walk to the Ohio River • 5 blocks to boat ramp — wide on-street 1 block away for trailer • 10-minute walk to Milton–Madison Bridge walking path • 10-minute drive to Clifty Falls State Park • 15-minute drive to Hanover College • 10-minute drive to Madison Hilltop You’ll be close to everything — yet tucked on a quiet residential street in the heart of Madison, the largest contiguous historic district in the U.S. — Why We’re Different — • Hot tub — a rare amenity in Madison • Dedicated game room with mini movie theater — also rare • Walk-to-everything convenience reduces event-day parking chaos • Convenient onsite golf cart rental (subject to availability) • Historic charm paired with modern comfort upgrades • Excellent for Regatta, Chautauqua, Hanover College visits, and festivals • Complimentary chocolate, snacks, and chilled sparkling water • Room darkening curtains, ear plugs, & Dohm machine for restful sleep 👶 🧒 Family-Friendly Features • Highchair • Baby bath • Pack ’n Play • Toddler mattress • Game room with mini movie theater, dartboard, poker set, board games, and cards • Bathtub in upstairs bathroom • Quiet neighborhood ideal for evening walks ✨ Outdoor Living • Patio with pergola and café lighting • Hot tub and fire pit for shared outdoor relaxation • Gas grill with grilling tools • Outdoor tables and seating for group meals or downtime 🐾 Pet-Friendly Perks • Medium crate and dog bed • Food and water bowls • Waste bags conveniently provided near the front door • Patio tether • Sofa cover 🌱 Sustainability — Lower Your Travel Footprint • Local coffee ☕ with reusable filters • Fresh, local flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 10pm–8am (City of Madison ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking/vaping inside, on the patio, or in front of the house. Designated smoking area with seating along the alley. Remove shoes indoors Check-out: simple list provided in home Hot tub rules posted onsite Quiet, well mannered dogs allowed with prior consent & pet fee Pet rules: (1) Must use sofa cover provided; (2) Pets not permitted on any other furniture (3) Leash required on the patio.
4 Beds
8 Guests
$196
night
Featured
Lux Loft Plus Apartment | Games Loft, EV Charger, Near IU
Last Minute Special: Chilled local cocktails! Lux Loft Plus is a private 1-bedroom apartment with lofted recreation and fitness space in an upscale neighborhood just 5 minutes from IU & east-side shopping. Set on an urban farm with a garden, orchard, & chickens, this sunlit retreat blends comfort with everyday life. Enjoy a private entry, king bedroom with piano, luxury bath, kitchenette, workspace, smart TV, shared terrace, and Level 2 EV charging. The apartment adjoins the main home; normal household and farm sounds may be heard. Welcome to Lux Loft Plus, a thoughtfully designed private apartment set within a custom Indiana limestone home on a vibrant urban farm in Bloomington — where sustainability, creativity, and everyday life come together. This is a stay for guests who value design, movement, community, and environmental stewardship. Guests should expect to hear normal household and farm sounds. If you prefer silence, total privacy, or a romantic retreat, ask your host to recommend another "In Bloom Rentals" property. ✨ Highlights • Proceeds support Garden Q, a local non-profit gardening program for children • Sleeps 4 — ideal for couples or small groups • 1 bedroom • 1 luxury bathroom • King bed + full-size futon • Private apartment with private entry (see layout photo) • Shared terrace on a 1.65-acre urban neighborhood farm • Level 2 EV charger • Ultra-fast WiFi • Smart TV • Music studio with piano and guitar • Lofted recreation space with ping pong & air hockey, fitness equipment • Pickleball court (prior approval required) — The Details — Lux Loft Plus is an upscale apartment designed with extraordinary attention to materials, craftsmanship, and sustainability. While the apartment has its own private entrance, it is part of a lively, shared household — and that is an intentional part of the experience. The apartment is separated from the main home by designer, floor-to-ceiling opaque acrylic wall panels that lock on both sides for security. These panels provide visual privacy but are not soundproof. The upstairs loft/recreation space includes a privacy curtain and opens to the main house, meaning guests and owners will hear one another. Guests should expect to hear the natural sounds of a working household and farm, including: • A family of six • Gardeners and beekeepers • Chickens and beehives • Two hypoallergenic dogs and outdoor cats Likewise, the owners may hear guests enjoying a game of ping pong, practicing piano, or strumming a guitar. Quiet hours are 10pm–7am. For sleep comfort, the apartment includes: • White noise machine • Air purifier • Ear plugs • Room darkening shades in living room 🛏 Sleeping Arrangements • King bed with luxury linens • High-end full-size futon in the living area • Bathroom with dual access from both the bedroom & living area 🌿 The Property Experience Lux Loft Plus is situated on a 1.65-acre urban neighborhood farm featuring: • Seasonal garden • Fruit trees and berry patches • Rooftop conservatory • Chickens and beehives The owners practice organic, earth-conscious farming methods and share produce throughout the community. They previously supplied local farm-to-table restaurants and are actively seeking new partners. Seasonal U-pick vegetables and berries may be available — ask your host. — Why We’re Different — • All proceeds support Garden Q, a non-profit dedicated to hands-on gardening education for children, and to