Holiday rentals in Freedom

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Top-rated holiday rentals in Freedom

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Guest favourite

The kitchen features modern black cabinetry complemented by striking geometric tile backsplash. A large central island offers ample space for meal preparation and seating, with four black bar stools arranged neatly. This open layout allows for easy movement between the kitchen and adjacent living area.

Home in Bloomington

4.9 out of 5 average rating, 451 reviews

Modern 3 bed, 1 bath Near Stadium/IU campus

LONG TERM STAYS (14 days +) DISCOUNTED! PLEASE ASK! Close to everything when you stay at this centrally-located home in a quiet neighborhood. Extremely close to IU Game room! Dogs allowed but no cats Fenced in back yard. Early check in/late check out. $20 convenience fee Leave on counter when you check out No bonfires! Absolutely no smoking inside the house and no gatherings larger than 8 people! NO PARTIES! Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

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Top guest favourite

The exterior of a single-story house is surrounded by freshly mulched landscaping and trees. A wooden deck leads to the front entrance, and a gravel driveway is visible. Sunlight filters through the branches, creating a serene outdoor atmosphere.

Home in Spencer

5.0 out of 5 average rating, 37 reviews

Artesian spring house Sleeps 4 Fire pit by creek

Completely renovated 1950s cottage! This home features 2 Bedrooms ,1 queen and one queen coil spring futon and full 2 baths. Guests can unwind with all of the amenities of home! Fire pit by the creek, bbg on the deck! Just minutes from Downtown Spencer, with several local destinations , Main Street Coffee, Civilian Brewery, and hiking at McCormicks Creek state park or Greens bluff nature preserve ! Finish it off at Owen Valley winery, with desert ! We look forward to hosting you at or home!

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Guest favourite

Train in Spencer

4.91 out of 5 average rating, 75 reviews

Eagle Ranch Railway Retreat

All aboard! Stay in our historic red caboose turned tiny home at Eagle Ranch. Nestled by lakes and farmland, it’s the perfect spot for unplugging from city life and enjoy some fishing, kayaking, swimming, roasting smores on the fire, and stargazing in the hot tub. Inside you can relax by reading in the library, playing games, or streaming tv. The caboose has a pull-out queen sofa bed that fits the cozy layout. It's truly a unique stay where nature, history, and adventure meet! (18+ recommended)

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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

4.98 out of 5 average rating, 178 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. ☺️

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Top guest favourite

A panoramic view of the dome's interior highlights the unique wooden ceiling design, featuring triangular shapes. A dining table with blue placemats accommodates six, surrounded by large windows and stained glass accents, allowing natural light to fill the space.

Home in Bloomington

4.96 out of 5 average rating, 112 reviews

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

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Top guest favourite

Cabin in Unionville

5.0 out of 5 average rating, 219 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.

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Guest favourite

A cozy bedroom features a yellow quilted bedspread atop a spacious bed. Two windows are adorned with yellow curtains that allow natural light to enter. A small bedside table holds a lamp, while a rocking chair sits nearby, contributing to the room's comfort.

Home in Worthington

5.0 out of 5 average rating, 5 reviews

Grove Retreat w/ No Cleaning Fee

Forget your worries in this spacious and serene space. Enjoy your time to get away or as a must need sleep over due to travel or work. Located a few blocks off Hwy 67. A Dollar General and 67 Diner is within walking distance. 19 miles from Boston Scientific in Spencer. 28 miles from the Duke Energy Edwardsport Power Plant. 32 minutes to Crane Naval Base. Less than 25 minutes to McCormick's Creek State Park. 45 minutes to Bloomington and less than an hour to Terre Haute.

LocationCleanlinessHospitality

Guest favourite

A cozy studio space features two blue armchairs with patterned cushions positioned beside a small white table. Light wood flooring enhances the area, with a spacious bed seen in the background. Decorative wall art and large windows add additional character to the room.

Guest house in Spencer

4.93 out of 5 average rating, 107 reviews

Summer Kitchen at The Hill

Come enjoy this spacious studio that has been remodeled from an old summer kitchen. Located on 6 acres in the town of Spencer, this is the perfect place to unwind and getaway, or use it as a jumping point to adventure at nearby McCormick's Creek or Cataract Falls. Walking distance to neighborhood grocery store, coffee shop, and restaurants. Within 30 minutes of Bloomington and Indiana University! The hosts live full time in the main house with 2 great danes.

LocationFamilyWalkability

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

4.94 out of 5 average rating, 1413 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.

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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!

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Top guest favourite

A well-maintained lawn features neatly trimmed grass and flowering plants, with a lantern hanging from a decorative hook. The log home is visible in the background, surrounded by lush greenery and framed by mature trees, offering a serene and inviting outdoor space.

Home in Center Point

4.98 out of 5 average rating, 239 reviews

Birdwatching and Covered Bridge at the Lynch Lodge

Pam and Mark Lynch will greet you to the country life at the Lynch Lodge. Located in the heart of Covered Bridge country. Pam, is a potter, graphic designer and artist and has a little pottery gallery on site should you care to visit. Mark is an engineer. If the quiet country sounds like what you are looking for, you will find it here. Located just 5 miles off I-70 south of Brazil. Easy access to all Covered Bridge Locations.

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Guest favourite

A spacious heated pool is surrounded by lounge chairs and umbrellas, set in a lush garden area. The inviting pool features a fountain, while the deck offers ample seating for relaxation. A cozy living space features comfortable seating, a flat-screen TV, and a dining table amid warm wood accents.

Home in Poland

4.94 out of 5 average rating, 140 reviews

Captain Bill’s Lake House Heated Salt Water Pool

Captain Bill’s Lake House. This majestic A-frame is at the entrance to the Cataract Lake boat ramp. The house will accommodate up to 7 guests, with three bedrooms and two full baths. All guests have full access to Captain Bill’s shared heated salt water pool and surrounding gardens. Boat parking is available on the property, inquire for details. Heated Salt Water Pool is seasonal beginning May 1, through September 30th.

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