Holiday rentals 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

Flat in Bedford

5.0 out of 5 average rating, 6 reviews

Cozy Garden-Themed Stay | King Bed | Downtown

Welcome to the Botanical Bungalow, a thoughtfully designed garden-inspired retreat in the heart of downtown Bedford, Indiana. Enjoy a relaxing stay with stylish décor, comfortable furnishings, high-speed Wi-Fi, a fully equipped kitchen, Smart TV, dedicated workspace, and convenient self check-in. Walk to local restaurants, coffee shops, boutiques, art studios, and community events. Perfect for couples, business travelers, and extended stays seeking comfort, charm, and a prime downtown location.

LocationSleep qualityHospitality

Top guest favourite

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, 132 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.

ValueLocationCheckout

Top guest favourite

The exterior of the historic Sanders Store features a stone facade with large green-framed windows and doors. The covered porch is adorned with potted plants, and the surrounding landscape includes freshly mulched flower beds. A large tree provides shade nearby.

Place to stay in Bloomington

4.98 out of 5 average rating, 119 reviews

The Sanders Store

The Sanders Store, formerly known to Bloomington natives as Hays Grocery, is a landmark on Fairfax Road. Originally erected in 1913, the Sanders Store operated as a grocery for the Sanders community until 1967. The space was vacant and largely used for storage until 2019 when it was obtained, historically designated, fortified and reimagined into a deluxe vacation rental that sleeps 7! Six miles from downtown Bloomington and the Fairfax Marina at Lake Monroe. Great for IU events or boating!

FamilyValueNearby

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

4.92 out of 5 average rating, 146 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.

FamilyValueCleanliness

Superhost

A vintage bungalow showcases a welcoming front porch with steps leading to the entrance. Lush green landscaping surrounds the home, complemented by flowering trees and well-maintained shrubs. The brick exterior and gabled roof reflect the 1920s architectural style in a family-friendly neighborhood.

Bungalow in Bedford

4.93 out of 5 average rating, 28 reviews

Vintage 1920s Bungalow

1920s Vintage Bungalow: Cozy retreat, easy access to 37 & 50. 20 minutes to Bloomington and Indiana University, Lake Monroe. Renovated arts and crafts cottage perfect for family getaways, IU reunions, girlfriend getaways, scholars, writers, artists . Comfortably sleeps 4 adults. Full laundry, great double lot yard & gardens, cozy front porch and patio for relaxing. One block from entrance to Old Milwaukee RR hiking and pet walking trail. Fully equipped kitchen. Great family neighborhood.

FamilyLocationComfort

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, 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.

ValueFamilyBiking

Guest favourite

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.

ValueFamilyIndoor spaces

Top guest favourite

A welcoming porch features white wicker chairs positioned on a light stone surface. Green plants hang from ceiling hooks, and colorful flowers grow in a gravel yard, adding charm to the entrance of the home.

Home in Bedford

4.98 out of 5 average rating, 46 reviews

Modern home close to Bedford & Bloomington.

Kick back and relax in this new & stylish space. Completely remodeled with all new furnishings & appliances. A large back deck overlooking a large backyard. Is in a country setting but close to highway 37 & I69. Three miles to Lake Monroe, 1/2 mile to Dollar Store & local gas stations, 7 miles to Bedford & 13 miles to downtown Bloomington. 3 miles to stone crest golf course & The Point. Owners are close to property in the event you would need anything. FOUR guest maximum.

LocationFamilyNearby

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, 455 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.

ValueFamilyLong stay

Guest favourite

A dining area features a large wooden table surrounded by six wooden chairs. The space is enhanced by a vibrant area rug with floral patterns. A living room is visible in the background, showcasing a sofa, a ceiling fan, and framed artwork on the walls.

Bungalow in Bedford

4.98 out of 5 average rating, 45 reviews

Bedford Bungalow

Bring the whole family to this great 3 bedroom with lots of room for fun. This house has a large great room separated into a living room with a large TV and a dining area. Located in Bedford, IN your house is 5 minutes to restaurants/shopping, 15 minutes from Bluespring Caverns, 20 minutes to Lake Monroe or Williams Covered Bridge, 30 minutes from IU Memorial Stadium, 35 minutes to Crane, and 90minutes to either Indianapolis or Louisville!

LocationFamilySleep quality

Superhost

A welcoming front porch features several rocking chairs arranged near the entrance. A natural stone pathway leads up to the door, surrounded by colorful greenery and decorative elements. The porch is shaded by a ceiling, offering a comfortable space for relaxation.

Farm stay in Bedford

5.0 out of 5 average rating, 94 reviews

Pleasant View Lodge

Pleasant View Lodge is a great country get away, relaxing front porch with rocking chairs and beautiful views and great hiking areas . Our farm has easy access with a blacktop drive way and plenty of parking, 3 miles from U.S.Hwy 50 east of Bedford. Our modern one story house features 2 bedrooms, 2 bathrooms and an open concept living area and kitchen plus a garage. No children under the age of 12 and no pets are allowed.

ValueFamilyHiking

Top guest favourite

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

4.98 out of 5 average rating, 122 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!

ValueFamilySleep quality