Vacation rentals in Oolitic

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Top-rated vacation rentals in Oolitic

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

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Guest favorite
A small red cabin features a covered outdoor shelter with a metal roof. Gravel surrounds the cabin, alongside a grassy area. A stack of firewood is visible, and picnic tables are set up beneath the shelter. Trees form a natural backdrop.
Cabin in Heltonville
4.94 out of 5 average rating, 170 reviews

Tower Ridge Camp. Cabin in Hoosier National Forest

Great retreat for couples. Small & cozy 394 sq ft Studio Style cabin with direct assess to Hoosier National Forest & Deam Wilderness. Biking, hiking, and horse trails right outside the door. If you enjoy camping or outdoor activities you will love this. Minutes away from Monroe Lake and many boat ramps. Short drive to Bloomington and Brown County. Some features include bunks beds, 2nd outside shower, large parking area with 2-30 amp RV hookups, small grill and fire pit. Wood not always provided

Guest favorite
Apartment in Bedford
5 out of 5 average rating, 5 reviews

Cozy & Unique a Readers Retreat | Downtown Loft

Welcome to your Library Loft in Downtown Bedford, a warm, character filled escape designed for relaxation and inspiration. Located on the 2nd floor, this unique stay features a stunning built in library, creating a cozy space perfect for reading and unwinding. Thoughtfully designed with comfort and charm, it offers a one of a kind experience just steps from downtown shops, dining, and a short drive to Bloomington. This stay offers a one-of-a-kind experience you won’t find anywhere else in town.

Top guest favorite
A living area is displayed with a comfortable sofa and patterned armchairs, offering spaces for relaxation. Natural light enters through large windows, illuminating the wood-beamed ceiling and highlighting the rustic wooden accents. A small table and television are positioned for convenience.
Bungalow in Bloomington
4.98 out of 5 average rating, 128 reviews

Cheerful two bedroom Farmhouse with free parking

Your family will be located in a lovely Bloomington rural setting that is less than 10 miles from Indiana University and less than 5 miles from beautiful 10,750 acre Lake Monroe. You will be able to unwind on the front porch swing, relax on the spacious back deck or warm your hands and feet by the fire pit provided. If you are a foody you are within 10 to 15 minutes from the many Bloomington restaurants or if you prefer the cooking option there is a full kitchen for your culinary creativity.

Superhost
An open living area features high wooden beams and large windows that allow natural light. A cozy sofa in earthy tones faces a central fireplace, surrounded by a stone base. A dining table and chairs are positioned nearby, with additional seating creating a welcoming atmosphere.
Barn in Avoca
4.94 out of 5 average rating, 144 reviews

Barn stay @ Goose Creek Chalet

This unique barn/log cabin was constructed by a creative craftsman Tom Kirkman. This home has been published in a book " From White House to Amish." The property has two separate lofts. The south loft has a master bedroom with French doors leading to a soaker tub and shower. The north side loft has two bedrooms with queen size beds and one bedroom with two full size beds. The main floor has 30' cathedral ceilings, freestanding fireplace suspended on chains, 16' dining table, custom kitchen.

Top guest favorite
A rustic cabin is framed by lush greenery and colorful flowers along a landscaped yard, showcasing a sloped metal roof and wooden exterior. Tall trees surround the property, creating a serene and private atmosphere.
Cabin in Bedford
4.97 out of 5 average rating, 291 reviews

River Rock Cabin

Come to beautiful southern Indiana and stay in our rustic cabin with all the comforts of home. Overlooks White River, close to Bedford, Bloomington, near Spring Mill Park & Bluespring Caverns. There is hiking nearby at Hoosier NF and Milwaukee Trail. Great home base if you are going to IU football game, French Lick or just want to get away for a relaxing weekend. Lots of golfing near by. Limestone bluff overlooks the White River 125 ft. below cabin porch. There is a patio plus a fire pit.

Guest favorite
The front of the remodeled ranch home is framed by a large tree, providing shade. A welcoming entrance features a set of steps leading to double doors, flanked by planters. Large windows allow natural light to illuminate the interior.
Home in Bedford
4.85 out of 5 average rating, 34 reviews

Cozy, Quaint, & Newly Renovated!

WELCOME HOME to your ONE bedroom, ONE bathroom ranch! This home has been newly RENOVATED from the ground up. Step inside to be greeted by your cozy sunroom that flows right into your open concept living room and kitchen. Kitchen is spacious offering plenty of room to cook. Down the hall you will find your master suite with access to the full bathroom that also is accessible to your stackable washer and dryer area. The side door opens to a patio perfect for grilling and yard space to relax.

