Holiday rentals in Gainesboro

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Top-rated holiday rentals in Gainesboro

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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, 280 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.

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
4.97 out of 5 average rating, 134 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, 547 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, 143 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.

Top guest favourite
A spacious dining area is highlighted by a long wooden table surrounded by ten chairs, situated on a large patterned rug. Warm lighting fixtures hang from the ceiling. A divider screen and various art pieces adorn the walls, contributing to an inviting atmosphere.
Flat in Gainesboro
5.0 out of 5 average rating, 13 reviews

The Fig Flat Historic Gainesboro

This stylish studio apartment offers approachable luxury. A studio apartment modeled after the legendary hotel rooms of The SoHo House private clubs around the world, this is the perfect couples home base to explore Gainesboro and the beauty of Jackson County. Features a massive 108" x 108" empire king bed, a comfortable couch and sitting area, fully equipped kitchen and bath with hand tiled walk in shower and dual vanity sink as well as a dining room table with 10 chairs.

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, 325 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
A tranquil waterway reflects the surrounding trees and distant hills under a partly cloudy sky. The grassy foreground features scattered logs along the shore, creating a serene setting for relaxation or exploratory walks.
Cabin in Gainesboro
4.79 out of 5 average rating, 90 reviews

Charming Happy Mountain Hideaway

This serene mountainside paradise nestled in the trees overlooking the Lake is home to abundant dear, rabbits, hummingbirds, butterflies & lightening bugs. It's walking distance to the boat launch, fish right off the dock, trailer your boat or rent one at a nearby marina! Only minutes away from Awe-Inspiring Waterfalls, Amazing swimming holes, Country Vittles-Gourmet Dining, Live Blue Grass & Boutiques, it's conveniently situated between Knoxville & Nashville.

Guest favourite
A comfortable living area features a sectional sofa covered in soft grey fabric, positioned on a patterned area rug. Natural light filters through a window dressed with patterned curtains, while a small side table rests beside the sofa. The entrance door stands in view, framed by a welcoming tone.
Home in Cookeville
4.87 out of 5 average rating, 254 reviews

Hilham House

Quaint older home where you can be downtown in 10 minutes for shopping and eating. The home is located just 4.5 miles from TTU on Hilham Rd. It’s on a 2 lane state highway. For the kids a pack n play and gates provided!(also used for dogs) Algood City Park is 4.5 miles away & Dogwood Park is within 6 miles. Want to get outdoors? Cummins Falls State park is 7 miles down the road! Lets not forget you can work out at Crossfit Mayhem. Its just a 10 minute drive.

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
5.0 out of 5 average rating, 178 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
5.0 out of 5 average rating, 59 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
4.99 out of 5 average rating, 338 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, 332 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