Holiday rentals in Bloomington

Modern 3 bed, 1 bath Near Stadium/IU campus

LONG TERM STAYS (14 days +) DISCOUNTED! PLEASE ASK! Close to everything when you stay at this centrally-located home in a quiet neighborhood. Extremely close to IU Game room! Dogs allowed but no cats Fenced in back yard. Early check in/late check out. $20 convenience fee Leave on counter when you check out No bonfires! Absolutely no smoking inside the house and no gatherings larger than 8 people! NO PARTIES! Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

Summer Forest Reset: King Beds & Lake Lemon Marina

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, this custom log home balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

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.

Bright Sunroom, Giant Sectional, Parking, 5 Min IU

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.

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 - EAST

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.

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.

Campus-Side Retreat in the Woods

Across the street and walking distance to IU's sports facilities, this chic and modern wooded retreat is a short drive or bike to downtown Bloomington's vibrant nightlife and community activities. The studio apartment boasts a skylit bathroom, a full kitchen with custom-made cabinets, washer/dryer on site, and professional decorating. It’s only a short drive, or slightly longer hike to Griffy Lake, only one mile to IU Health Bloomington hospital, and minutes to I69.

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.

Harmony Hills 3 bedroom farm house

This 1970s brick farmhouse on 60 acres of pasture, forest, and stream offers a cozy “grandma’s house” vibe. Enjoy 3 beds, plus pullout sofa, 2 baths, and a basement with washer/dryer. Brick walls keep it quiet despite nearby highway noise. Outside, a roofed deck with grill and a campfire ring with firewood await, lit by string lights for cozy nights. Just 20 min from IU, it’s a serene escape for families or nature lovers.

Private Eastside In-law Apartment

Beautifully built, fully outfitted, accessible, and private in-law apartment in a premier east side neighborhood. The space boasts a large and bright living room/dining room with sofa bed, a full kitchen with range, dishwasher, microwave and butcher block counters, and a large bedroom with a queen bed and en suite full bath with zero entry shower.