Vacation rentals in Monroe County

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Top-rated vacation rentals in Monroe County

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Guest favorite

A spacious log cabin is surrounded by greenery, featuring a well-maintained lawn. In the foreground, five stone benches are arranged around a circular fire pit, providing a cozy gathering area. The cabin's wrap-around porch can be seen, enhancing the inviting outdoor space.

Cabin in Bloomington

4.79 out of 5 average rating, 141 reviews

Acorn Resort, a Unique Retreat Cabin on 13 acres

I.U. 2025 GRADUATION STAY HERE! Holidays We will provide your holiday ham or turkey for your guests with a three night minimum stay on holiday weekend stay and extend checkout time to 5 pm EST on Sunday so you can enjoy your meal. Beginning April 11 for the remainder of the month you can enjoy booking your weekends at weekday price of $498.00 up to 8 guests. Additional guests @ $75.00/day/guest. For your enjoyment there is Pizza Oven, Foos Ball, Air Hockey, wifi, and hot tub acornresort com

Guest favorite

An outdoor gathering area is surrounded by a privacy fence, featuring four colorful chairs positioned around a fire pit on a gravel surface. Lush greenery and a path lead to a cozy red house in the background, creating a serene, inviting environment.

Home in Bloomington

4.97 out of 5 average rating, 137 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 favorite

Home in Bloomington

4.99 out of 5 average rating, 103 reviews

5 Min IU, Priv Parking, Fast WiFi, Spacious, Sunny

Newly renovated. 2 Miles — IU/Stadiums, DT, Parks, Golf, Lake & more! ❤ Add my listing to your wishlist by clicking the ❤ in the upper-right corner. ❤ Features: ☞ Free Private parking x2 ☞ Free street parking ☞ Fast WiFi, 489 Mbps ☞ Workspace x2 ☞ Smart TV x3 | 50"+ ☞ On demand h2o ☞ Photo Booth Area ☞ Ample seating for all guests ☞ Solarium ☞ Private Patio with Bistro Set and Wicker Set ☞ Single level ☞ Pack n' Play, Bassinet, Changing Table Special: ☞ Early/late check-in/out — $20

Guest favorite

A spacious living area is presented with a comfortable sectional sofa, two blue chairs, and a small accent table. Light-colored walls and wooden flooring create a bright atmosphere. A ceiling fan circulates air, while a staircase leads to the upper level, adding architectural interest.

Condo in Bloomington

4.96 out of 5 average rating, 131 reviews

Hoosier Haven-Walk to IU campus!

Hoosier Haven is a newly renovated condo within an easy walking distance to Assembly Hall and Memorial Stadium (1.2 miles) and a bus line is located near the entrance to the complex. The 3 br Hoosier Haven features new furniture, fresh linens, a full kitchen, and can sleep up to eight people. We enjoy hosting and want to make your stay as comfortable as possible, so please let us know how we can best accommodate you! If Hoosier Haven is booked, check out sister property Hoosier Corner!

Guest favorite

Home in Unionville

4.91 out of 5 average rating, 183 reviews

Cozy Lakeside Cabin at Lake Lemon

Wonderful cozy home nestled by Lake Lemon, near Bloomington Indiana. Walk right next door to the Porthole for delicious pizza, stuffed breadsticks and cold drinks after an action packed day on the lake. Gather around the firepit for s’mores! Our lake home is the perfect mid-way point between IU Bloomington and Nashville (Brown County) Indiana! Catch an IU game, stay by the lake while you’re in town to visit family, or make us your home base while you explore quaint Nashville!

Top guest favorite

Cabin in Unionville

4.99 out of 5 average rating, 171 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

Guest favorite

A rustic-style building features a metal roof and open patio area. Tables and chairs are arranged outside, offering space for guests to enjoy meals or drinks. Surrounding greenery provides a natural backdrop, and umbrellas are positioned to offer shade.

Apartment in Bloomington

4.94 out of 5 average rating, 16 reviews

Resort & Lake Living Close to IU

Indulge in a serene getaway at our stunning Lake-themed condo on Lake Monroe at Eagle Pointe Golf Resort. Enjoy the Resorts restaurant, poolside bar, Live music, 2 pools, Pickleball/Tennis/Basketball courts, weight room, sauna, driving range and golf course! Just around the corner is the beach and marina and only 20 minutes to IU stadiums! Unwind on the deck with a “Winter water view” of the lake. Our home features a full kitchen, washer/dryer, Free WiFi and more.

Guest favorite

An expansive outdoor pool is surrounded by a concrete deck, featuring numerous white lounge chairs positioned for relaxation. Lush greenery is visible in the background, enhancing the area’s tranquil atmosphere under a partly cloudy sky.

Condo in Bloomington

4.93 out of 5 average rating, 167 reviews

Cozy Condo and EaglePointe Golf Resort Lake Monroe.

Welcome to Cozy Condo! Coffee, a goodie basket, private deck and a porch swing awaits. Enjoy the deer, woods, and golf course views. There is a Pro-Golf Shop, enormous pool, pickleball, Eagle Pointe Restaurant, Cabana, enormous deck, and mostly summer weekend bands walking distance from the condo! Fairfax Beach and Lake Monroe are a short 2 miles. $10 for each additional guest after 2 guests with a maximum of 4 guests. Prices are set for 2025 only.

Guest favorite

A pathway runs alongside the exterior of the house, featuring stone tiles and a small seating area with a table and two chairs. Lush greenery and trees surround the space, while sunlight filters through the leaves, creating a serene outdoor atmosphere.

Home in Bloomington

4.87 out of 5 average rating, 128 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.

Guest favorite

A comfortable living area is featured, showcasing a light-colored sofa with decorative cushions. A round accent chair is positioned nearby, complemented by a small table. Natural light filters through the large windows, illuminating the wooden floor and surrounding bookshelves.

Home in Bloomington

4.9 out of 5 average rating, 111 reviews

Pristine 2BR House Steps from Downtown!

It's an adorable home in historic Prospect Hill. Our house is steps from downtown, Switchyard Park, the B-Line, and Kirkwood. It has tons of light, lots of space to gather, brand new HVAC, and super fast WiFi! There is a private parking lot in the back of the house. The front has a small porch and the back has a brand new, large deck. A tree line provides privacy from Second Street in the back.

Guest favorite

A vibrant blue hallway is illuminated by a contemporary light fixture above a graceful staircase. Large windows allow natural light to fill the space, highlighting a gallery wall of framed photographs. The overall atmosphere is inviting and uniquely styled.

Guest suite in Bloomington

5 out of 5 average rating, 31 reviews

Luxury Vacation Rental in the Heart of Bloomington

Upstairs Unit of Historic Scholars Inn! Sleeps 4 w/ living, dining, full bath, kitchenette & deck. Close to everything! The decor is modern, eclectic, whimsical and fun with a nod to its past life as a Bloomington landmark restaurant and bar. This listing is for Upstairs unit only, the whole house may be rented in its entirety, reach out to us directly to reserve the whole space!

Guest favorite

Cabin in Bloomington

4.88 out of 5 average rating, 375 reviews

Amazing Lake House

Located on Lake Monroe, this beautiful 2 bedroom, 2 bath house with a kids loft, and reading room with futon is the ideal place for a couples retreat or family vacation. With 60 acres of family property, mowed field and lake access. Come enjoy the serenity of nature. The estate manager lives 200 yards away in a separate house.