Holiday rentals in Gainesboro

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Top-rated holiday rentals in Gainesboro

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An A-frame cabin with a striking black exterior features a bright yellow door and large windows. A cozy deck area includes a modern seating arrangement and a round fire pit. Surrounding trees provide a natural backdrop, enhancing the secluded and tranquil setting.
Cabin in Smithville
4.99 out of 5 average rating, 106 reviews

A-Frame Home Near Lake w/ Amazing Views & Firepit!

Unique A-Frame w/seasonal views of Center Hill Lake & year-round views of nature. Rest, relax & rejuvenate at this Center Hill A-Frame. You will love this tranquil triangle cabin with its modern, quirky & fun touches in a peaceful & secluded neighborhood. For a small space, it has BIG style & a luxurious feel. It’s less than 1/2 to the neighborhood boat launch/lake access. “Acute Triangle” is an understatement. Perfect Couples Getaway Cabin! Close to waterfalls. Book your A-frame stay today! 💛

Top guest favourite
A spacious screened-in porch features comfortable seating arrangements and a dining table, all surrounded by views of the lush greenery and Caney Fork River. Natural light filters through the rustic ceiling, enhancing the outdoor atmosphere for relaxation.
Cottage in Lancaster
4.98 out of 5 average rating, 268 reviews

Caney Cottage on the River

Caney Cottage studio style floor plan is the perfect couples getaway.Cottage boast the best & closest views of the Caney Fork w/floor to ceiling glass across the back that accesses a screened in covered porch.Step into the back yard & slip your kayak or fishing line in the water.Read a book by the river’s edge or enjoy the fire pit.Cottage offers something for everyone to enjoy & most importantly relax & unwind.Very unique & quaint w/ comfy queen bed & queen sofa bed. 3 mi to Center Hill Lake.

Top guest favourite
A hot tub is situated on a deck, surrounded by trees. The bubbling water can be seen, while a pair of bare feet rests on the edge. Soft light filters through the foliage, creating a serene atmosphere.
Cabin in Hilham
4.98 out of 5 average rating, 288 reviews

#3 Talley's Cabins by Dale Hollow Lake

Welcome to Talley’s Cabins near beautiful Dale Hollow Lake nestled in the Upper Cumberland area of TN. A quiet, peaceful and clean stay in the beautiful hilltops. With 47 acres to enjoy including hiking trails, scenic grounds to snap a picture, your own hot tub and fire pit. We are also just a short drive to some great attractions such as: Cummins Falls State Park, Standing Stone State Park, and numerous marinas surrounding the beautiful No. 1 Houseboat Lake on the Continent, Dale Hollow.

Top guest favourite
A modern dome structure stands elevated on wooden stilts amidst lush greenery. The exterior features large geometric windows that reflect the surrounding trees, while warm outdoor lighting strings across the deck, enhancing the peaceful ambiance of the natural setting.
Dome in Smithville
4.98 out of 5 average rating, 125 reviews

Solace Sphere

Welcome to our modern sanctuary nestled in the serene woods of Smithville, just a stones throw away from the tranquil waters of Center Hill Lake. Solace Sphere offers a contemporary twist on the classic dome design, featuring a one bedroom layout with a loft, complemented by a rejuvenating waterfall shower and top-of-the-line appliances for your comfort and convenience. We are located 1-1/2 hours from Nashville and 3 miles from Pate’s Ford Marina Bar and Grill. We hope you find your Solace.

Guest favourite
A unique treehouse structure is viewed among vibrant autumn foliage. The design features large glass panels allowing natural light to flood in. A stone patio surrounds a fire pit with seating, while a hammock is visible nearby, inviting relaxation in the serene forest setting.
Treehouse in Bloomington Springs
4.98 out of 5 average rating, 540 reviews

Romantic Treehouse w/ Sauna, Hot Tub, & Fire Pits!

Perched 15 feet up in the Tennessee woods, The Treehouse is where you come to celebrate something — an anniversary, a proposal, a birthday, or just the fact that you finally stopped. Hand-built by Amish craftsmen with an 1848 front door and 100-year-old stained glass, it pairs a cast iron claw-foot tub for two, a king bed, and a private hot tub under the stars with full access to a sauna, cold plunge, and more. 1 hour from Nashville, 15 minutes from Cookeville. Just far enough to feel gone.

Top guest favourite
The exterior of a southern-style mansion is shown, featuring a spacious porch with white rocking chairs. Large windows enhance the facade, and vibrant trees frame the property. A pathway leads to the front door, adorned with subtle landscaping underfoot.
Farm stay in Clay County
4.95 out of 5 average rating, 139 reviews

The Hayes House, Near Dale Hollow Lake

Southern mansion in a small rural and peaceful community close to Dale Hollow Lake. Enjoy quiet evenings on the wide porches, beautiful sunsets, and a great local atmosphere in a welcoming and quiet small town. You will have 4 bedrooms, a spacious kitchen, large dining area, comfy living room, convenient laundry room, and 2 beautiful bathrooms all to yourself. Get away from the hustle of the city for a laid back, enjoyable rest in this historical, very comfortable plantation style home.

