Vacation rentals in Monroe County

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Top-rated vacation rentals in Monroe County

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Top guest favorite

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.

Guesthouse in Bloomington

4.95 out of 5 average rating, 337 reviews

5 Mins IU • Priv Parking • Fast WiFi • Cozy

🏡 Private Guesthouse (2 Miles: IU/Stadiums, DT, Parks, 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 — $25 ❤︎ Add to your wishlist by clicking the ❤︎ in the top-right corner! ❤︎ Message me with any questions! ❤︎

Guest favorite

A white storage bin labeled 'BATH' rests on a bathroom counter. Nearby, a small glass vase holds fresh greenery and yellow flowers, adding a touch of nature to the space. A bright yellow liquid soap dispenser is positioned behind the bin.

Bungalow in Bloomington

4.94 out of 5 average rating, 328 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 favorite

Home in Bloomington

4.97 out of 5 average rating, 138 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.

Guest favorite

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.

Top guest favorite

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, 248 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 favorite

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

4.98 out of 5 average rating, 117 reviews

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 favorite

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.

Guest suite in Bloomington

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.

Top guest favorite

Cabin in Unionville

4.99 out of 5 average rating, 172 reviews

Summer Forest Sanctuary: Adventure & Relaxation

Escape to "Cabin Porch Paradise," nestled on 40 acres of lush forest near Lake Lemon and just a short drive from charming Nashville, IN. This summer, ignite your romance or gather your closest friends for an unforgettable getaway filled with adventure, relaxation, and starlit nights. Romantic King Bedroom Cozy Queen Bedroom Unique Sleeping Porch Area Two Spacious Porches BBQ Shack Fire Pit Hot Tub Coffee Bar Board Games Washer & Dryer Boat Rental at Lake Lemon-10% discount

Top guest favorite

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.

Guest suite in Bloomington

4.95 out of 5 average rating, 1,281 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 favorite

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

4.93 out of 5 average rating, 138 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 favorite

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

4.98 out of 5 average rating, 127 reviews

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.

Top guest favorite

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.

Apartment in Bloomington

4.99 out of 5 average rating, 226 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.