Holiday rentals with outdoor seating in Bloomington

Bright & Fresh 3BR, 2Ba Ranch Home w/2 Car Garage

A great place to relax & enjoy Bloomington. A peaceful neighborhood close to downtown & IU. Primary Suite with queen bed & en suite bath, 2nd bedroom with queen bed, 3rd bedroom with 2 twin beds. All bedrooms & great room offer youtube tv free. Large kitchen with breakfast bar, dining area & great room. The backyard hosts a few visiting deer tame enough to check out what you have going on. Grill and outdoor table/chairs for a bar-b-cue. Fresh Updates! Attached garage. TVs in all bedrooms.

Peaceful apartment space in beautiful farm house

Our lovely farmhouse is minutes from Lake Lemon, Griffey Lake, Indiana University & many spots in Bloomington. Conveniently not far from I-69, we're 20 minutes away from Nashville. This is a basement apartment with private bedroom, private bathroom, large living/dining area, & kitchenette. Shared front door & ~10 steps inside main floor. The ranch is 50+ acres with 8+ acres of woods for hiking, pastures with cattle, a heated pool & patio area, & a beautiful front porch looking over the ranch.

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.

5 Min to IU, Spotless, Sunroom, 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.

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.

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private guest suite in Bloomington, Indiana. Located on the north side, it is just fifteen minutes from the heart of downtown Bloomington, IU stadium, and an hour from Indianapolis. Nestled in the forest, the suite offers a covered porch with a private entrance, a spacious living room, a kitchenette, and a master bedroom with a full bath. Suitable for up to four guests, come to enjoy the serenity of country living, the comforts of home, and easy access to the city.

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!

Lil BUB's Really Nice Apartment - WEST

We are conveniently located within walking distance of Downtown, Bryan Park, and The B-Line Trail, 1 mile to IU Campus, 1.8 miles to Assembly Hall, and 3.5 miles to IU Hospital. Our beloved luxury apartment is one of the nicest places to stay in town. It underwent a ground-up bespoke renovation with white oak hardwood floors, quartz countertops and premium appliances, rivaling a premium suite at a boutique hotel with the added privacy, charm, and amenities of a home for a great price.

Cottage on Kirkwood | Walk Downtown & IU •King Bed

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 & cozy spaces to relax or work.

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.

Cheerful Bungalow w/ Sauna - Close to IU

Come rejuvenate your spirit at our beautifully remodeled mid-century modern Bungalow featuring original art and cozy furnishings as well as a newly added top-of-the-line Clearlight infrared sauna. It's a short walk to the b-line trail, amazing coffee, craft distillery, and the incredible new Switchyard Park. 5 minute drive to IU campus or downtown square.

Garden Studio Guesthouse

Cozy & private, but close to the action! You’re a short walk to the Indiana University sports complex (Football, Basketball and Baseball), and you are a quick drive to the IU Campus, Downtown Bloomington, the IU Health Hospital, and Griffy Lake & Nature Preserve. The Garden Studio is located in a secluded backyard surrounded by gardens, pond and waterfall.