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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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Top guest favourite
A single-family home is featured, showcasing a light exterior with dark shutters. The front yard is well-maintained, and a paved driveway leads to the attached garage. Surrounding trees and landscaped greenery enhance the neighborhood's peaceful atmosphere.
Home in Bloomington
4.99 out of 5 average rating, 105 reviews

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.

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
4.93 out of 5 average rating, 388 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
Home in Bloomington
4.99 out of 5 average rating, 187 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 113 reviews

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!

Guest favourite
A modern kitchen and dining area display sleek white cabinetry and premium stainless steel appliances. A light wood table is accompanied by four chairs, while a cozy seating area features a gray sofa. Light hardwood floors extend throughout the open space, enhanced by warm overhead lighting.
Flat in Bloomington
4.91 out of 5 average rating, 674 reviews

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.

Top guest favourite
A panoramic view of the dome's interior highlights the unique wooden ceiling design, featuring triangular shapes. A dining table with blue placemats accommodates six, surrounded by large windows and stained glass accents, allowing natural light to fill the space.
Home in Bloomington
4.96 out of 5 average rating, 102 reviews

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

Top 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, 508 reviews

Historic Hideaway with Sauna Near the Lake

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. Relax in the infrared sauna or explore Lake Monroe’s fantastic boating/fishing/swimming. Downtown Bloomington and Indiana University are only 11 miles away with fabulous local eateries and unique shops to explore.

Top guest favourite
A light-filled living area features a comfortable sofa adorned with red and white stripes. Two patterned armchairs are positioned beside large windows, allowing natural light to enhance the space. A coffee table and television are present, creating an inviting atmosphere for relaxation.
Apartment in Bloomington
4.97 out of 5 average rating, 108 reviews

Nice Downtown Condo

Nice downtown condo. It is right on the B-Line trail and is walking distance to downtown and campus. The unit is an upstairs corner condo. For longer stays, there is an occupancy limit of only two unrelated adults allowed by our HOA. NO PARTIES OR PETS. Netflix, Prime Video, Disney Plus, and Vizio free channels, you can access them from the Home Screen. There is street parking between 2nd and 3rd street, in addition to the dedicated space and marked guest parking on Madison street.

Top guest favourite
Cabin in Unionville
5 out of 5 average rating, 200 reviews

Memorial Day Retreat: 40-Acre Forest Spa & Trails

Experience a 40-acre forest reset this Memorial Day. Rejuvenate in the indoor jetted tub with treetop views or unwind at the fire pit under the stars. Enjoy the best of both worlds: total seclusion with on-site hiking trails, yet just 15 minutes from Nashville’s artisan charm and Brown County State Park (pass included). Explore the local galleries, then retreat to the silence of the ridge. Note: As an active ridge top, occasional host sightings or nearby construction may occur.

Top guest favourite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
5 out of 5 average rating, 513 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus - a modern home nestled in the woods of Brown County. Plāhaus is a space of solitude and relaxation for anyone wanting to enjoy the beauty of Brown County, without the typical log cabin decor. Enjoy the gorgeous view from the balcony, spend some time around the firepit, and venture into Nashville to check out the unique shops and restaurants. Come for a family getaway, a romantic retreat or simply to clear your mind from the everyday stresses.

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
4.94 out of 5 average rating, 1,372 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 kitchen features light blue cabinetry and a spacious countertop. Open shelves display various jars and cooking essentials. A gas stove and refrigerator are clearly visible, with natural light illuminating the wood flooring. The room connects to other living areas through a doorway.
Bungalow in Bloomington
4.99 out of 5 average rating, 293 reviews

Bungalow on Washington

This 3 BR 1.5 BA is a clean, green, efficient bungalow located within walking distance to downtown, Bryan Park, Switchyard Park, and the B-Line trail. You can skip, hop, jump or even ride a bike to Bryan Park, B-line trail, Hopscotch Coffee, or Indiana University (1 mile away). The house is welcoming to adults and children alike, with warming characteristics for zen and play. This home is warming location for friends and family traveling together.

Popular amenities for Bloomington holiday rentals

When is the best time to visit Bloomington?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$170 SGD$177 SGD$172 SGD$189 SGD$280 SGD$183 SGD$180 SGD$211 SGD$265 SGD$264 SGD$236 SGD$191 SGD
Avg. temp-1°C1°C7°C13°C18°C22°C24°C23°C20°C13°C7°C2°C

Frequently Asked Questions

  • What are the best places to stay in Bloomington?

