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, 104 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.

Top guest favourite
A serene cottage is surrounded by lush gardens, illuminated by soft golden light filtering through the trees as a sunset sky casts dramatic clouds overhead. A gravel pathway leads through the vibrant flowers, inviting exploration of this peaceful outdoor space.
Home in Bloomington
4.94 out of 5 average rating, 426 reviews

Oasis Garden Sanctuary - a unique artisan retreat

Welcome Home to the Oasis Sanctuary. This inspiring & unique space will make your visit enjoyable & memorable. Only moments from IU & Downtown. But, VERY private, quiet & secluded. Come unwind in this peaceful healing retreat centered in the heart of Bloomington. * 15 minute walk to downtown * 1 mile west of IU * 1 block to a walking & bike trail that leads downtown. Seclusion, Artistry, Nature, Location, Comfort. Come enjoy this cozy and clean cottage nestled within gardens of abundance.

Top guest favourite
Guest house in Bloomington
4.96 out of 5 average rating, 413 reviews

Private Studio • Kitchen • Parking • 5 Min IU

A calm, thoughtfully designed studio created for comfort and ease. At ~400 sq ft with a charming slanted ceiling, the space is ideal for solo travelers or couples looking for a cozy stay. Guests describe the studio as spotless, cozy, and well-equipped, with everything needed to settle in. Located just minutes from IU, downtown, dining, parks, and Kroger, you’re close to it all! Note: The studio is above a detached garage. The garage door is not used during guest stays, so it will not be heard.

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
4.93 out of 5 average rating, 380 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
The entrance to the cabin features a covered porch with rustic wooden supports and decorative string lights. A welcoming outdoor seating area is visible in the background, surrounded by lush greenery and shaded by nearby trees. The path is lined with stones and small plants.
Cabin in Unionville
5 out of 5 average rating, 486 reviews

Cozy Cabin Close to University 1

The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, satellite TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

Top guest favourite
A living area is displayed with a comfortable sofa and patterned armchairs, offering spaces for relaxation. Natural light enters through large windows, illuminating the wood-beamed ceiling and highlighting the rustic wooden accents. A small table and television are positioned for convenience.
Bungalow in Bloomington
4.98 out of 5 average rating, 118 reviews

Cheerful two bedroom Farmhouse with free parking

Your family will be located in a lovely Bloomington rural setting that is less than 10 miles from Indiana University and less than 5 miles from beautiful 10,750 acre Lake Monroe. You will be able to unwind on the front porch swing, relax on the spacious back deck or warm your hands and feet by the fire pit provided. If you are a foody you are within 10 to 15 minutes from the many Bloomington restaurants or if you prefer the cooking option there is a full kitchen for your culinary creativity.

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, 107 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!

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, 100 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.

Guest favourite
An open living area features warm, brown leather seating arranged around a dark coffee table. A large TV is mounted on the wall, while a dining table with black chairs sits in the background, under a modern light fixture. Light wood flooring completes the space.
Home in Bloomington
4.95 out of 5 average rating, 140 reviews

Kingsley House Near IU/Stadium

Have fun with the whole family at this stylish open concept place. 3 bedroom 1300sqft house with one KING BED, 1 queen, and 1 full. TVs in ALL bedrooms. Enjoy access to laundry, fast wifi, and fully fenced in back yard! Located in one of the best locations close to the stadium, golf courses, shopping, great trails/parks, and much more. Dog friendly (NO CATS) We do offer early/late check in/out for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

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, 107 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
4.99 out of 5 average rating, 193 reviews

Artisan Log Haven: 40-Acre Forest Sanctuary

As the forest awakens, Cabin Porch Paradise transforms into a lush, green-walled sanctuary. Exchange the city’s roar for the symphony of owls and the rustle of new leaves across our 40 private acres. Whether wandering on-site hiking trails, sipping espresso, or soaking in the treetop Jacuzzi, this space is curated for deep rest. Minutes from Nashville, but worlds away. While you may occasionally spot your host or hear nearby wood-crafting, your privacy remains priority.

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, 506 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.

Popular amenities for Bloomington holiday rentals

When is the best time to visit Bloomington?

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Avg. price$171 SGD$178 SGD$173 SGD$190 SGD$281 SGD$183 SGD$181 SGD$212 SGD$267 SGD$265 SGD$237 SGD$192 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 770 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 37,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    480 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 260 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wifi availability

    760 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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  3. Indiana
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  5. Bloomington