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Vacation rentals in Monroe County

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Top-rated vacation rentals in Monroe County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Bloomington

4.86 out of 5 average rating, 165 reviews

Cozy earthy home 12min to IU, downtown

*Now available for long-term rental November-January for 1-2 people. Sleep on a comfy King-Sized Bed* This is a unique 2-story 950sf spacious guest house all to yourself. Full sized kitchen and bathroom. If you are visiting Bloomington and want a place to retreat to that is away from the college party scene then this is it. It’s great for 1-2 people and can sleep up to 3. The entire upstairs is one room with 3 beds. Earthen plaster walls, wood floors and trim all create a calm and natural feel.

May 16 – 23

G$20,248 GYD per night

Bungalow in Bloomington

4.94 out of 5 average rating, 242 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.

Nov 18 – 25

G$22,986 GYD per night

Cottage in Bloomington

4.97 out of 5 average rating, 219 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.

Nov 30 – Dec 7

G$26,234 GYD per night

Guest suite in Bloomington

4.98 out of 5 average rating, 120 reviews

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private 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.

Dec 2 – 9

G$15,586 GYD per night

Guest suite in Bloomington

4.99 out of 5 average rating, 106 reviews

Last Min. Cancl! 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.

Aug 17 – 24

G$26,481 GYD per night

Guesthouse in Bloomington

4.94 out of 5 average rating, 202 reviews

Cozy Lil' Gem | Near IU/Stadiums | Parking | Clean

Experience the ambiance of my guesthouse above the detached garage. Abundance of natural light, modern décor and calming energy. With a slanted ceiling, queen bed, sofa bed, and full kitchen, cozy comfort awaits. Enjoy the spacious shower, large closet and private parking, entrance and deck. Plus speedyWi-Fi. Just two miles from Downtown, IU, Parks, Golf and more! Early/late check-in/out for $20 with notice. Ask about long-stay discount. Don't miss out—book today!

Sep 6 – 13

G$22,004 GYD per night

Home in Bloomington

4.92 out of 5 average rating, 106 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!

Jul 31 – Aug 7

G$14,614 GYD per night

Apartment in Bloomington

4.99 out of 5 average rating, 188 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.

Jul 15 – 22

G$21,726 GYD per night

Guest suite in Bloomington

4.94 out of 5 average rating, 1192 reviews

Strawbale Bungalow. Bloomington Indiana USA.

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 work table. NO KITCHEN.

Aug 7 – 14

G$18,140 GYD per night

Apartment in Bloomington

4.96 out of 5 average rating, 217 reviews

Airy apartment, beautiful view

Enjoy our bright, spacious, well-furnished 1-bedroom apartment for your visit to Bloomington. This very private space is in the beautiful countryside on the west side of Bloomington, conveniently just 15 minutes from campus and only 5 miles west of 37. The view from every window is beautiful, allowing for a very relaxing stay.

Jun 23 – 30

G$20,088 GYD per night

Guest suite in Bloomington

4.96 out of 5 average rating, 609 reviews

Vintage Bones, Modern Heart

Second floor studio apartment in two story home in the heart of Bloomington. Space is entirely self-sufficient with private entrance. Three blocks from Bryan Park, this peaceful neighborhood of Elm Heights is within short walking distance of downtown and campus. Pets are welcome, but there is a pet fee.

Jun 28 – Jul 5

G$16,218 GYD per night

Guest suite in Bloomington

4.98 out of 5 average rating, 565 reviews

One block from the Square, breakfast included!

This bedroom boasts a private entrance and is the former upstairs dining room of one of Bloomington's longest-standing restaurants. The room has since been converted into a spacious bedroom with private bath. A folding room-divider is available for a little more privacy.

Dec 9 – 16

G$20,695 GYD per night

Vacation rentals for every style

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Popular amenities for Monroe County vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Monroe County

Cabin in Bloomington

5.0 out of 5 average rating, 437 reviews

Simple Blessings Cabin

Jun 1 – 8

G$40,428 GYD per night

Guesthouse in Bloomington

4.96 out of 5 average rating, 187 reviews

Treehouse Retreat With a View of National Forest

Sep 13 – 20

G$24,435 GYD per night

Apartment in Bloomington

4.96 out of 5 average rating, 169 reviews

Spacious Country Apartment

May 16 – 23

G$19,076 GYD per night

Home in Bloomington

4.94 out of 5 average rating, 289 reviews

Campus Artist's Cottage - 1 Block to IU

Oct 5 – 12

G$33,957 GYD per night

Cabin in Bloomington

4.95 out of 5 average rating, 58 reviews

Cheerful & Cozy Upper Cabin in Cohousing Community

Jun 3 – 10

G$14,944 GYD per night

Home in Bloomington

5.0 out of 5 average rating, 51 reviews

4 bedroom home next to park and paved trails

Jan 31 – Feb 7

G$25,503 GYD per night

Home in Bloomington

5.0 out of 5 average rating, 60 reviews

Cedar Cottage w/ Private Patio

Sep 29 – Oct 6

G$29,280 GYD per night

Guest suite in Bloomington

4.92 out of 5 average rating, 39 reviews

Mid-Century Studio Suite

May 11 – 18

G$15,159 GYD per night

Destinations to explore