    Visitors often enjoy neighborhoods near Indiana University for access to cafes, music venues, and galleries. The downtown district has walkable shops and cultural sites, while stays around Griffy Lake offer a nature-focused experience.

  • What are the best things to do in Bloomington with kids?

    Families can explore WonderLab Science Museum, enjoy nature walks at Griffy Lake, and see interactive exhibits at Monroe County History Center. Parks throughout the city often host outdoor play areas and seasonal activities.

  • What are some of the best things to do in Bloomington?

    Explore the art galleries and limestone architecture on Indiana University's campus, stroll through McCormick's Creek State Park, and discover local shops downtown. Catch live music or sample local dishes at the city’s popular eateries.

  • How is the weather in Bloomington?

    Bloomington experiences cold winters, averaging 23–39°F (−5–4°C) in January, and warm summers around 66–84°F (19–29°C) in July and August. Rain is most common in spring, so packing layers and a light rain jacket is often suggested.

  • When is the best time to visit Bloomington?

    Late spring and early fall are frequently suggested, with comfortable temperatures and less rainfall. Summer welcomes energetic events and outdoor activities, while autumn showcases changing foliage around the city.

  • What are the best places to visit in Bloomington?

    Indiana University’s campus draws visitors with its gardens and museums, like the Eskenazi Museum of Art. McCormick's Creek State Park and the Tibetan Mongolian Buddhist Cultural Center are also often recommended for their distinct experiences.

  • What are some hiking trails in Bloomington?

    Bloomington has gentle nature paths at Griffy Lake and steeper routes in McCormick’s Creek State Park, both known for forested scenery. The Clear Creek Trail around town provides an easy stroll for walkers and cyclists.

  • What are some family activities we can do in Bloomington?

    Families often visit WonderLab Science Museum for hands-on exhibits, picnic at local parks, and attend kid-friendly workshops at Monroe County Public Library. Exploring museums and nature trails also appeals across generations.

  • What are some of the best day trip ideas from Bloomington?

    Visit Brown County State Park for scenic overlooks, tour nearby artisan villages with galleries, or explore caves at Bluespring Caverns. Lake Monroe is frequently suggested for water activities and bird watching just outside the city.

  • Are there any pet friendly accommodations available in Bloomington?

    Many Bloomington hosts welcome pets, particularly in neighborhoods close to parks and nature areas. Griffy Lake and Clear Creek Trail are frequented by visitors with dogs, so pet-friendly stays can be readily found nearby.

  • What are some local tips for visiting Bloomington?

    Explore locally owned restaurants for Midwestern and international cuisine, and walk the arts district for rotating exhibits. Bike paths and public buses provide convenient ways to move around, while city festivals are a lively way to meet residents.

  • What is Bloomington known for?

    Bloomington has a vibrant arts scene, limestone heritage, and a dynamic college atmosphere rooted in Indiana University. The city blends locally owned dining, active music venues, and a tradition of progressive community events.

  • What are the best hidden gems to explore in Bloomington?

    Bloomington has unique cultural spaces like the Buskirk-Chumley Theater, where you can explore performances in a historic venue. Around the downtown area, independent galleries and locally owned coffee shops invite discovery and offer a welcoming place to connect with creative energy.

  • What are the best foods to try in Bloomington?

    Bloomington’s food scene highlights classic Midwestern breakfasts, locally made ice cream, and international cuisine reflecting the city’s diverse population. Falafel, Tibetan momo, and Indiana tenderloin sandwiches are frequently suggested local dishes.

  • What should I bring for a trip to Bloomington?

    Pack versatile layers, comfortable walking shoes, and a waterproof jacket, especially in spring. If you plan outdoor activities, sun protection and a reusable water bottle are practical items.

  • What is the nightlife in Bloomington like?

    Bloomington’s nightlife includes music bars, breweries, and performance spaces centered around downtown and the university. Neighborhood venues sell local beer, host live bands, and invite visitors for open mic nights and dance events.

  • What are the most popular events or festivals in Bloomington?

    The city has a vibrant calendar, highlighted by the Lotus World Music & Arts Festival in early fall and Indiana University's events throughout the year. Local food, art, and cultural festivals often take place in public squares and parks.

  • Are there family friendly vacation rentals in Bloomington?

    Vacation rentals in neighborhoods near parks, campus, and residential areas are frequently suggested for families. Many hosts provide amenities to welcome guests of all ages, with options for larger groups or accessible stays.

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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 37,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    500 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wifi availability

    740 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!

Destinations to explore

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  2. United States
  3. Indiana
  4. Monroe County
  5. Bloomington