Vacation rentals in Monroe County

Guest suite in Bloomington

4.97 out of 5 average rating, 174 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.

4.97 out of 5 average rating, 250 reviews

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

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.

Guesthouse in Bloomington

A modern entertainment setup is displayed on a wooden surface. A television stands next to a small green plant and a collection of remote controls. A Bluetooth speaker and a charging dock add convenience, while a glass container holds miscellaneous items.

4.95 out of 5 average rating, 340 reviews

5 Mins IU • Priv Parking • Fast WiFi • Cozy

🏡 Private Guesthouse ⚡️2 Miles: IU, Stadiums, DT, Golf, Lake & More⚡️ Welcome to your cozy, peaceful & thoughtfully appointed retreat! This 400 sq ft studio has a slanted ceiling; ideal for solo travelers, couples, remote workers & 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/out — $20 ❤︎ Add to your wishlist by clicking the ❤︎ in the top-right corner! ❤︎ Message me with any questions! ❤︎

4.98 out of 5 average rating, 118 reviews

A covered outdoor patio features a wooden deck with steps leading up to it. A dining table is set with chairs arranged around it, providing a space for outdoor gatherings. Nearby, planters and flowers add a touch of greenery to the setting.

Home in Gosport

Maria’s Haven

Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Guest suite in Bloomington

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, 129 reviews

Campus-Side Retreat in the Woods

Across the street and literally walking distance from IU's sports facilities but surrounded by trees, this wooded retreat is a short drive or bike to downtown Bloomington's vibrant nightlife and community activities. This brand new, chique, and modern studio apartment boasts a skylit bathroom, a full kitchen with custom-made cabinets, washer/dryer on site, and professional decorating. In addition, we're a short drive, or slightly longer hike to Griffy Lake and only minutes from I69.

A serene waterfall cascades over a rocky ledge into a small pool below, surrounded by lush green foliage. Sunlight filters through the trees, reflecting off the water's surface, creating a tranquil natural setting.

4.84 out of 5 average rating, 601 reviews

Lower Level Suite/Apartment, GREAT LOCATION!

LONG TERM STAYS WELCOMED DISCOUNTED! 1 bedroom, 1 bath studio with 2 BEDS and kitchenette (no oven). Wifi, refrigerator, coffee, space completely to yourself. Easy access to IU campus, downtown, shopping, golf, bus, and entertainment within 1 mile. Pets welcome, no cats! We do have 2 well behaved pups upstairs. They are in a separate unit completely. You won’t see them unless we are outside at same time Add my listings to your wishlist by clicking the ❤️ in upper right corner

Guest suite in Bloomington

The exterior of a 1920s bungalow is shown, featuring dark siding and a welcoming purple front door. Surrounding greenery includes climbing vines and dried foliage, creating a natural feel. A stone pathway leads to the entrance, enhancing the sense of approachability.

4.95 out of 5 average rating, 1,285 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.

4.93 out of 5 average rating, 139 reviews

A bathroom is shown, featuring a sink with a white countertop and a mirror above. Two gray towels are hung on a rack. A shower curtain with a floral pattern is partially visible, and a blue bath mat lies on the floor near the shower.

Home in Bloomington

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!

A spacious lower apartment is situated on a hillside, surrounded by lush greenery and trees. A paved driveway leads to the entrance, with a clear blue sky above and soft clouds adding to the serene atmosphere.

4.95 out of 5 average rating, 196 reviews

Spacious Country Apartment

Beautiful 2,000 sq ft apartment large enough to spread out and enjoy yourselves! Only 6 minutes from Sam's Club/Walmart/Starbucks. Perfect home base for IU or Lake Monroe. Abt 15 mins to IU Memorial Stadium/Assembly Hall & 20 mins to Fairfax boat ramp. Spacious parking. Country setting on lower level with private door/walkway. Beautiful yard and gardens. Fiber optic Eero mesh WiFi. Washer/dryer in unit. Free Tesla Charger. Comfy!

4.98 out of 5 average rating, 128 reviews

A charming front porch is visible, featuring two bright blue chairs positioned around a small table. An inviting orange front door stands at the center, illuminated softly by overhead lighting. The home is framed by subtle landscaping and a pathway leads to the entrance.

Home in Bloomington

Iris House

Centrally located 2 bedroom home located in McDoel Gardens neighborhood, 1 mile walk on B-Line trail to court house square. Less than .5 miles to switchyard park, approximately 2 blocks from Cardinal Spirits and Hopscotch Coffee. Newly renovated home with a lovely traditional Bloomington front porch and large deck for relaxing in the evening. Coffee, tea, and snacks available for your enjoyment.

4.97 out of 5 average rating, 262 reviews

A top-of-the-line infrared sauna is featured, showcasing sleek wooden benches and ambient lighting. Acoustic panels and embedded speakers are visible, providing a relaxing environment. The walls are lined with warm-toned wood paneling, enhancing the serene atmosphere within.

Bungalow in Bloomington

Cheerful Bungalow w/ Sauna - Close to IU

Come rejuvenate your spirit at our beautifully remodeled mid-century modern Bungalow featuring original art and cozy furnishings as well as a newly added top-of-the-line Clearlight infrared sauna. It's a short walk to the b-line trail, amazing coffee, craft distillery, and the incredible new Switchyard Park. 5 minute drive to IU campus or downtown square.

