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Holiday rentals in Owensburg

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Top-rated holiday rentals in Owensburg

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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.

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!

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.

Guest favourite
A spacious basement recreation area is showcased, featuring a ping pong table, pool table, and air hockey table. The flooring is wood-like, and walls are adorned with framed photos. Soft lighting enhances the inviting atmosphere, while stairs lead up to the main level.
Home in Newberry
4.87 out of 5 average rating, 47 reviews

Bear Hollow

Work Travel? IU Football Game? Family time? Escape to our country getaway near Crane, IN on a beautiful rolling alfalfa field and woods. Enjoy stunning views from the walkout deck with a fire pit, fast internet, and dedicated telework desks throughout the house. Basement features an air hockey, ping pong, pool table, and a retro game room with basketball arcade. Relax with 65 inch TVs or unwind at the coffee bar. Serene surroundings make this the perfect retreat! 25 Minutes from Bloomington!

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.

Top guest favourite
A charming cabin porch features a wooden deck with seating areas. Sunlight illuminates the space, highlighting the surrounding greenery and garden beds. Two rocking chairs provide a cozy spot to relax while enjoying the peaceful outdoor environment.
Cabin in Springville
5.0 out of 5 average rating, 41 reviews

A cozy cabin on Phillips Lane

Relax with the family at this a cozy cabin on Phillips Lane in Springville, Indiana. It's unique and beautiful surroundings brings relaxation while enjoying nature's beauty. A small cabin that can sleep five comfortably using the loft and sleeper sofa. This tiny cabin has all the amenities needed for relaxation. A heater fireplace, games, cards and an area for your family gatherings. Bring your friends and let them pinch a tent around the fire pit area. Relax ~ rewind ~ enjoy nature!

Top guest favourite
Cabin in Unionville
5.0 out of 5 average rating, 218 reviews

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances 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 ridge top retreat.

Guest favourite
The image captures a charming lake house beside a tranquil body of water, framed by a large tree. A wooden deck extends from the house, providing direct access to the lake. Lush greenery and a blue sky with clouds create a peaceful backdrop.
Cottage in Owensburg
4.87 out of 5 average rating, 78 reviews

Charming Lakefront Retreat Near IU & NSA Crane

Charming lake house in the rolling hills of southern Indiana — just 30 minutes from Indiana University in Bloomington and 15 minutes from NSA Crane. Enjoy hiking trails, stocked fishing ponds, and a 155-acre working farm right outside your door. Perfect for a relaxing getaway or outdoor adventure. An on-site event venue is also available for weddings, meetings, reunions, and more, with full-service or DIY planning for an additional fee. (Event venue rented separately.)

Top guest favourite
The entrance features a cozy porch with a small table and chairs surrounded by greenery. A decorative broom is suspended from the porch’s overhang, and a stone pathway leads to the front door, accented by the house number displayed on a stone pillar.
Guest suite in Bloomington
4.95 out of 5 average rating, 1409 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.

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.

Top guest favourite
Flat in Bloomington
4.96 out of 5 average rating, 226 reviews

Spacious Country Apartment less than 20 mins to IU

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!

Superhost
Home in Bloomington
4.91 out of 5 average rating, 114 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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