minimizing food waste • Architect-designed luxury apartment in a custom limestone home • Immersive stay on a working urban farm • Recreation loft with full-size ping pong & air hockey • Fitness equipment and pickleball court access • Music studio with piano and guitars • Living room with futon offers added privacy & quiet • A lively, creative environment — not a silent retreat • Ideal for guests who value sustainability, activity, and connection • Ear plugs and a white noise machine for restful sleep ✨ Bonus Amenities • Piano and guitars • Bike station with pump — bring your bikes • Easy access to biking trails, including Brown County & Wapehani Trail • Impressive library on the custom shelves in the bedroom • Generous selection of board games & cards • Access to toaster oven and cooktop in auxiliary building 🌱 Sustainability — Lower Your Travel Footprint This home is designed to minimize environmental impact without sacrificing comfort, and sustainability is a core value — not an afterthought. • Level 2 EV charger • Solar-powered home with geothermal heating • Composting of all food waste • Recycling provided • Local coffee with reusable filters • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat • VOC-free paint, wool carpeting, bamboo toilet tissue 🏡 House Rules Quiet hours: 9pm–7am (city ordinance) No parties or events Only registered guests permitted overnight No pets No smoking or vaping anywhere on the property Wash dishes in the adjacent auxiliary building (instructions onsite) Prior consent is required to explore garden & grounds Pickleball court use requires prior approval Check-out: simple list provided in home
2 Beds
4 Guests
$312
night
Featured
Stadium Stroll Main Level | Walk to IU Football | Sleeps 8
Stadium Stroll Main Level is just a 15-minute walk to Memorial Stadium with plenty of room for 8 friends to spread out! This beautifully updated limestone duplex home with private entry, deck, and off-street parking is the perfect Bloomington weekend reset. With the entire ground level to yourself, you'll enjoy the freedom to spread out, the comfort to truly relax, and unbeatable convenience to campus, nearby trails, and sports venues. ✨ Highlights • Entire ground-floor level of a duplex • Private front entry • Sleeps 8 (1 king · 2 fulls · 1 queen sofa bed) • 2 Bedrooms • 1 Bathroom • Ideal for couples, families, groups • Walk to Memorial Stadium, Assembly Hall, IU Campus • Private deck • XL driveway for 4 vehicles or an RV • EV charger (shared amenity) • Fully equipped kitchen • Ultra Fast 2 Gb WiFi • Dedicated workspace • Smart TVs • Washer & Dryer • Large Fenced Backyard • Gas Grill (shared amenities) • Quiet, well-mannered dogs with prior approval — The Space — Stadium Stroll Main Level is the upper/ground floor of a duplex. The private entrance is at the front of the building. There is parking in the driveway for up to 4 vehicles or even an RV. Level 2 EV charger available (shared amenity). Well mannered, quiet dogs considered, but prior approval is required and an additional cleaning fee will apply. The home has 2 bedrooms, 1 full bath, and a well appointed kitchen. Dining rooms seats 6, expandable with 2 leaf inserts (available upon request) and 2 extra chairs in the front closet. Bedroom 1 has a comfortable king size bed and 32” smart TV. Bedroom 2 has two full beds. The living room has ample seating, a queen size sofa bed, and a 55” smart TV. Whether you are streaming the big game or working on your next big project, super fast 2 Gb WiFi has you covered. There is a private deck at the back of the house. You may hear guests in the other unit "Stadium Stroll Garden Level" on the floor below. Quiet hours: 9pm–7am. Ear plugs are provided for your convenience. 📍Unbeatable Location * 15-minute walk to Assembly Hall, Memorial Stadium * 2-minute drive / 10-minute walk to IU campus * 10-minute walk to Griffey Lake Trailhead * 5-minute drive to Kirkwood Ave restaurants, cafes, and nightlife * Close to IU, municipal golf courses, B-Line Trail, and popular local breweries You’ll be close to everything — but tucked into a peaceful, tree-lined area ideal for relaxing between events. — Family-Friendly Features — * Highchair, pack-and-play available on request * Board games, playing cards on each level * Tubs in both bathrooms (great for families) * LP gas grill + grilling tools (shared amenity) * Quiet neighborhood perfect for evening walks — Why We’re Different — * Walk-to-everything convenience — no game-day parking chaos * Mid-century charm + modern comfort upgrades * Fast Level 2, 48-amp EV charger (rare in Bloomington) * Dining table can double as workspace for remote workers * Deck + grill + outdoor table and seating for meals or downtime * Excellent for athletic events and graduation visits * Complimentary snacks 🌱 Sustainability — Lower Your Travel Footprint • Level 2 EV charger • Local coffee ☕ with reusable filters (when available) • Local, fresh flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat — House Rules — Quiet hours: 9pm–7am (city ordinance) No parties or unauthorized events Only registered guests overnight Dogs allowed with prior approval and pet fee No smoking or vaping indoors Please avoid tracking mud inside after games or hikes Check-out: simple list provided in home —EV Charging Rules— Level 2 charger is free for guest use; please request access at least 24 hours prior to check in Please plug in responsibly Guest Access Guests have exclusive access to the entire Main Level, including the private deck. Small supplies closet is not accessible. Garage is not available for guest use. (See floor plan in photos for layout clarity.)
