Vacation rentals in Cunningham

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Top-rated vacation rentals in Cunningham

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Top guest favorite

A studio loft features charming brick walls and bright windows that allow natural light to fill the space. A spacious bed is positioned beside a comfortable sectional sofa. A media console and decorative accents enhance the cozy atmosphere, creating a welcoming environment.

Loft in Clarksville

4.97 out of 5 average rating, 160 reviews

A cozy studio apartment downtown Clarksville

The allée des fraises loft is a studio loft inspired by my stay in Paris and London, located on the second floor of an historic 1890’s building. The charming brick walls and rustic aesthetics add character to this bright space. Perfect for a couple’s getaway or a solo traveler in town for work. Walking distance to coffee shops, restaurants, local cafes, boutiques, breweries and more. Near Austin Peay State University, Fort Campbell and less than hour from Nashville. A parking pass is provided.

Guest favorite

An outdoor seating area features a comfortable light-colored sofa adorned with a decorative pillow. A dark tabletop with a circular opening is positioned in the center. Two wooden rocking chairs are visible in the background, set against a brick wall.

Home in Clarksville

4.94 out of 5 average rating, 172 reviews

Historic Downtown cottage FULL of Amenities

Take a break and unwind at this peaceful guest cottage located on historic Greenwood Ave. 1 mile from downtown and APSU, this quaint home is full of amenities and waiting for you! Enjoy cooking in the equipped kitchen,dine in front of the electric fireplace with remote settings. Plenty of games and Roku TV to pass your time. The queen bedroom is ideal for 2 adults while the living room has 2 twin ottoman beds available for kids. Full bath, laundry room, and a desk for the working professional.

Guest favorite

A charming treehouse is elevated among tall trees, surrounded by lush greenery. The wooden structure features large windows offering views of the forest, and a spacious deck extends outward for outdoor enjoyment.

Treehouse in Pegram

4.91 out of 5 average rating, 301 reviews

Private Treehouse Escape Minutes from Downtown

Connect with nature at this unforgettable escape in Nashville's backyard. This treehouse is nestled in a Tennessee hardwood forest in a hollow. Close to the city, but away from it all, it's a perfect place to retreat from normal life. This isn't a tree fort. It's a tiny house with a loft in the trees over a trickling spring fed creek. It's private with all windows facing the forest. All the fun of being a kid w/ comforts of home like toilet, ac, electric fireplace, heater & 3 season hot shower.

Top guest favorite

The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.

Cabin in Russellville

4.96 out of 5 average rating, 141 reviews

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

Top guest favorite

A contemporary living room is highlighted by a large mirror and stylish light fixture. A comfortable gray sofa with colorful throw pillows is positioned near a wooden coffee table. A vibrant area rug complements the hardwood floor, while a flat-screen television is mounted on the wall.

Apartment in Clarksville

4.99 out of 5 average rating, 165 reviews

2 Bedroom Hidden Gem, Downtown Clarksville

Kick back and relax in this calm, stylish space. This is a charming home nestled in the heart of Clarksville! This cozy Airbnb is the perfect choice for your stay in the vibrant city of Clarksville. As you step inside, you'll be greeted by a warm and inviting atmosphere. The living room is tastefully furnished, providing a comfortable space for relaxation and entertainment. Whether you're visiting for business or pleasure, this is the perfect home away from home. Book your stay today!

Top guest favorite

A cozy cabin is nestled among lush greenery, partially obscured by mature trees. A gravel path leads to the entrance, which is flanked by wooden accents. A small outdoor seating area is visible, enhancing the connection to the serene natural surroundings.

Cabin in Chapmansboro

4.96 out of 5 average rating, 331 reviews

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

Guest favorite

The kitchen features modern white cabinetry and a spacious countertop, equipped with a stove, microwave, and coffee maker. A small dining area with high chairs is present on one side, while natural light enters through the window adorned with a blue curtain.