Guest favorite
A spacious bedroom features a comfortable bed dressed in crisp white bedding. An abstract painting in shades of blue hangs prominently on the wall. An elegant armchair and a desk with a lamp are positioned to create a cozy reading nook, complemented by warm wooden flooring.
Home in Bloomington
4.96 out of 5 average rating, 523 reviews

Historic Hideaway with Sauna Near the Lake

Historic meets modern in this unique 150 year-old building located steps away from the entrance to Lake Monroe. Built in 1872, this one-room church turned romantic Airbnb provides a one-of-a-kind experience and has been featured as one of the best in the country by Condé Nast. Relax in the infrared sauna or explore Lake Monroe’s fantastic boating/fishing/swimming. Downtown Bloomington and Indiana University are only 11 miles away with fabulous local eateries and unique shops to explore.

Top guest favorite
The charming exterior of the house features a covered front porch with white railings and blue shutters framing the windows. A well-maintained walkway leads to the front door, flanked by neatly trimmed hedges and a manicured lawn.
Home in Bedford
4.98 out of 5 average rating, 41 reviews

The Little White House

2 BR-1 BA-1 Sleeper Sofa. Sleeps 6 Freshly renovated and charming 1920, 2 bedroom 1 bath home with screened in back porch and a private, fenced in back yard. Easy access to hwy 37, I-69, and is located just off hwy 58 (5th St). 5 blocks to the Milwaukee Walking/Biking Trail. Close to many shops, restaurants, pubs, and grocery stores. 10 miles to Lake Monroe, 21 miles to Bloomington (28 to IU), 21 miles to Oliver Winery, 29 miles to French Lick and West Baden Resorts/French Lick Casino.

Guest favorite
A cozy studio space features two blue armchairs with patterned cushions positioned beside a small white table. Light wood flooring enhances the area, with a spacious bed seen in the background. Decorative wall art and large windows add additional character to the room.
Guesthouse in Spencer
4.93 out of 5 average rating, 106 reviews

Summer Kitchen at The Hill

Come enjoy this spacious studio that has been remodeled from an old summer kitchen. Located on 6 acres in the town of Spencer, this is the perfect place to unwind and getaway, or use it as a jumping point to adventure at nearby McCormick's Creek or Cataract Falls. Walking distance to neighborhood grocery store, coffee shop, and restaurants. Within 30 minutes of Bloomington and Indiana University! The hosts live full time in the main house with 2 great danes.

Top guest favorite
The exterior of the cabin showcases a rustic log structure with a green metal roof, surrounded by lush greenery. Two wooden rocking chairs with colorful cushions are positioned on the porch, inviting relaxation. Large windows provide a glimpse of the peaceful woodland setting.
Cabin in Nashville
4.96 out of 5 average rating, 137 reviews

Red Cedar Log Cabin | Hot Tub! + Pet-Friendly!

Cozy, secluded, and full of charm, Red Cedar Log Cabin is the perfect Brown County getaway for couples. Soak in the private hot tub, unwind by the wood-burning fireplace, and enjoy the peaceful wooded setting. With rustic character, modern comforts, and easy access to Nashville, trails, shops, and local dining, this cabin is made for quiet mornings, cozy nights, and unforgettable weekend escapes. Book your stay and experience Brown County at its coziest.

Top guest favorite
A private deck is furnished with two wicker chairs, each with purple cushions. The surrounding landscape features a lush green lawn and several trees, creating a serene outdoor space. Clear blue skies complete the tranquil setting.
Home in Bedford
4.97 out of 5 average rating, 119 reviews

Cedar Crest Cottage

Relax with the whole family at Cedar Crest Cottage. Peaceful country setting away from the city but close enough to explore Bedford, Mitchell, and Bloomington Indiana and other places in the area. Close to beautiful Monroe Lake and Springville state park. House has all you need for an extended stay. Washer and dryer, pots and pans and every amenity to call it home for your get away. Book your stay today!

Top guest favorite
Loft in Bloomington
4.98 out of 5 average rating, 240 reviews

Unique Barndominium studio, private Hot tub & yard

The Barndominium is a beautiful example of an industrial loft style apartment with an open concept high ceiling features a full kitchen / laundry and private bathroom situated in a private area creating a feeling of being surrounded by forest while still being close and convenient to IU and Lake Monroe ! check us out on Instagram @btownbarndo

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