Holiday houses in Bloomington

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Top-rated holiday rentals in Bloomington

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Guest favourite
The evening view of the home's exterior reveals a modern design with wooden accents. Soft lighting highlights the elevated deck and entryway, and the surrounding trees create a serene atmosphere. Stairs lead to the entrance, providing access to the spacious interior.
Cabin in Unionville
4.96 out of 5 average rating, 270 reviews

“Lemon Blossom”Lakehouse by Brownsmith Studios

This home is a dream come true for me building it from the ground up. Bring your boat. No Partiers this home is being offered to families and couples who won’t disturb my neighbors or our peaceful cove. The home features a steam shower, king bed, reclining sofa, dock, kayaks,reading/social nook at signature windows over the creek/lake. The deck floats in the forest with abundant wildlife all around. premium WiFi . 15min to Bloomington. 20min to Nashville/Brown County St. Park. Newly paved lane

Guest favourite
A spacious bedroom features a comfortable bed dressed in crisp white bedding. An abstract painting in shades of blue hangs prominently on the wall. An elegant armchair and a desk with a lamp are positioned to create a cozy reading nook, complemented by warm wooden flooring.
Home in Bloomington
4.96 out of 5 average rating, 485 reviews

Historic Hideaway by Lake Monroe Bloomington

Historic meets modern in this unique 150 year-old building located steps away from the entrance to Lake Monroe. Built in 1872, this one-room church turned romantic Airbnb provides a one-of-a-kind experience and has been featured as one of the best in the country by Condé Nast, Love Exploring and Indianapolis Monthly. Lake Monroe offers fantastic boating/fishing/swimming and downtown Bloomington and Indiana University are only 11 miles away with fabulous local eateries and unique shops to explore

Top Guest favourite
A sprawling green field stretches towards the horizon, filled with soft clover and dotted with trees. In the foreground, a planter holds bright flowers, adding colorful contrast to the natural landscape. The sky is lightly clouded, enhancing the serene atmosphere.
Guest suite in Bloomington
4.99 out of 5 average rating, 135 reviews

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.

Guest favourite
A front porch is featured, adorned with hanging ferns and string lights, creating an inviting atmosphere. A wooden railing surrounds the porch, which includes seating and a dining table. Bright flowers are planted in decorative boxes at the base, complementing the lush green yard.
Bungalow in Bloomington
4.94 out of 5 average rating, 360 reviews

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.

Top Guest favourite
A spacious living area is presented with hardwood floors, natural light filtering through new windows. A black sofa is centered around an orange coffee table. Two woven armchairs and a decorative area rug complete the inviting space, along with wall art and a small writing desk.
Home in Bloomington
4.98 out of 5 average rating, 163 reviews

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.

Guest favourite
A charming guest suite set against a backdrop of lush green trees. The single-story structure features a covered porch, large front windows, and a welcoming entryway, immersed in the tranquility of the natural surroundings.
Guest suite in Bloomington
4.96 out of 5 average rating, 201 reviews

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.

Superhost
A modern living space features a light-colored sofa bed with fresh towels neatly placed on it. A dining table for four is positioned nearby, complemented by a minimalist workspace against the wall. Natural light enhances the warm wooden flooring.
Apartment in Bloomington
4.9 out of 5 average rating, 640 reviews

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.

Top Guest favourite
The entrance features a cozy porch with a small table and chairs surrounded by greenery. A decorative broom is suspended from the porch’s overhang, and a stone pathway leads to the front door, accented by the house number displayed on a stone pillar.
Guest suite in Bloomington
4.95 out of 5 average rating, 1,323 reviews

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.

Top Guest favourite
The living area features a large green sectional sofa paired with two gray armchairs. A light rug sits beneath a coffee table with magazines. Three framed artworks adorn the wall, and a plant adds a touch of greenery, with the kitchen visible in the background.
Home in Bloomington
4.99 out of 5 average rating, 149 reviews

5 Min IU, Parking, Chef's Kitchen, Sunroom

🏡 Spacious & Thoughtfully Curated Home ⚡️2 Miles: IU, Stadiums, DT, Golf, Lake & More!⚡️ Newly renovated with style, comfort & convenience in mind. Guests love the thoughtful touches, cozy ambiance and immaculate cleanliness. Whether you're visiting IU, here for business, or a relaxing getaway, you’ll find everything you need. ✨Early/late check-in/check-out — $25 (2-3 hrs) ❤︎ Add to your wishlist by clicking the ❤︎ in the top-right corner!

Top Guest favourite
A cozy living area is furnished with a dark sofa and a wooden coffee table adorned with a green runner. A bookshelf filled with books and decorative items is placed against the wall, along with a coat rack. Soft lighting accents the space, creating a welcoming ambiance.
Home in Bloomington
4.93 out of 5 average rating, 147 reviews

Private entrance, cozy lower level pad

Private entrance to a lower level living area, queen size bed and bathroom. Living Area includes a breakfast table, refrigerator, microwave, Keurig coffee maker, coffee, electric tea kettle, tea, sweetener and creamer. Bedroom includes a closet and chest of drawers. Enjoy free wi-fi and a space completely to yourself. Come and go as you please! We are 2 miles from IU campus, downtown, shopping, and entertainment. We welcome everyone!

Guest favourite
A spacious bedroom features a king-size bed with light blue striped bedding and two bedside lamps. A wooden dresser and a small desk are visible. A light rug covers the hardwood floor, and artwork adorns the walls, enhancing the cozy ambiance.
Home in Bloomington
4.88 out of 5 average rating, 162 reviews

Great offer! Private entrance, Spacious, King-IU

Seasoned and experienced superhosts host this charming private suite with a private entrance. It has one bedroom with a king size bed. The house is on a very quiet street. You may not even know you're in the middle of town. You may see deer and other animals roaming around the neighborhood. The space includes private bathroom, kitchenette, and a sitting area with a loveseat and a small dining area.

Top Guest favourite
An open concept area is displayed, featuring a small wooden bar with three stools. Exposed brick walls add texture, while the modern kitchen is visible in the background. Light streams through a window, illuminating the cozy seating area to the right.
Bungalow in Bloomington
4.97 out of 5 average rating, 289 reviews

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.

Popular amenities for Bloomington holiday rentals

Quick stats about holiday rentals in Bloomington

  • Total rentals

    750 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    36K reviews

  • Family-friendly rentals

    470 properties are a good fit for families

  • Pet-friendly rentals

    250 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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