4 Beds
8 Guests
$169
night
Featured
Stadium Stroll Garden Level | LAST MINUTE CANCELLATION! Walk to IU Football | Sleeps 6
LAST MINUTE CANCELLATION - 1 NIGHT STAY FRIDAY Sept 25 Noon Check In Friday, 2pm check out Saturday!! This stylish, inviting limestone duplex home is a 15-minute walk to Memorial Stadium & comfortably sleeps 6. With the entire lower level to yourself, you'll have plenty of space to relax plus a private entry and patio, off-street parking, and unbeatable access to sporting events. The thoughtfully designed space has a well-appointed full kitchen, living space, and king bedroom. ✨ Highlights • Entire lower level of a duplex • Private rear entry • 2 Bedrooms • 1 Bathroom • Sleeps 6 (1 King · 2 twins · 1 queen sofa bed) • Ideal for couples, families, small groups • Walk to Memorial Stadium, Assembly Hall, IU Campus • Private patio • XL driveway for 4 vehicles or an RV • EV charger (shared amenity) • Fully equipped kitchen • Ultra Fast 2 Gb WiFi • Dedicated workspace • Smart TVs • Washer & Dryer • Large Fenced Backyard • Gas Grill (shared amenities) • Quiet, well-mannered dogs with prior approval — Details — Stadium Stroll Garden Level is the lower floor of a duplex. The private entrance is at the rear of the building and is accessed by paver stairs and a walkway. There is parking in the driveway for up to 4 vehicles or even an RV. Level 2 EV charger available (shared amenity). Well mannered, quiet dogs considered, but prior approval is required and an additional cleaning fee will apply. The home has 2 bedrooms, 1 full bath (1 step up to bathroom), and a well appointed kitchen. Dining room seats 4, plus 2 extra chairs provided. Bedroom 1 has a comfortable king size bed and 32” smart TV. Bedroom 2 has two twin beds and a laundry area in the corner alcove. The living room has ample seating, a queen size sofa bed, and a 55” smart TV. Whether you are streaming the big game or working on your next big project, super fast 2 Gb WiFi has you covered. There is a shaded, private patio under the deck. You may hear guests in the other unit "Stadium Stroll Main Level" on the floor above. Quiet hours: 9pm–7am. Ear plugs are provided for your convenience. 📍Unbeatable Location 15-minute walk to Assembly Hall, Memorial Stadium 2-minute drive / 10-minute walk to IU campus 10-minute walk to Griffey Lake Trailhead 5-minute drive to Kirkwood Ave restaurants, cafes, and nightlife Close to IU, municipal golf courses, B-Line Trail, and popular local breweries You’ll be close to everything — but tucked into a peaceful, tree-lined area ideal for relaxing between events. 👶🧒 Family-Friendly Features Highchair, pack-and-play available on request Board games, playing cards Tub/shower combo (great for small children) LP gas grill + grilling tools Quiet neighborhood perfect for evening walks Fenced backyard - great for service animals and dogs — Why We’re Different — • Walk-to-everything convenience — no game-day parking chaos • Mid-century charm + modern comfort upgrades • Fast Level 2, 48-amp EV charger (rare in Bloomington) • Multiple workspaces for remote workers • Deck + patio + grill + outdoor table and seating for group meals or downtime • Excellent for athletic events and graduation visits • Complimentary snacks 🌱 Sustainability — Lower Your Travel Footprint • Level 2 EV charger • Local coffee ☕ with reusable filters (when available) • Local, fresh flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm–7am (city ordinance) No parties or unauthorized events Only registered guests overnight Dogs allowed with prior approval and pet fee No smoking or vaping indoors Shoes off indoors Check-out: simple list provided in home EV Charging Rules Level 2 charger is free for guest use; please request access at least 24 hours prior to check in Please plug in responsibly
