Holiday houses in Oolitic

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Top-rated holiday rentals in Oolitic

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

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Guest favourite
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
4.93 out of 5 average rating, 169 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

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Top Guest favourite
Cabin in Unionville
5 out of 5 average rating, 215 reviews

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

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Guest favourite
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.

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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.

LocationFamilyGetting around

Top Guest favourite
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, 290 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.

LocationFamilySleep quality

Guest favourite
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.

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Guest favourite
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
4.97 out of 5 average rating, 522 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.

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Top Guest favourite
The entrance to the cabin features a covered porch with rustic wooden supports and decorative string lights. A welcoming outdoor seating area is visible in the background, surrounded by lush greenery and shaded by nearby trees. The path is lined with stones and small plants.
Cabin in Unionville
5 out of 5 average rating, 510 reviews

Cozy Cabin Close to University 1

The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

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Top Guest favourite
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, 135 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.

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Guest favourite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
5 out of 5 average rating, 529 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

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Top Guest favourite
The exterior of the modern home is shown, featuring a blue-gray facade with a sloped metal roof. A spacious wrap-around porch contains orange seating and large windows, surrounded by lush green grass and trees, providing a serene wooded setting.
Home in Bloomington
4.98 out of 5 average rating, 451 reviews

Bloomington Lake-View home on 40 secluded acres

New Lake home that sits on 40 acres of woods with gorgeous views. Large wrap around porch with outdoor seating and chill space. Fall, winter and spring provide amazing views of Lake Monroe. While summer allows for easy access to Lake Monroe. Plenty of room to park a boat or have multiple cars. The home has modern decor with wood stove, new appliances, surround sound and all of the amenities you need for your stay. Just 20 minutes from IU.

LocationFamilyView

Guest favourite
Home in Bloomington
4.92 out of 5 average rating, 111 reviews

Harmony Hills 3 bedroom farm house

This 1970s brick farmhouse on 60 acres of pasture, forest, and stream offers a cozy “grandma’s house” vibe. Enjoy 3 beds, plus pullout sofa, 2 baths, and a basement with washer/dryer. Brick walls keep it quiet despite nearby highway noise. Outside, a roofed deck with grill and a campfire ring with firewood await, lit by string lights for cozy nights. Just 20 min from IU, it’s a serene escape for families or nature lovers.

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Popular amenities for Oolitic holiday rentals