Apartment in Clarksville

4.9 out of 5 average rating, 121 reviews

Serene private new construction walk out apartment

Beautiful 1 bed 1 bath apartment tucked into the woods in Cumberland Heights. Enjoy a private getaway but still convenient access to all that Clarksville has to offer. Close to Austin Peay State University, 10 minutes from downtown and 30 minutes from Fort Campbell. The Space: Comfortable queen bed with full bath (shower only-no tub). Private entrance to walkout basement apartment. No access to main house from apartment. Full kitchen with coffee provided.

Guest favorite

A charming lighthouse stands nestled among trees as dusk approaches, with its light gently shining. Surrounding greenery and a swing set frame the scene, demonstrating a tranquil outdoor space that invites exploration.

Lighthouse in Clarksville

4.82 out of 5 average rating, 119 reviews

Lighthouse of the Mid-South

Recently remodeled! New second story addition! An Amish built lighthouse that has been furnished and is tucked away in the county but only 15 min from downtown and APSU. The heating and cooling is an in-wall unit as well as a space heater. It's situated on a pond across a foot bridge from the barn. Behind is 4 acres of trees with trails through it that run up to a cattle pasture. There is plenty of space to roam with a play set to entertain the kids.

Guest favorite

A charming A-frame structure is presented, featuring a welcoming front porch with wooden railing. The exterior is painted in soft green tones, complemented by a dark door and large windows that allow natural light to fill the interior. Surrounding trees add to the serene setting.

Home in Clarksville

4.92 out of 5 average rating, 155 reviews

The Clarksville Cabin

A perfect forested lined pet friendly retreat on 2 acres. Minutes from local shopping, restaurants and entertainment. Whether you need time alone, time with someone, or your whole family its the perfect place to spend inside or out on the deck, patio, or the large fire pit. The first 2 guests can enjoy your time here at the daily base price. Up to 4 more can comfortably stay with you for $15.00 per person per night! We can't wait to have you stay!

Top guest favorite

The exterior of a charming cabin showcases dark wood siding and large windows adorned with stained glass. A spacious wooden deck wraps around the structure, providing access to multiple outdoor areas. Lush greenery surrounds the property, enhancing the secluded atmosphere.

Treehouse in Kingston Springs

4.94 out of 5 average rating, 146 reviews

The Treehouse Cabin

Beautiful, secluded property 20 minutes from downtown Nashville. Feels like a treehouse! Guests have access to entire property. The apartment has a kitchen, bed, bathroom, and fireplace. There is a large living room with a sitting area, pub table, big screened TV, and couches. To top it all off, guests have a screened-in gazebo with a gas fire pit. You can not beat the serenity or the views! Only 5 minutes to local stores & restaurants.

Top guest favorite

Cabin in McEwen

5 out of 5 average rating, 109 reviews

Find your tranquility at Deer Ridge Cabin.

During our travels, we’ve stayed in countless hotels, motels, cabins, and even tents. It is our opinion that this guest cabin is by far the most well appointed, cozy and peaceful place to rest one’s travel weary body or take a break from the hustle and bustle. These are the things we look for in a memorable stay. We sincerely hope you do as well. Please enjoy your stay at the Deer Ridge Cabin.

Guest favorite

The exterior of the cabin is depicted, surrounded by vibrant gardens filled with blooming flowers. A wooden deck with two chairs is visible near the entrance, enhancing the cozy ambiance. Lush greenery and colorful blossoms add to the natural appeal of the setting.

Cabin in Ashland City

4.93 out of 5 average rating, 318 reviews

Writing and Spiritual Retreat Cabin

A private cabin for people that need quiet, nature, and beauty for inspiration or just rest. Named after Dorothy Day in honor of the social activist, it is intended to provide comfort for body, mind, and spirit. Pet Policy: Unless a registered service animal, we regret we cannot extend hospitality to pets. Please note, pricing is per person.