4 Beds
6 Guests
$170
night
Featured
Stadium Stroll | Walk to IU Football | Sleeps 14
Last Minute Special: Book a weekend stay within 5 days of check-in, and request Chilled Cocktails + Late Check Out Welcome to Stadium Stroll, your home-field advantage in Bloomington. Skip the traffic and stroll just 15 minutes to Assembly Hall or Memorial Stadium. Designed for large groups, this beautifully updated mid-century limestone home offers two full living levels, two kitchens, plenty of beds, and cozy spaces for everyone to spread out. Whether you’re here for the Hoosiers, campus events, or a family getaway, this home blends space, comfort, & unbeatable convenience. Well behaved dogs considered with prior consent of host and pet fee. ✨ Highlights • 2 complete living spaces • Main Level & Garden Level • Private Entries • 4 bedrooms • 2 full baths • Sleeps 14 (2 kings · 2 full beds · 2 twins · 2 queen sofa beds) • Walk to IU Memorial Stadium, Assembly Hall, campus • Free parking for 4 vehicles • Level 2 EV charger • Ultra fast Wi-Fi • Smart TVs • Washer, Dryer on both levels • Fenced Backyard • Gas Grill • Pet-friendly (quiet, well-mannered dogs with prior consent) — Main Level Details — • Ground Floor Unit • Private front entry • 2 bedrooms • 1 bath • Sleeps 8 (1 king · 2 full beds · 1 queen sofa bed) • Large living room 55" Smart TV • Dining area seats 6–8 (extra chairs provided + leaf available on request) • Fully equipped kitchen • Full bathroom (grab bar available upon request) • Washer & dryer • Elevated deck overlooking quiet neighborhood — Garden Level Details — • Lower Floor Unit • Private rear entry • 2 bedrooms • 1 bath • Sleeps 6 (1 king · 2 twins · 1 queen sofa bed) • Cozy living room 55" Smart TV • Open dining area (seats 4 plus 2 extra chairs provided) and full kitchen • Dedicated workspace in king bedroom • Laundry alcove off twin bedroom • Shaded patio with seating area 📍Unbeatable Location 15-minute walk to Assembly Hall, Memorial Stadium 2-minute drive / 10-minute walk to IU campus 10-minute walk to Griffey Lake Trailhead 5-minute drive to Kirkwood Ave restaurants, cafes, and nightlife Close to IU, municipal golf courses, B-Line Trail, and popular local breweries You’ll be close to everything — but tucked into a peaceful, tree-lined area ideal for relaxing between events. 👶🧒 Family-Friendly Features Highchair, pack-and-play available on request Board games, playing cards on each level Tubs in both bathrooms (great for families) LP gas grill + grilling tools Quiet neighborhood perfect for evening walks — Why We’re Different — Walk-to-everything convenience — no game-day parking chaos Perfect for large groups with two full kitchens, living rooms Mid-century charm + modern comfort upgrades Fast Level 2, 48-amp EV charger (rare in Bloomington) Multiple workspaces for remote workers Deck + patio + grill + outdoor table and seating for group meals or downtime Excellent for game weekends, graduation visits, and reunions Complimentary snacks 🌱 Sustainability — Lower Your Travel Footprint • Level 2 EV charger • Local coffee ☕ with reusable filters (when available) • Local, fresh flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm–7am (city ordinance) No parties or unauthorized events No smoking or vaping indoors Only registered guests overnight Shoes off indoors Check-out: simple list provided in home Dogs allowed with prior approval and pet fee EV Charging Rules Level 2 charger is free for guest use; please request access at least 24 hours prior to check in Please plug in responsibly Guest Access Guests do not have access to the small supplies closet on the Main Level, or utility room and storage closet on the Garden Level. Garage is not available for guest use. (See floor plan in photos for layout clarity.)
