Family-friendly holiday rentals in Bloomington

Bright Sunroom, Giant Sectional, 5 Min IU, Parking

A spotless, thoughtfully curated home designed to feel comfortable, calm, and genuinely livable — not a bare rental. Guests consistently mention the immaculate cleanliness, comfortable beds, oversized sectional, and thoughtful extras that make settling in easy. Located in a residential neighborhood, under 10 mins to IU, downtown, stadiums, dining, parks, and Kroger. This home is ideal for campus visits, couples, small groups, and professionals who value comfort, cleanliness, and a calm place.

Blue Lemon Bungalow - Quiet Getaway in Town!

Blue Lemon Bungalow is an adorable, newly renovated two bedroom in Bloomington with full living, dining, kitchen, and washer/dryer. In town with a country vibe. It has a huge yard with old growth trees, yet it is only a 5 minute ride to Downtown Court House Square or Indiana University Memorial Stadium. A large front porch with festive lighting gives you a place to enjoy the view. We have taken special care to make Blue Lemon Bungalow extra comfortable and stylish. Well behaved pets considered.

Pumpkin House. Chic downtown spotless fenced yard

Over 60 restaurants, bars, coffee shops, theater, comedy club, shops, health food grocery all in a very short walking distance. This is the perfect place for an active guest to experience boho Bloomington or attend IU events. Quality linens, SPOTLESS, uncluttered, new everything including beds,kitchenware etc. Designated parking for 2 and free street.Fast fiber 500Mbps speed internet and new Roku smart TV's. Third party booking allowed with approval from host and contact information of guests.

Uptown Suite Modern Studio Downtown on the Square

Discover Uptown Bloomington, a chic studio located on Bloomington’s Square directly above the #1 TripAdvisor-rated Samira Restaurant. Immerse in modern art and vibrant colors, unwind in comfort, and relish in a delicious meal at Samira Restaurant. Explore campus, downtown, and nearby hotspots, or relax with a 55-inch Smart TV. Hosted by Samira & Tareq, every corner holds special details for a memorable stay. Indulge in luxury, convenience, and personalized hospitality in Bloomington's heart.

French Cottage Style 3 bed, 1 bath house

Add my listings to your wishlist by clicking the ❤️ in the upper right corner. You and/or your family will be close to everything when you stay at this centrally-located home in a very quiet neighborhood. Extremely close to IU No bonfires of any kind!!! We allow dogs but no cats. Fully fenced in back yard. Want to check in early? $20 convenience fee for early check in. Leave on counter when you check out Absolutely no smoking inside the house and no gatherings larger than 8 people!

Cozy Cottage : easy + peaceful w/ private backyard

This 2 Bdr / 1 Ba cottage is a sweet mix of peace and quiet + easy access to the best of Bloomington. Cozy updated interior + lovely screened in back porch facing a fully fenced in backyard - your own space to breathe deeply. Lovely neighborhood walkable to coffee + lunch, steps to amazing Bryan Park, under a mile to Sample Gates & downtown, easy drive to stadium, etc. Baby and kid essentials provided, fully equipped kitchen, fire pit, grill, bicycles... we so look forward to hosting you!

Private Cottage House One Mile from Downtown!

This guest suite is *one mile* from campus and downtown and located in a safe, quiet residential neighborhood! Here you will be walking distance to Kirkwood and steps away from a local coffee shop, restaurant, and 2 parks! The space is complete with ample natural lighting (+ custom blinds for privacy), premium features like heated floors, and privacy for guests to enjoy a quiet, relaxing stay steps away from Btown's best nestled into a quiet backyard (often with deer!). No idiots.

Cozy Tiny House

Welcome to your own cozy Tiny House nestled on the east side of Bloomington. You are comfortably separate from the hustle bustle of the college town, but also conveniently central to many attractions in and around the city. Come to relax! Prime Location * 5 minute drive to College Mall, Target and other Grocery Stores * 6 minute drive to Indiana University Campus *12 minute drive to Downtown Bloomington *15 minute drive to Brown County State Park *20 minute drive to Oliver Winery

Cheerful & Cozy Upper Cabin in Cohousing Community

Relax and getaway in our safe, centrally located, co-housing community. Next to the local YMCA and local walking paths. This authentic log cabin has been completely renovated with a studio-style open bedroom, kitchenette, living room, porch, and bathroom. There is no TV, but there is Wi-fi. You'll be staying in the upper level of the cabin. The upper level is a separate unit, also on Airbnb. The units share no interior access and are completely separate units.

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Strawbale Bungalow. Bloomington, Indiana, USA.

Art and book filled. Located in Bloomington Indiana. My 1920s bungalow includes two guest bedrooms with queen sized beds, down comforters, feather/down pillows, line curtains and private bathroom. The guest area also includes a garden porch, private entrance, living room and, dining area with microwave, small refrigerator and handmade maple table. NO KITCHEN. The bathroom is between the bedrooms and includes a Toto washlet bidet and EO toiletries.

Cozy Little Suite

This guest suite with private entrance is in a quiet, older neighborhood near the IU campus. The booking includes a recently remodeled basement bedroom with en suite bathroom. It's locked off from the rest of the home in which the host family lives. The bedroom includes a queen bed, mini-fridge, microwave, and Keurig. The bathroom has a glass-enclosed shower.