A welcoming entrance features a light-colored door with a decorative wreath. A patterned mat is positioned at the base of the door, while a metal trellis is visible to the side, complemented by neutral-colored siding.

4.99 out of 5 average rating, 228 reviews

Private Eastside In-law Apartment

Beautifully built, fully outfitted, accessible, and private in-law apartment in a premier east side neighborhood. The space boasts a large and bright living room/dining room with sofa bed, a full kitchen with range, dishwasher, microwave and butcher block counters, and a large bedroom with a queen bed and en suite full bath with zero entry shower.

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Kick off your hiking boots at these rustic lodgings

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Convenient locations with everyday essentials

Popular amenities for Monroe County vacation rentals

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Wifi

Pool

Free parking on premises

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Other great vacation rentals in Monroe County

4.9 out of 5 average rating, 40 reviews

The entrance of the cabin features a sturdy wooden door framed by two windows. Red adirondack chairs are positioned on either side of the entrance, welcoming guests to the peaceful outdoor setting surrounded by trees and natural foliage.

Cabin in Bloomington

Cheerful & Cozy Lower Cabin in Cohousing Community

AmberRating, 5 stars4 days ago

I received clear instructions that were helpful in finding the cabin and getting inside. We needed nothing after that, as the little cabin is well set up. It’s an adorable space, and even though it is nestled in between the YMCA and housing, it feels very private. It was warm and muggy during our stay, so we very much appreciated the dehumidifiers! Overall it was a very pleasant stay at the cabin while we visited family in Bloomington. Next time we’re in town, we want to rent the upstairs space just for a change of scenery!

The updated kitchen displays sleek granite countertops and modern cabinetry. A small table with a decorative plant is positioned beside the counter. Ambient lighting is provided by a hanging lamp, enhancing the space's simplicity and functionality.

4.97 out of 5 average rating, 29 reviews

Crimson Maple; King bed; Near IU Stadiums

ElizabethRating, 5 stars1 week ago

This was a great stay in Bloomington—would stay again!

5 out of 5 average rating, 32 reviews

A rustic log cabin exterior displays a covered porch with wooden seating and a stone chimney. Surrounding greenery frames the cabin, while a clear blue sky adds brightness to the setting. The pathway is paved, leading up to the entrance.

Cabin in Bloomington

The Town Cabin, built in 1840

NancyRating, 5 stars4 weeks ago

Richard and Janet are lovely hosts! Their cabin is quaint, comfortable, and in a beautiful part of Bloomington. The best part is the walkability to the IU campus and the Kirkwood area of Bloomington. It helped make celebrating my daughter's graduation spectacular. Highly recommend.

Superhost

A secluded cabin is nestled among vibrant autumn trees, featuring a sloped roof and a front porch. Rich red and orange leaves blanket the ground, complementing the natural surroundings. Several outdoor chairs are arranged nearby, inviting guests to enjoy the serene landscape.

Vacation home in Bloomington

4.88 out of 5 average rating, 51 reviews

Modern A-Frame

NicholsonRating, 5 stars3 months ago

Has a private valentines getaway and it was perfect! The house is very cute and looks even better than the photos! It snowed while we were there and it looked amazing. Restaurants are about 10-20 minutes away so plan accordingly. We went to Kimu and it was delicious. The home is very cozy and perfect for 2-4 people.

Guesthouse in Bloomington

A spacious guest house is nestled among vibrant autumn trees, featuring a stone and wood exterior. A large fenced yard is visible, surrounded by colorful foliage. The structure has several windows, allowing ample natural light to enhance the inviting outdoor space.

5 out of 5 average rating, 70 reviews

Hidden Retreat on 30 Wooded Acres 5 Miles to Town

LakeeshaRating, 5 stars1 day ago

LOVE this rental! It is great for couples trip since it has 2 master suites. Location is very quiet and private. We even had a deer right outside of our window! Rachel and Ryan were very helpful (especially since we got lost due to my lack of directional skills). I was able to message them and they called me right away and talked us through! Thanks so much for sharing your space!

4.96 out of 5 average rating, 81 reviews

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

There's No Place Like Dome!

MikaylaRating, 5 stars3 weeks ago

The Dome is a unique, beautiful place that is in a private, wooded setting, but it is also a quick 15 minute drive away from downtown Bloomington. Staying in the Dome was so fun!

4.96 out of 5 average rating, 248 reviews

An outdoor seating area is featured, showcasing a comfortable sectional sofa adorned with plush cushions. A wooden table complements the seating arrangement, while the structure’s wooden beams highlight the spacious overhead design, allowing natural light to filter in through the open spaces.

Cabin in Unionville

“Lemon Blossom”Lakehouse by Brownsmith Studios

JanDawnRating, 5 stars1 month ago

Jonah and Lemon Blossom have quickly stolen our hearts! Lemon Blossom cabin was perfectly peaceful and beautiful, just like the surroundings! Jonah was beyond generous when I was worried that there would only be on kayak to us and he bought another one! We will be regulars for sure! Thank you for hosting us Jonah!