8 Beds
14 Guests
$279
night
Featured
“The Sage” | Walk to IU Football
The Sage is your home base for Hoosier football weekends! Just a 30-minute walk to Memorial Stadium, you can skip the parking hassles and soak up the game-day excitement before returning to a cozy retreat. With 2 queen bedrooms, a sunny porch swing, gas range, deck, and fast Wi-Fi, it's perfect for couples, families, friends, and football fans exploring Bloomington. ✨ Highlights • 2 bedrooms • 1 bathroom • Sleeps 5 (2 Queens · 1 twin futon)— ideal for couples, families • Walk to Memorial Stadium, Assembly Hall, IU Campus, & downtown • Free street parking • Fully equipped kitchen • Ultra-fast WiFi • Smart TVs • Deck overlooking a large backyard — The Details — The Sage is a well-designed two-bedroom cottage perfect for visiting scholars, parents, and travelers who prefer personality over cookie-cutter spaces. Inside, you’ll find warm wood floors, cozy living and dining areas, and a fully equipped kitchen with vintage flair. Both bedrooms feature queen beds with quality linens. A comfy twin futon chair in a pass-thru room off the kitchen provides sleeping space for a fifth guest. The full bathroom includes a tub/shower combo with fresh white tile. A cheerful sunroom serves as an alternate back entry and provides access to the deck, while the front porch and porch swing invite you to slow down and enjoy the neighborhood. Walk or bike downtown along the B-Line Trail, or reach IU’s campus in about 20 minutes on foot. Compact in size but full of charm — The Sage is a delightful Bloomington retreat. 📍 Location • 5-minute drive / 20-minute walk to IU campus • 30-minute walk to Memorial Stadium & Assembly Hall • 5-minute walk to the B-Line Trail • 20-minute walk to Kirkwood Avenue restaurants, cafés, and nightlife • Close to IU, municipal golf courses, the B-Line Trail, and popular local breweries You’ll be close to everything — yet tucked into Maple Heights, a charming residential neighborhood on Bloomington’s Near West Side. You may hear trains from the nearby railroad. Ear plugs are provided for your comfort and convenience. 👶🧒 Family-Friendly Features • Board games, puzzles, books, and playing cards • Tub/shower combo — great for kids • Quiet neighborhood and B-Line Trail ideal for evening walks — Why We’re Different — • Walk-to-everything convenience — no game-day parking chaos • Charming décor and original hardwood floors • Dining room doubles as a comfortable remote-work space • Deck overlooking a large backyard • Excellent for athletic events and campus visits 🌱 Sustainability — Lower Your Travel Footprint • Local coffee ☕ (when available) with reusable filters • Local, fresh flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 11pm–8am (residential neighborhood) No parties or unauthorized events Only registered guests permitted overnight No smoking or vaping indoors Shoes off indoors Check-out: simple list provided in home
2 Beds
5 Guests
$157
night
Featured
Madison Manor by the River: Hot Tub, Game Room
Madison Manor is a spacious historic home in the heart of downtown Madison—steps from the river, shops, restaurants, and wineries. Rent the entire property to enjoy two private townhouses under one roof, ideal for families or groups who want to stay together with space to spread out. Inside are multiple living areas, kitchens, dining spaces, and game rooms. Outside, relax on the shared patio with hot tub, fire pit, and grill. ——————————————————————————————————————————— Welcome to Madison Manor — two beautifully restored adjoining townhouses in the heart of downtown Madison, Indiana, just steps from the Ohio River, shops, restaurants, wineries, and scenic walking paths. Perfect for large groups, multiple families, reunions, and celebrations that call for space, comfort, and connection. ✨ Highlights • Two 2-story adjoining Townhouses under one roof • Private entries • 5 bedrooms • 4.5 bathrooms • Sleeps 16 — 12 guests + 4 small children • 4 Queens · Twin Bunkbed in pass-thru BR with open doorways and limited privacy · 2 Toddler mattresses · 2 Pack-n-plays • Ideal for multiple families, larger groups, and couples • Walk to Downtown Madison & the Ohio River • Free street parking • Two fully equipped kitchens • Ultra-fast WiFi • 6 Smart TVs • Washer & dryer • Patio • Hot tub • Fire pit • Gas grill • Two game rooms • Pool, air hockey, ping pong • Mini movie theater w/ screen & projector • Dartboard • Poker set • Board games • Golf cart rental (subject to availability) • Quiet, well-mannered dogs welcome with prior approval • Pet fee applies — The Details — Welcome to Madison Manor, a rare whole-house downtown stay. Madison Manor I and II are two halves of the same Italianate-style home built in 1870, offering an unbeatable combination of location, character, and standout amenities — ideal for larger groups who want to stay together without feeling crowded. Inside, historic charm meets modern comfort with exposed brick and thoughtful décor. The well-equipped kitchen includes pantry basics and everything you need for easy meals at home. Curated spaces throughout the home invite you to unwind after a day of exploring. Spend evenings soaking in the hot tub beneath pergola café lights, gathering around the fire pit, or enjoying movies, games, and friendly competition indoors. The home is pet-friendly, making it easy to include your four-legged companion on riverside strolls or hikes at nearby Clifty Falls. Thorough cleaning protocols between guests ensure a spotless and sparkling stay. 