Holiday rentals in Cunningham

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Top-rated holiday rentals in Cunningham

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Top guest favourite
The exterior of a brick townhome is showcased, featuring a welcoming front door adorned with a decorative wreath. Flanking the entrance are neatly trimmed bushes and a small stone wall, creating a tidy appearance. Multiple large windows allow natural light to illuminate the space.
Townhouse in Clarksville
4.96 out of 5 average rating, 395 reviews

Stunning 2bedroom Townhome in Downtown Clarksville

Relax in this stylish, sun-filled Town home, just a hop, skip, and jump from everywhere you want to be. Enjoy your morning coffee on your private patio surrounded by Tennessee lush green trees. Located in the heart of downtown Clarksville, is just a short walk to shops, restaurants, live theater, Austin Peay State University, and the River Walk. 5 minute walk to Downtown Clarksville 45 minutes to Nashville 20 minutes to Fort Campbell Check out our other listings by clicking on our host profile.

Top guest favourite
The charming cottage entrance features a welcoming porch with a ceiling fan and soft lighting. Stairs lead up to the door, surrounded by neatly trimmed greenery and potted plants. An American flag is displayed on one side, enhancing the inviting ambiance.
Tiny home in Dover
5.0 out of 5 average rating, 117 reviews

Tiny Home, river view, boat parking, & hot tub.

Welcome to Cottage on the Cumberland – where nature's embrace meets modern comfort! You can disconnect from and find yourself in an unforgettable lakefront experience. With LBL, KY Lake, Lake Barkley, & Ft. Donelson minutes away, you're in the heart of recreational paradise. So, whether it's fishing, hunting, boating, ATV’s, horseback riding, hiking, or just enjoying the beauty of nature, come & experience tranquility & adventure all together! Please read hot tub info in “Other Details to Note”.

Top guest favourite
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, 359 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.

Guest favourite
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, 209 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.

Top guest favourite
Cabin in Dover
4.98 out of 5 average rating, 270 reviews

Cabin on Scenic Farm

Hunt House Cabin: Dogwood Springs Farm & Cabins. If you are visiting Stewart County, this 3-bedroom barndominium is immaculate and truly affordable. It sets on top of one the highest peaks in county with a spring-fed pond at the bottom of the hill with hiking trails. Enjoy the fireplace, fire pit & spacious patio. No cameras. Relax & watch the horses! Boat parking is available. Only 2 miles to boat dock. 1-mile to Cross Creeks. We’ve added a scavenger hunt to make the experience adventurous.

Top guest favourite
A tranquil sunset sky is displayed with colorful clouds in shades of pink and blue. The tiny house is seen on the right, featuring a porch and a small wooden privacy screen. The surrounding area is lush with green trees and an expansive grassy space.
Home in Southside
4.99 out of 5 average rating, 131 reviews

Paradise Hill Tiny House

Relax in this calm, stylish space. Come enjoy your stay at our small, quaint, inviting tiny house located in a peaceful country setting. Property is very close to the Historic Southside Market, Historic Collinsville and a short drive to beautiful Charlotte, TN where you can shop their unique variety of farm to table and craft stores. Only 14 miles to Clarksville, TN, 26 miles to Dickson, TN and 42 miles to Nashville! Come relax in the country and soak in the beauty and peacefulness of it all!

Top guest favourite
The entrance to Wee Nook is framed by lush greenery, with a curved roof and a wooden door. A stone pathway leads to a pavilion, offering outdoor seating among the surrounding trees. The natural setting provides a peaceful ambiance in the woods.
Earthen home in McEwen
4.98 out of 5 average rating, 1039 reviews

Wee Nook- a Hobbit Hole

Wee Nook is a 360 square foot living space with a full kitchen and bathroom. It is tucked underground in the middle of the woods. Please come enjoy the woods, farm animals, trails, pond and wide open space while you're here! As JRR Tolkien said: “In a hole in the ground there lived a hobbit. Not a nasty, dirty, wet hole, filled with the ends of worms and an oozy smell, nor yet a dry, bare, sandy hole with nothing in it to sit down on or to eat: it was a hobbit-hold, and that means comfort.”

Top guest favourite
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, 435 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.

Top guest favourite
The Bridge House is seen suspended over a serene creek, framed by lush greenery. A calm water surface reflects the building and surrounding foliage. A gray dog stands on a rock in the foreground, appearing to enjoy the natural setting.
Place to stay in Ashland City
4.97 out of 5 average rating, 427 reviews

Bridge House over Blue Springs Creek

Magical in all seasons! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water and the bamboo whispering in the breeze, take in a sunset, or wade in the creek below. We hope you’ll enjoy this unique covered bridge conversion, expanding from bank to bank with a 50-foot front deck. Breakfast provided the first day includes fresh fruit, a half dozen eggs, and muffins, coffee and tea.

Superhost
Townhouse in Clarksville
New place to stay

Woody Hills Retreat | Dine Outdoors + 2 Mi to APSU

Welcome to Woody Hills Retreat, a warm and inviting home just 2 miles from Austin Peay University and an easy drive to Nashville or Fort Campbell. With space for up to 8 guests, this recently renovated home is perfect for family trips, small groups of friends, or couples looking for a relaxing getaway. Tucked into a quiet neighborhood with warm, comfortable touches throughout, it’s the kind of place where guests can truly relax between adventures.

Guest favourite
Home in Cheatham County
4.82 out of 5 average rating, 17 reviews

The River House

The River House. Peaceful and centrally-located retreat on the river. Get away with out being far away in this peaceful home. Enjoy all that being on the river has to offer. Private boat dock, one minute to boat dock loading ramp, one mile form Bicentennial Walking trail, Biking, Fishing, Walking distance to Cheatham CORPs of Engineers properties and more...

Top guest favourite
A spacious living area features a comfortable sofa and a wooden coffee table, situated on a patterned rug. A large television is mounted on the wall, while a king size bed is visible in the background, near a window that allows natural light to enter.
Guest house in Clarksville
5.0 out of 5 average rating, 39 reviews

French Farms

Located on the south side of Clarksville and part of a small farm, this quiet and peaceful studio apartment is only 45 minutes from Nashville. Farm fresh eggs available upon request! French Farms is a working farm with resident animals on the property. Please review our House Rules regarding guest animals before booking.

Popular amenities for Cunningham holiday rentals