Superhost
The cottage features a vibrant red metal roof and a welcoming porch with wooden chairs. A view of the surrounding area showcases greenery and buildings in the distance, including a clock tower, highlighting the cottage's proximity to the town center.
Cottage in Gainesboro
4.92 out of 5 average rating, 317 reviews

A vintage cottage in historic downtown Gainesboro

The Cottage is a private space conveniently located one block from the Gainesboro square in picturesque Jackson county. Close by are many outdoor activities such as fishing the Cumberland River or canoeing/kayaking on the Roaring River, where there is a boat ramp, a swim area & playground. Just 12 miles to Cummins Falls State Park & 25 minutes to Cookeville. If you’re a history buff, make sure to visit the incredible Jackson County Archives & Veterans Hall at 104 Short St.

Guest favourite
The image shows a green, grassy area with a gravel driveway curving toward a cottage surrounded by lush trees. The bright blue sky complements the verdant landscape, creating a serene outdoor setting.
Home in Whitleyville
4.92 out of 5 average rating, 187 reviews

~Liberty Cottage~ A Peaceful Getaway

This cozy cottage is the perfect get away for just you or the whole family. Relax and soak up this peaceful and scenic location.There is plenty to see, right in the back yard!!! cows, goats, chickens, and your occasional barn kitty!!! Come out, relax, enjoy family time, have a romantic getaway, unwind in one of the most beautiful scenic areas in TN. Catch a glimpse of deer as the pass through the field next to the house. Watch the birds. fiber optic internet.

Top guest favourite
An open living space features vaulted wood ceilings and large windows allowing ample natural light. A well-equipped kitchen with a central island is complemented by a dining area and a view of the outdoor deck. Decorative lighting enhances the inviting atmosphere.
Home in Hilham
5 out of 5 average rating, 174 reviews

Country Setting with City Comfort

Enjoy peace and quiet! The home offers many comforts and conveniences while being situated on 31 wooded acres. This is a remote, secluded location that allows you to relax, but if you do want to get out and enjoy some attractions, below are some approximate driving times. These towns offer the closest shopping so you may want to come prepared with your needs. Livingston- 25 minutes Celina- 25 minutes Gainesboro- 30 minutes Cookeville- 45 minutes

Top guest favourite
The cabin features a welcoming facade with a green roof and a large wrap-around porch, surrounded by well-maintained landscaping. Rocking chairs are placed on the porch, ideal for enjoying the outdoors. A gravel driveway leads to the entrance, enhancing accessibility to the property.
Bungalow in Gainesboro
5 out of 5 average rating, 56 reviews

Cedar Bungalow

This perfect little gem is waiting for you! Escape from the hustle and bustle of the city and everyday life, away from the traffic and come enjoy nature at its finest. You will enjoy fishing, kayaking, and swimming, which make this cabin the perfect vacation getaway! See deer, rabbits, hummingbirds and maybe hear a coyote at night. Sit on the large wrap-around porch and enjoy the gorgeous sunsets. Or enjoy your morning coffee on that great porch!

Top guest favourite
A cozy living area features a dark gray sofa with bright yellow accents and a coffee table adorned with greenery. A flat-screen television is mounted on the wall opposite the sofa. Doorways lead to additional rooms, enhancing the space's openness.
Cottage in Carthage
4.98 out of 5 average rating, 329 reviews

The Farmhouse...One Mile from Caney Fork Boat Ramp

Welcome to the Farm House!! This beautifully updated 1BD/1BA cottage is located approximately one mile from the Caney Fork boat ramp in Gordonsville and 10 minutes from Interstate I-40. Surrounded by acres of mature trees, foliage, and the sounds of the Caney Fork River, you will relax in the epitome of country living. PLEASE NOTE: Uber and Lyft services are NOT available in the area. Please plan accordingly.

Top guest favourite
A wooden cabin is set amidst lush greenery, featuring large windows that allow natural light to fill the interior. A spacious deck, surrounded by trees, invites outdoor relaxation. Stairs lead down to the cabin entrance, blending harmoniously with the surrounding forest.
Cabin in Jackson County
4.98 out of 5 average rating, 328 reviews

Brae Cabin - Nature Surrounded and Tech Connected

Relaxation, Romance, and Nature. Brae Cabin is a beacon that matches your wants and needs. The outdoor night is transformed by the Enchanted Forest light show. Secluded in nature with just the right amount of technology to be interesting. The trails start at the entrance of Brae Cabin. Walk to Mt. Cameron or the Outpost (the cabin with an outhouse). An experience awaits. Hugh and Nancy welcome you!

Popular amenities for Gainesboro holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Jackson County
  5. Gainesboro