🛏 Sleeping arrangements (sleeps 12 comfortably + 4 small children): Madison Manor I • Bedroom 1 (2nd floor): Queen bed, vintage charm, TV, storage • Bedroom 2 (2nd floor): Queen bed, calming natural light, TV, storage • Full bath with walk-in shower (2nd floor) • Bedroom 3 (1st floor): Train-themed bunk room with ensuite full bath This is a unique pass-through room with open doorways on each side, best suited for children rather than adults seeking full privacy. • Pack ’n Play and toddler mattress Madison Manor II • Bedroom 4 (2nd floor): Queen four-poster bed, TV, storage • Bedroom 5 (2nd floor): Queen bed, natural light, TV, storage • Full bath (2nd floor) • Game Room / Living Room (1st floor): Two twin futons • Full bath with walk-in shower (1st floor) • Half bath (1st floor) • Pack ’n Play and toddler mattress Step outside to a shared backyard oasis featuring: • Pergola with café lighting • Hot tub for year-round relaxation (closed below 20°F) • Fire pit for cozy evenings • Gas grill and outdoor dining area After a day exploring Madison on foot — or by golf cart — return to a space that feels both special and comfortable. 📍Unbeatable Location • 10-minute walk to downtown Madison • 2-minute walk to the Ohio River • 5 blocks to boat ramp — wide on-street 1 block away for trailer • 10-minute walk to Milton–Madison Bridge walking path • 10-minute drive to Clifty Falls State Park • 15-minute drive to Hanover College • 10-minute drive to Madison Hilltop You’ll be close to everything — yet tucked on a quiet residential street in the heart of Madison, the largest contiguous historic district in the U.S. — Why We’re Different — • Hot tub — a rare amenity in Madison • Two dedicated game rooms — also rare • Walk-to-everything convenience reduces event-day parking chaos • Convenient onsite golf cart rental (subject to availability) • Perfect for multiple families and large groups • Historic charm paired with modern comfort upgrades • Multiple workspaces for remote workers • Patio + hot tub + fire pit + outdoor seating for group meals or downtime • Excellent for Regatta, Chautauqua, Hanover College visits, and festivals • Room-darkening curtains, ear plugs, & Dohm machine for restful sleep 👶🧒 Family-Friendly Features • Two of each: highchairs, baby baths, Pack ’n Plays, toddler mattresses • Two game rooms with distinct entertainment for all ages • Bathtubs (Manor I main level, Manor II upper level) • Quiet neighborhood ideal for evening walks 🐾 Pet-Friendly Perks • Medium crate and dog bed • Food and water bowls • Waste bags conveniently provided near the front door • Patio tether • Sofa cover 🌱 Sustainability — Lower Your Travel Footprint • Local coffee ☕ with reusable filters • Fresh, local flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 10pm–8am (City of Madison ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking/vaping inside, on the patio, or in front of the house. Designated smoking area with seating along the alley. Remove shoes indoors Check-out: simple list provided in home Hot tub rules posted onsite Quiet, well mannered dogs allowed with prior consent & pet fee Pet rules: (1) Must use sofa cover provided; (2) Pets not permitted on any other furniture (3) Leash required on the patio.
9 Beds
16 Guests
$370
night
Featured
The Dragonfly at Hillside: Easy Getaway in Btown
Last Minute Special: Book a weekend stay within 5 days of check-in, and request Chilled Cocktails + Late Check Out Welcome to The Dragonfly—a charming 3-bedroom bungalow perfectly located near Indiana University downtown Bloomington. Thoughtfully designed for comfort and connection, this cozy retreat features a bright living space, inviting bedrooms, and a covered back porch ideal for morning coffee or evening unwinding. Whether you're visiting for IU events, a weekend getaway, or time with family, The Dragonfly offers a warm, relaxing home base in a convenient central location, ✨ Highlights • Sleeps 6 — ideal for couples, families, or small groups • 3 bedrooms (2 queens • twin bunkbed) • 1 bathroom • Walk to IU Campus, downtown, city pool, and nearby parks • Spacious living/dining area with multiple seating areas • Cozy reading nook with dragonfly-themed books • Front porch • Back patio • Fenced backyard • Off-street parking for up to 3 vehicles • Fully equipped kitchen • Washer and dryer in basement • Fast WiFi • 55" Smart TV • Family- and pet-friendly with thoughtful amenities — The Details — The Dragonfly is a bright, comfortable home designed to bring people together while still offering cozy corners to relax and recharge. With three bedrooms and a flexible layout, it’s well suited for families, couples, or small groups visiting Bloomington. The heart of the home is a spacious living and dining area with multiple seating zones — perfect for gathering, sharing meals, or unwinding after a day on campus or around town. A cozy reading nook, complete with dragonfly-themed books for all ages, adds a playful and relaxing touch. Sleeping arrangements include comfortable beds with quality linens, and the layout offers flexibility for a variety of group types. The single bathroom is clean, functional, and centrally located. Outdoor spaces are a highlight. Enjoy a front porch for morning coffee, a back patio for relaxed evenings, and a fully fenced backyard — ideal for children and pets. With both indoor and outdoor seating, there are multiple places to gather or spread out. The home includes a fully equipped kitchen, a 55" Smart TV for movie nights or game days, and off-street parking for up to three vehicles, making it easy to come and go. 