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
Cabin in Unionville
4.99 out of 5 average rating, 183 reviews

Serene Escape: Hiking Trails & A-List Amenities

Trade the city for the forest! Our upscale forest cabin offers discerning guests the perfect winter retreat. Cozy up in pure comfort with a roaring wood fireplace (firewood provided), a wood stove, and a private hot tub for stargazing in the crisp air. Enjoy a gourmet coffee & tea bar, plus games and movies (Netflix/Prime) inside. Explore on-site hiking trails by day and listen for owls at night. Perfect for couples, friends, or small families (sleeps 4). Book your modern forest sanctuary now!

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, 143 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 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
4.97 out of 5 average rating, 172 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.

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, 100 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
An exterior view of a modern studio is presented, showcasing a dark exterior surrounded by lush greenery. Two bright red chairs are positioned at the entrance beside twin planters, and a statue is seen on the ground. Trash bins are discreetly placed to the side.
Cottage in Bloomington
4.97 out of 5 average rating, 267 reviews

Relaxing Retreat in the Woods

Relaxing retreat on 16 acres of woods , minutes from shopping, restaurants, Lake Monroe and the I.U. stadium--a 13 minute drive for basketball and football fans. Fire pit, grill, hammock, board games, kitchenette, CD, record player. No cable /television. Cell phone service and internet available if sometimes a bit spotty. The studio is in the woods so you may see or encounter wildlife including deer, opossums, raccoons, snakes, bobcats, coyotes and birds. Owner lives on property.

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, 389 reviews

5 Min IU, Pvt Parking & Entry, 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!

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, 1,336 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, 150 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, 420 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
A spacious living area features exposed wooden beams and a stone accent wall. Comfortable seating arrangements are placed around a central coffee table, with a television mounted above a console. Soft lighting enhances the warm wood tones throughout the cabin.
Cabin in Bloomington
4.93 out of 5 average rating, 143 reviews

Campus Castle Guest Villa

ROMANTIC COZY CABIN 2 blocks from the IU Football stadium for one couple only. Fun lodging alternative. YoutubeTV, Slots, Pacman, Rod Hockey,pinball,etc. 30 years old min age to book. Perfect for IU parents visiting their IU kid . If you message us before booking we can provide an additional twin bed in the loft area. There is an additional $75/night fee for any additional guests or visitors if not discussed before booking.

Top guest favourite
The mid-century modern house is surrounded by lush greenery, featuring large windows that invite natural light. A spacious back deck with bright orange chairs is visible, providing a cozy spot to enjoy the outdoors.
Home in Nashville
4.97 out of 5 average rating, 224 reviews

Nashville Treasure

This mid-century modern one bedroom house is located just 15 minutes from historic Nashville. Beautifully decorated and adjacent to Yellowwood State Forest. This house has an open floor plan. The large kitchen is open to a large family room. You can lounge in comfort or sit on the back deck and watch the wildlife. Newly remodeled in 2019 it is a sight to see. You will be making plans for your next visit.

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
4.87 out of 5 average rating, 171 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.

Popular amenities for Bloomington holiday rentals

When is the best time to visit Bloomington?

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Avg. price$172 SGD$180 SGD$174 SGD$191 SGD$283 SGD$185 SGD$182 SGD$213 SGD$269 SGD$226 SGD$226 SGD$182 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 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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