Vacation rentals in Freetown

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Top-rated vacation rentals in Freetown

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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, 156 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

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, 483 reviews

Historic Hideaway by Lake Monroe Bloomington

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, Love Exploring and Indianapolis Monthly. Lake Monroe offers fantastic boating/fishing/swimming and downtown Bloomington and Indiana University are only 11 miles away with fabulous local eateries and unique shops to explore

Top guest favorite

A sprawling green field stretches towards the horizon, filled with soft clover and dotted with trees. In the foreground, a planter holds bright flowers, adding colorful contrast to the natural landscape. The sky is lightly clouded, enhancing the serene atmosphere.

Guest suite in Bloomington

4.98 out of 5 average rating, 129 reviews

Peaceful apartment space in beautiful farm house

Our lovely farmhouse is minutes from Lake Lemon, Griffey Lake, Indiana University & many spots in Bloomington. Conveniently not far from I-69, we're 20 minutes away from Nashville. This is a basement apartment with private bedroom, private bathroom, large living/dining area, & kitchenette. Shared front door & ~10 steps inside main floor. The ranch is 50+ acres with 8+ acres of woods for hiking, pastures with cattle, a heated pool & patio area, & a beautiful front porch looking over the ranch.

Top guest favorite

A charming guest suite set against a backdrop of lush green trees. The single-story structure features a covered porch, large front windows, and a welcoming entryway, immersed in the tranquility of the natural surroundings.

Guest suite in Bloomington

4.97 out of 5 average rating, 197 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.

Top guest favorite

The cabin's exterior exhibits a rustic charm with unique angles and a mix of textures. Wooden walls are complemented by a metal roof, while multiple windows add character. A simple porch with log railings invites relaxation, surrounded by lush greenery.

Guesthouse in Hardinsburg

4.96 out of 5 average rating, 303 reviews

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

Top guest favorite

A modern kitchen features a central island with a double sink and seating for four. Light wood cabinetry is complemented by white appliances. Exposed brick walls add texture, while decorative plants bring a touch of greenery. Warm lighting is provided by pendant lights overhead.

Apartment in Seymour

5 out of 5 average rating, 70 reviews

Come downtown to the green haven

Enjoy a relaxing stroll through downtown, where great food, fantastic coffee, and friendly locals await. Our newly listed apartment is perfectly situated just steps away from some of Seymour’s best eateries, shops, and boutiques. Whether you’re craving a bite to eat, looking to browse unique stores, or simply want to soak in the charm of the neighborhood, everything is within easy walking distance. You’ll love the area and feel right at home during your stay. We can’t wait to host you.

Guest favorite

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, 477 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus - a modern home nestled in the woods of Brown County. Plāhaus is a space of solitude and relaxation for anyone wanting to enjoy the beauty of Brown County, without the typical log cabin decor. Enjoy the gorgeous view from the balcony, spend some time around the firepit, and venture into Nashville to check out the unique shops and restaurants. Come for a family getaway, a romantic retreat or simply to clear your mind from the everyday stresses.

Guest favorite

A living area features a dark blue sofa adorned with two yellow pillows, paired with a reclining chair. The space is illuminated by natural light through a large window, and a kitchen area is visible in the background, containing a white stove.

Apartment in Seymour

5 out of 5 average rating, 6 reviews

Smalltown Living Apartment 1

Keep it simple at this peaceful and centrally located apartment in a safe area in the heart of Seymour, Indiana. The Smalltown Living apartment offers a quiet space to unwind. Kitchen furnished with everything needed to cook or take a short stroll to the downtown area to dine at one of the restaurants. Coffee shops, boutiques and more all conveniently located nearby. Free WiFi and Roku TV provided along with access to free laundry facility. Convenient free parking.

Top guest favorite

An outdoor fire pit area features six black Adirondack chairs arranged around a central fire pit. The setting includes a backdrop of gently rolling hills and a covered porch area, illuminated by warm evening light under a colorful sky at sunset.

Home in Vallonia

5 out of 5 average rating, 7 reviews

3BR/3BA Peaceful Retreat - Fire pit & Game room

HIGHLIGHTS: Cozy Indoor Fireplace Fire pit and outdoor seating/porch swing Fully stocked kitchen High-speed Wi-Fi and smart TVs Infinity game table Washer and Dryer 3 Full bathrooms Escape to serenity at this barndominium nestled in rolling hills, woods, and open fields in the heart of southern Indiana. This modern retreat offers the perfect getaway for families, couples, or small groups seeking privacy and adventure.

Top guest favorite

A single-story home is shown, featuring a welcoming front porch with wooden benches. The yard is green and well-kept, with low shrubs and a stone pathway leading to the entrance. Trees provide shade, and the surrounding neighborhood is visible in the background.

Home in Columbus

4.95 out of 5 average rating, 527 reviews

Cozy Home - You'll Love This Place

Conveniently located across from Lincoln Park Ball Diamonds & Hamilton Ice Center, and just blocks from Columbus Regional Hospital & Nexus Park. Close to restaurants and local activities. This comfortable, welcoming home is in a safe neighborhood and well-stocked with everything you might need. As a frequent traveler myself, I’ve done my best to think of all the essentials so you can relax and enjoy your stay.

Guest favorite

A spacious room is featured with a comfortable bed adorned with white bedding. A small window allows natural light to fill the space, framed by dark curtains. A textured rug covers the floor, and a seating area with a patterned chair enhances the inviting decor.

Guesthouse in Columbus

5 out of 5 average rating, 13 reviews

Walkable Studio No Stairs Patio

***** Most reviewed SUPERHOST in Columbus ***** No stairs for easy access w/ private parking & patio. Step into this downtown retreat, ideal for business travelers, architectural sightseers or couples looking for an elevated experience in the heart of Columbus. Conveniently located for strolls to restaurants, shops, and architectural wonders. You will have private access to the entire guest house.

Top guest favorite

A spacious bedroom features a king-size bed with light blue striped bedding and two bedside lamps. A wooden dresser and a small desk are visible. A light rug covers the hardwood floor, and artwork adorns the walls, enhancing the cozy ambiance.

Home in Bloomington

4.89 out of 5 average rating, 159 reviews

Great offer! Private entrance, Spacious, King-IU

Seasoned and experienced superhosts host this charming private suite with a private entrance. It has one bedroom with a king size bed. The house is on a very quiet street. You may not even know you're in the middle of town. You may see deer and other animals roaming around the neighborhood. The space includes private bathroom, kitchenette, and a sitting area with a loveseat and a small dining area.