Holiday rentals in Bloomington

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.

4.96 out of 5 average rating, 486 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

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.

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.

4.94 out of 5 average rating, 361 reviews

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

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.

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.

4.98 out of 5 average rating, 164 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.

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.

4.96 out of 5 average rating, 202 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.

A bright guest room features large windows allowing natural light to illuminate the space. A spacious bed sits next to a woven storage trunk, while a cozy armchair is positioned nearby. Area rugs add texture to the hardwood floor, creating a comfortable atmosphere.

4.94 out of 5 average rating, 104 reviews

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.

4.97 out of 5 average rating, 123 reviews

Bright & Open Home in Historic Prospect Hill

Welcome to the Howse! A charming, open, airy house located in downtown Bloomington's historic Prospect Hill neighborhood. With original hardwood floors, mint colored walls and lots of light, you can't help but feel happy and cozy here. Centrally located, you're within walking distance to the B-Line (.25), downtown (.5), and IU (1.0). Stroll through the farmers market, cheer at an IU game, or eat at a downtown restaurant with family and friends. Relax, you're home.

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.

4.96 out of 5 average rating, 381 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!

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.

4.95 out of 5 average rating, 1,325 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.

The studio apartment is viewed from the entryway, showcasing a spacious layout. A queen-sized bed with a vibrant blue and white bedding set is visible alongside a futon and a patterned area rug. A kitchen area is located in the background, with various appliances accessible.

4.9 out of 5 average rating, 172 reviews

Studio by Kirkwood Ave close to I.U. and Downtown

Nice studio apartment in a quiet neighborhood right off Kirkwood Ave. Kirkwood Avenue is the heartbeat of the city of Bloomington and Indiana University. There is private entry with access to a lockbox for self check in. One queen size mattress and a futon is available. Full kitchen with refrigerator, microwave, oven and dishwasher. Television with a Roku which can mirror your phone. Please allow me to host your next stay in Southern Indiana.

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.

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!

Popular amenities for Bloomington holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Bloomington

4.91 out of 5 average rating, 45 reviews

A rustic log cabin is displayed among tall trees, showcasing its two-story structure with a welcoming porch. The exterior features natural wooden beams and a stone chimney, set against a backdrop of gently sloping terrain covered in fallen leaves.

Cabin in Bloomington

Cheerful & Cozy Lower Cabin in Cohousing Community

A modern kitchen is featured with dark cabinetry and open shelving displaying dishes. A patterned backsplash adds visual interest, while stainless steel appliances, including a refrigerator, microwave, and dishwasher, provide functional amenities. A vase of flowers brings a touch of color to the countertop.

4.99 out of 5 average rating, 136 reviews

Campus-Side Retreat in the Woods

A cozy bedroom features a queen bed with a textured gray coverlet and matching pillows. A simple nightstand is positioned beside the bed. Natural light enters through a nearby hopper window, illuminating the wood floor and softening the neutral wall tones.

4.95 out of 5 average rating, 97 reviews

Cozy Little Suite

A fenced area is visible, featuring a gravel pathway leading to a welcoming entrance with a red door. Lush greenery surrounds the home, with several trees providing shade and creating a serene outdoor setting.

4.89 out of 5 average rating, 28 reviews

Bloomington Bliss: Private, Bright, Studio Walkout

A serene outdoor seating area is framed by lush greenery and blooming flowers. Comfortable chairs with soft cushions surround a small table, inviting moments of relaxation. A wooden deck with railing is visible in the background, along with a tranquil pond, enhancing the peaceful atmosphere.

4.97 out of 5 average rating, 342 reviews

Garden Studio Guesthouse

5 out of 5 average rating, 87 reviews

A charming blue cottage is surrounded by greenery, featuring a welcoming front entrance with a vibrant turquoise door. Large windows allow ample light, while small plants are placed on either side of the entrance. A well-maintained yard enhances the inviting atmosphere.

Cottage in Bloomington

Cozy Cottage : easy + peaceful w/ private backyard

4.96 out of 5 average rating, 270 reviews

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

“Lemon Blossom”Lakehouse by Brownsmith Studios

A bright dining area is visible, featuring a wooden table surrounded by chairs in various shades. A bookshelf filled with books stands against the wall, while artwork adorns the space. A cozy living area with a blue couch and decorative pieces is partially seen in the background.