📍 Location • Near Indiana University campus • Close to downtown Bloomington dining, shops, and nightlife • Walking distance to the city pool and two large parks • Corner bus stop just steps away • Easy access to trails, local attractions, and campus events You’ll be close to everything — while staying in a comfortable residential setting perfect for relaxing between outings. — Why We’re Different — • Thoughtfully designed for connection with multiple seating areas • Cozy reading nook with books for all ages • Family- and pet-friendly layout with fenced backyard • Front porch, patio, and yard offer flexible indoor/outdoor living • Ideal for IU visits, family trips, and relaxed getaways 👶 🧒 Family-Friendly Features • Books, games, and cozy spaces for all ages • Fenced backyard • Flexible sleeping arrangements for families • Walkable neighborhood for afternoon naps or evening strolls • Convenient, free laundry facilities onsite 🐾 Pet-Friendly Perks • Fenced backyard for easy outdoor access • Pet-friendly layout and surfaces • Waste bags conveniently provided near the front door • Walkable neighborhood and nearby green space 🌱 Sustainability — Lower Your Travel Footprint • Local coffee (when available) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly cleaning products + “free & clear” detergent • Eco-friendly toiletries like bamboo toothbrushes • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm–7am (residential neighborhood) No parties or unauthorized events Only registered guests permitted overnight Dogs allowed with prior approval and pet fee No smoking or vaping indoors or the back porch Please remove shoes inside Check-out: simple list provided in home
3 Beds
6 Guests
$135
night
Featured
Dixie Street Artist Retreat Apartment Near B-Line & Downtown
Tucked into the Near West Side, Dixie Street Artist Retreat is an artfully decorated apartment that blends eclectic textures & a free-spirited vibe into a stay that feels warm, peaceful and distinctly Bloomington. Just blocks from the B-Line Trail & centrally located to the best of Bloomington, you can bike downtown, stroll to coffee shops, visit your IU student, or spend the day exploring campus and return to a space that feels like your own creative hideaway in a quiet residential setting. ✨ Highlights • Sleeps 4 — ideal for parents and small families, or up to 3 unrelated adults • 2 bedrooms • 1 bathroom • Queen bed • Twin bed • Trundle twin bed • Walk to the B-Line trail and Downtown Bloomington • Dedicated parking in the driveway for 2 vehicles • Kitchenette • WiFi • Dedicated workspace • HD TV with Prime Video, Netflix, Apple TV • Front porch with swing — The Details — This is a private apartment in the front section of an owner-occupied home. It is separated by a locked door from the owner’s space. Bedrooms have handles that lock from inside for added security. You should expect to hear ordinary household sounds. The owner’s friendly older dog lives on the premises, but will not be in the guest area during your stay. 📍 Location • Safe, welcoming, quiet neighborhood on a dead-end street • Easy access to the B-Line trail and a short walk to downtown restaurants, cafés, shops and breweries • 1.4 miles to downtown • 2.2 miles to Indiana University • 2.5 miles to College Mall and east side shopping You’ll be close to everything — right in the heart of Bloomington’s energy — while still enjoying a cozy place to retreat at the end of the day. — Why We’re Different — • Natural light and artistic style • Front porch is great for morning coffee or evening relaxation • Room-darkening curtains and ear plugs provided in the queen bedroom 👶 🧒 Family-Friendly Features • Flexible sleeping layout for families • Tub — helpful for bathing young children • Nice, quiet, walkable neighborhood 🌱 Sustainability — Lower Your Travel Footprint • Local coffee ☕ • Recycling provided • Refillable dispensers with shampoo, conditioner, body wash • Reusable makeup cloth • Eco-friendly cleaning products + “free & clear” detergent 🏡 House Rules Quiet hours: 9pm–7am (city ordinance). Indoor quiet hours: 10pm-7am. After hours use of TV permitted on low volume.No parties or unauthorized events Only registered guests permitted overnight No smoking or vaping indoors or on the porch Carport not available for guest use Kindly remove shoes upon entry Check-out: simple list provided in home
3 Beds
4 Guests
$369
night
Featured
Persimmon Cottage
Last Minute Special: Book a weekend stay within 5 days of check-in, and request Chilled Cocktails + Late Check Out Inspired by the persimmon tree in the front yard, Persimmon Cottage is a bright, clean petite modern 1 BR/1 Bath home. Its clever, compact design flows from the entry thru the full kitchen, into the cozy living/dining space, and finally to the bedroom tucked at the back. A twin-plus futon in the living area is a flexible sleeping option for an extra guest. Fully functional mini-bath features a shower and floating sink. The covered back porch is a nice spot for morning coffee or evening wine. Just blocks from downtown and a scenic walk to IU’s Sample Gates, this light-filled cottage blends character with modern comforts in a location that puts Bloomington’s best right outside your door. ✨ Highlights • 1 bedroom • 1 bathroom • 292 Sq Ft • Sleeps 3 (1 standard full · 1 European full - like a "twin plus") • Ideal for couples and IU parents who want their student to stay with them • Walk to Downtown Bloomington & IU Campus • Iconic Kirkwood Avenue location • Off-street driveway parking for 2 vehicles • Fully equipped kitchen • Fast WiFi • Dedicated work/reading alcove • Wheelchair-friendly wide, step-free walkway, entry, and shower • Covered back porch • Well-mannered dogs considered with prior approval — The Details — This compact but comfy gem has everything you need, nothing you don't. With a no-step shower entry and a paved path to the door, it is wheelchair-friendly. At the back of the house, a well-lit reading and office alcove offers a more private place to work or unwind after a day exploring campus and downtown. This space is especially appreciated by remote workers and longer-stay guests. The kitchen is fully equipped for everyday cooking. Off-street driveway parking for two vehicles makes coming and going easy. Note that access to the driveway is via the alley behind the house. In the event of heavy snow, the city does not plow the alley, and the driveway may not be accessible, so guests may need to find on street parking. 📍 Unbeatable Location • Blocks from downtown restaurants, cafés, shops, and breweries • Pleasant walk to IU’s Sample Gates • Bus stop right across the street • Easy access to the B-Line Trail • Located on Kirkwood Avenue in Bloomington’s historic Prospect Hill neighborhood You’ll be close to everything — right in the heart of Bloomington’s energy — while still enjoying a cozy place to retreat at the end of the day. — Why We’re Different — • Walk-to-everything convenience for campus, dining, and nightlife • Sleek, modern style with natural light, warm textures and colors • Wheelchair friendly entry, interior, and shower - rare for a home in historic neighborhood • Dedicated office/reading alcove at the back of the house for privacy • Walkable neighborhood - great for evening strolls • The foundation of the home is on the old canal that once ran through the city. Many houses in Prospect Hill are circa 1900. The owner is in the process of researching and compiling a brief history. 🐾 Pet-Friendly Perks • Well-behaved dogs considered with prior host approval • fenced back area • Easy access to walkable streets and nearby green spaces 🌱 Sustainability — Lower Your Travel Footprint • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm–7am (city ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking or vaping indoors or the covered back porch. Smoking is permitted on the front porch. Use the bucket provided to properly dispose of cigarettes. Shoes off indoors Check-out: simple list provided in home Dogs allowed with prior approval — Other Things to Note — Neighborhood & sound: Kirkwood Avenue is a lively, well-loved street. Guests should expect normal urban activity, including street noise, pedestrians, and the occasional dog. Ear plugs are provided for your comfort and convenience.
2 Beds
3 Guests
$121
night
Featured
Covenanter Classic | Game Day Ready | Luxe East Side Retreat
Available for football weekends!! Bring the whole crew: Sleeps 11, so why book 4 hotel rooms when everyone can stay together and have plenty of room? Last Minute Special: Book a weekend stay within 5 days of check-in, and request Chilled Cocktails + Late Check Out Stay in style on Bloomington’s highly desirable near east side. Covenanter Classic is a beautifully remodeled 4BR/2.5BA home just 5 minutes from the IU campus and walking distance to east side shopping and dining. With two king bedrooms, a spacious bunk room, a second living area in the basement, and professionally designed interiors throughout, this upscale retreat comfortably sleeps up to 11 guests—perfect for families, alumni weekends, athletic events, and group getaways. Welcome to Covenanter Classic -- an upscale stay near IU ✨ Highlights • 4 bedrooms • 2.5 bathrooms • Sleeps 11 ( 2 Kings · 1 Queen · 1 Full · 3 Twins) • Ideal for large groups • Second spacious living and dining area with ample seating and patio • Ping pong table • 5 minutes to IU campus and 2 minutes to east side shopping • Peaceful residential setting in high end neighborhood • Fully equipped kitchen with high end appliances • Off-street parking for up to 4 vehicles in the driveway • Ultra-fast WiFi • Dedicated workspace for remote work 📍Unbeatable Location • 5-minute drive / 20-minute walk to IU Campus • Walk to east side shopping You’ll be close to everything while staying in a highly desirable neighborhood — Why We’re Different — • Very spacious - plenty of room for everyone • Lower level bonus suite with second living and dining area, ample seating, half bath, and decorative fireplace - great hangout space for college students • Professionally designed interior with high end furnishings • Ideal for athletic events, alumni reunions, and campus visits 👶🧒 Family-Friendly Features • Flexible sleeping option with fourth bedroom (bunk beds with 1 full, 3 twins) • Tub — ideal for young children • Safe, quiet neighborhood perfect for evening walks ✨ Bonus Amenities • Patio with grill • Ping pong table • 2 large smart TV for streaming 🌱 Sustainability — Lower Your Travel Footprint • Local coffee ☕ with reusable filters • Local, fresh flowers (in season) • Recycling provided • Refillable dispensers with shampoo, conditioner, and body wash • Eco-friendly toiletries like bamboo toothbrushes • Eco-friendly cleaning products + “free & clear” detergent • WiFi-enabled thermostat 🏡 House Rules Quiet hours: 9pm–7am (city ordinance) No parties or unauthorized events Only registered guests permitted overnight No smoking or vaping indoors or on the patio Shoes off inside Check-out: simple list provided in home
7 Beds
11 Guests
$347
night
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