Holiday rentals in Bloomington

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Top-rated holiday rentals in Bloomington

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 274 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

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, 137 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.

Top 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, 364 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, 166 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, 205 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.
Flat 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
A bright bedroom features a spacious bed adorned with a colorful quilt and decorative pillows. A bedside lamp illuminates a wooden nightstand and a dresser, while a large window allows natural light. A decorative ottoman and a small accent rug add warmth to the wooden floor.
Guest suite in Bloomington
4.97 out of 5 average rating, 107 reviews

Lovely suite- 1 bedroom/1 bath with free parking

Cozy, picturesque and comfortable space for visitors to Bloomington and surrounding areas. Entire guest suite in lower level of residential home. Ideal for 1-2 guests, but can accommodate up to 4. You can relax with the large screen Roku TV, curl up with a good read while sipping tea or coffee, enjoy a variety of games, or get some work done using our high speed internet. We also have a large picture window that is surprisingly good for wildlife viewing!

Top guest favourite
A bright sleeping area is featured with a spacious bed adorned with a textured blanket and a decorative pillow. Two bedside tables hold lamps and small plants. A circular mirror is mounted on the wall above the bed, while the slanted ceiling adds character to the room.
Guest house in Bloomington
4.96 out of 5 average rating, 383 reviews

5 Min IU, Pvt Parking, Full Kitchen, Fast WiFi

🏡 Private Guesthouse ⚡️2 Miles: IU, Stadiums, DT, Golf, Lake & More⚡️ Welcome to your cozy and thoughtfully appointed retreat! This 400 sq ft studio has a slanted ceiling; ideal for solo travelers, couples, & IU visitors. Guests love the calm vibe, spotless space & all the little extras that make it feel like home. Special Offer: Early/late check-in/check-out — $20 — Max 2-3 hours. ❤︎ Add to your wishlist by clicking the ❤︎ in the top-right corner!

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, 1,327 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
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, 148 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!

Top guest favourite
The exterior of the modern home is shown, featuring a blue-gray facade with a sloped metal roof. A spacious wrap-around porch contains orange seating and large windows, surrounded by lush green grass and trees, providing a serene wooded setting.
Home in Bloomington
4.98 out of 5 average rating, 416 reviews

Bloomington Lake-View home on 40 secluded acres

New Lake home that sits on 40 acres of woods with gorgeous views. Large wrap around porch with outdoor seating and chill space. Fall, winter and spring provide amazing views of Lake Monroe. While summer allows for easy access to Lake Monroe. Plenty of room to park a boat or have multiple cars. The home has modern decor with wood stove, new appliances, surround sound and all of the amenities you need for your stay. Just 20 minutes from IU.

Guest favourite
The cottage features a cozy living area with a comfortable sofa and coffee table. The exterior showcases a charming porch with white railings. A tranquil bedroom is adorned with soft bed linens, and a rustic kitchen highlights vintage appliances and ample counter space.
Cottage in Bloomington
4.96 out of 5 average rating, 183 reviews

Cottage on Kirkwood Walkable *Close to it all!

Charming cottage built on iconic Kirkwood Ave just blocks to the Square and the best of everything Bloomington has to offer. IU, restaurants, bars, shops, breweries, and the B-Line are mere minutes away. The home has a town-and-country vibe with ample natural light and farmhouse style, large backyard, patio and grill, off-street parking in driveway for 2 cars, and bus stop next door. Well-behaved dogs considered. Ask host for details.

Popular amenities for Bloomington holiday rentals

When is the best time to visit Bloomington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹11,800₹12,332₹11,977₹13,131₹19,430₹12,687₹12,155₹13,397₹15,792₹15,615₹15,526₹12,510
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Quick stats about holiday rentals in Bloomington

  • Total holiday rentals

    Explore 750 holiday rentals in Bloomington

  • Nightly prices starting at

    Bloomington holiday rentals start at ₹887 per night before taxes and fees

  • Verified guest reviews

    Over 35,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    470 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    410 properties have a dedicated workspace

  • Wifi availability

    750 of Bloomington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Bloomington rentals

  • 4.9 Average rating

    Bloomington stays are highly rated by guests – averaging 4.9 out of 5!

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