Holiday rentals in Freedom

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Top-rated holiday rentals in Freedom

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Top guest favourite
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
4.99 out of 5 average rating, 145 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 favourite
An exterior view of the home is captured, featuring a light gray facade and metal roof. Colorful flowers and pumpkins decorate the landscaped garden, complemented by a bench positioned under a tree. Neatly arranged windows provide an inviting look to the property.
Home in Gosport
4.97 out of 5 average rating, 149 reviews

Maria’s Haven

Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Guest favourite
Home in Bloomington
4.92 out of 5 average rating, 144 reviews

I.U. Museum/Gallery-Cascade’s 12th Hole Golf Club!

Relax with the whole family at this peaceful house across the street from Hole 12 of Cascade Golf course. Right next to Bloomington North High School. Very close to Lower Cascade Park with a beautiful waterfall. 3 bedrooms with a fenced in back yard. The house is a 2 minute drive to Kroger grocery store, Avers Pizza and Subway Sandwiches. Memorial Stadium is also on the north side and easily accessible. Taking College Ave will have you right downtown and to Indiana University in no time

Guest favourite
The living area features wooden walls and ceilings, complemented by large windows that allow natural light to illuminate the space. Two seating areas include a brown sofa adorned with cushions and a rust-colored recliner, alongside a coffee table. A dining area can be seen in the background.
Cabin in Martinsville
4.91 out of 5 average rating, 501 reviews

Grandpa's Cabin at Heidenreich Hollow

Grandpa’s Cabin at Heidenreich Hollow offers exclusive lodging on our hilly 5 acre wooded property. We offer a peaceful getaway from life while being right in the middle of both Indianapolis and Bloomington! Our quiet rustic cabin has a loft bedroom with stair access that includes a King size bed, 2 twin beds and an air mattress. We have a spacious bathroom and a fully equipped kitchen to help you feel at home. Search YouTube for Grandpas Cabin at Heidenreich Hollow for a video!.

Top guest favourite
A view of the dining area is presented, featuring a wooden table set in the center beneath a pendant light. The floor is adorned with a patterned rug, surrounded by windows that allow for natural light. A sideboard can be seen against the wall.
Home in Farmersburg
4.9 out of 5 average rating, 114 reviews

The Main Street Retreat-NO CLEANING FEES

Enjoy your time to simply get away or as a must need sleep over due to travel or work. Only 14 miles south of I70. A Dollar General Store, Subway and Gas Station are nearby. Ten minute drive south to Sullivan for Walmart, restaurants, and grocery stores. Fifteen minute drive north to Terre Haute for all the city attractions. County and State Parks are near by as well. Located in a great neighborhood on main street with privacy. Maximum of only four adults allowed per reservation.

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, 1,342 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
A corner seating area is furnished with a large brown sectional sofa, complemented by a small wooden side table and a lamp. A rug with intricate patterns adorns the floor, while a framed artwork is displayed on the wall, adding a touch of decor.
Flat in Bloomington
4.95 out of 5 average rating, 211 reviews

Spacious Country Apartment

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!

Guest favourite
An open concept living area features high ceilings with large windows overlooking the lake. Sofas are positioned around a round coffee table on a textured rug. A dining table for eight is visible in the background, complemented by a modern kitchen equipped with new appliances.
Home in Terre Haute
4.96 out of 5 average rating, 129 reviews

Luxury Lake House: Stay French Lake

This bright and airy 4 bedroom home is a destination getaway perfect for your family, friends, or business retreat. With new furniture, appliances, and décor this retreat is the perfect getaway or staycation for your leisure or business needs. Nearby Attractions: Queen of Terre Haute Casino, Griffin Bike Park, Fowler Park, Laverne Gibson Cross Country Course, Rose Hulman, Indiana State University, and The Mill Concert Venue

Guest favourite
A spacious living area features large windows with arches, allowing natural light to illuminate the room. A comfortable sofa and wooden coffee table are present, along with a dining table and two chairs. Decorative vines adorn the walls, enhancing the inviting atmosphere.
Flat in Bloomfield
4.84 out of 5 average rating, 107 reviews

1 Bedroom Apartment Overlooking Courthouse Square

Cozy, downtown apartment overlooking the Courthouse on the square in Bloomfield. Located approximately 25 minutes from Crane Naval Base, this apartment is perfect for contractors or attorneys in the area on work or anyone visiting family or friends in the Bloomfield area. The Kitchen is fully functional with necessary cookware, dishes and utensils. Beautiful view of the Courthouse. Cheaper than the Hotels near Crane!

Top guest favourite
A cozy living area features a dark gray sofa adorned with yellow and patterned throw pillows. A television is mounted on the wall, with a wooden entertainment center below. A lamp stands beside the couch, and a potted plant is positioned near a window.
Loft in Spencer
5 out of 5 average rating, 142 reviews

Carriage House 1 bedroom loft suite w/ fireplace.

Keep it simple at this peaceful and centrally-located loft. Carriage House Guest Suite is located in a quiet neighborhood just five blocks from the courthouse square. Spencer's historic downtown offers the restored Tivoli theater, restaurants, art galleries & shops. Two miles from beautiful McCormick's Creek State Park and 3 miles to Owen Valley Winery. A convenient 20 miles to downtown Bloomington & Indiana University.

Guest favourite
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
4.87 out of 5 average rating, 175 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.

Top guest favourite
Guest house in Bloomington
4.96 out of 5 average rating, 395 reviews

Private Studio, 5 Min IU, Full Kitchen, Parking

Intentionally designed to feel comfortable, calm, and easy to settle in. At ~400 sq ft with a slanted ceiling, it's ideal for solo travelers or couples. Guests describe the studio as cozy, spotless, and surprisingly well-equipped — with everything needed for a comfortable stay. Minutes from IU, downtown, dining, parks, and Kroger, you’re close to everything without the hassle.

Popular amenities for Freedom holiday rentals

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  4. Owen County
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