Holiday houses in Monroe County

4.94 out of 5 average rating, 333 reviews

Bungalow in Bloomington

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.

4.97 out of 5 average rating, 176 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, 251 reviews

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

4.95 out of 5 average rating, 344 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! ❤︎

4.92 out of 5 average rating, 618 reviews

Apartment in Bloomington

Lil BUB's Really Nice Apartment - WEST

We are conveniently located within walking distance of Downtown, Bryan Park, and The B-Line Trail, 1 mile to IU Campus, 1.8 miles to Assembly Hall, and 3.5 miles to IU Hospital. Our beloved luxury apartment is one of the nicest places to stay in town. It underwent a ground-up bespoke renovation with white oak hardwood floors, quartz countertops and premium appliances, rivaling a premium suite at a boutique hotel with the added privacy, charm, and amenities of a home for a great price.

4.98 out of 5 average rating, 120 reviews

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. ☺️

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.

4.99 out of 5 average rating, 173 reviews

Cabin in Unionville

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

4.95 out of 5 average rating, 1,289 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, 140 reviews

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!

4.95 out of 5 average rating, 197 reviews

Apartment in Bloomington

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, 639 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.

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Popular amenities for Monroe County holiday rentals

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Other great holiday rentals in Monroe County

5 out of 5 average rating, 33 reviews

Cabin in Bloomington

The Town Cabin, built in 1840

NancyRating, 5 stars1 month 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.

Guesthouse in Bloomington

4.95 out of 5 average rating, 96 reviews

Private Cottage House One Mile from Downtown!

MaryRating, 5 stars2 months ago

Anna’s place was perfect for our short stay visiting IU. It was clean, quiet, and the bed and air mattress were both very comfortable. It was a cold weekend, so we really appreciated the heated tile floor in the bathroom!

5 out of 5 average rating, 58 reviews

Home in Bloomington

Little House on the Corner

AmyRating, 5 stars1 week ago

The little house on the corner was perfect for our extended weekend away. Maureen has thought of every need that a traveler would need and even supplies if something was forgotten. I love the yard with the storm drain. It was like a little creek. We truly enjoyed our time there.

Superhost

Holiday home in Bloomington

4.87 out of 5 average rating, 52 reviews

Modern A-Frame

NicholsonRating, 5 stars4 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.

4.96 out of 5 average rating, 251 reviews

Cabin in Unionville

“Lemon Blossom”Lakehouse by Brownsmith Studios

KeithRating, 5 stars3 days ago

Jonah's cabin was absolutely beautiful it was as promised. the cabin had a woodsy rustic feel to it while being buried in the woods and yet it had a touch of class with the walk-in steam shower. everything about the place is fantastic. the open concept kitchen-living space was a perfect family environment.

5 out of 5 average rating, 65 reviews

Cottage in Bloomington

Cozy Cottage : easy + peaceful w/ private backyard

MeganRating, 5 stars2 weeks ago

We loved staying here! Very nice house in a perfect location with great amenities. Harold and Lisa put a lot of thought into little touches that make it feel like a home away from home!