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Holiday rentals in Gainesboro

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Gainesboro

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

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Superhost
The living room features a mix of comfortable seating, including red armchairs and a blue upholstered chair, arranged around a wooden coffee table. A large television is set against a wooden entertainment unit, while natural light brightens the room from nearby windows.
Home in Cookeville
4.87 out of 5 average rating, 232 reviews

Large 5 BR 7 Beds 2 baths (3 Queen & 4 twin beds)

Ideal downtown Cookeville listing for large family, group of friends, or 2-3 small familes. Main floor 3 BRs W Queen beds/Upstairs 2 BRs with twin beds in each/Basement-2 washers/dryers, utility sink, and commode. Full bath downstairs and upstairs. House has Wifi, 55" Smart TV (Amazon Fire). This 1930s house is within easy walking distance of grocery, restaurants and retail stores. Approx 1 mile from TTU, 1.5 miles from CaneCreek Sportsplex, & 3/4 mile from the Courthouse & Regional Med Center.

Guest favourite
A spacious log cabin, surrounded by green landscaping, features a covered front porch supported by wooden columns. Rocking chairs are positioned on the porch, inviting relaxation. A stone fire pit is visible in the foreground, with a blend of wooded areas providing a natural backdrop.
Cabin in Allons
4.94 out of 5 average rating, 265 reviews

Sweet Southern Retreat near Dale Hollow Lake

Welcome to the Cox-Dean Family Cabin near beautiful Dale Hollow Lake. Enjoy the peace and tranquility of 17 acres of undeveloped land from the comfort of an updated and well-equipped log cabin. Features 3 bedrooms, a loft with 4 twin beds, 2 bathrooms, a full kitchen, a board game closet, charcoal grill, a smart TV and fiber/gig speed internet. Central heat/air and city water/sewer. **NEW KITCHEN APPLIANCES AS OF JULY 2025** NOTE: We do NOT have cable or satellite TV, only streaming services.

Guest favourite
The exterior of the historic country store is shown, featuring a wide porch with multiple rocking chairs. A simple wooden sign displays the name, while the white wooden façade is complemented by a gravel parking area. Lush greenery surrounds the building, enhancing its charming appeal.
Home in Baxter
4.9 out of 5 average rating, 106 reviews

Cole's BNB - Cute Historic Store turned Farmhouse

Historic country store turned AirBNB. Enjoy the unique experience of staying in this charming 1950's country outpost. Updated with modern conveniences to make your stay comfortable. Garnished with knick knack's and merchandise original to the store and surrounding area. Located 15 minutes from both Cordell Hull & Center Hill Lake. Minutes from historic Baxter and Cookeville. Large parking lot can accommodate boats & RV's. Pull up a rocking chair and relax the way your grandparents did.

Top guest favourite
A tranquil sunset is reflected on the calm surface of the Cumberland River, with vibrant shades of orange, pink, and purple filling the sky. Silhouettes of trees frame the scene, contrasting against the colorful backdrop.
Guest house in Granville
4.96 out of 5 average rating, 141 reviews

The Hoot Camp, A Granville Home with a View

The Hoot Camp in located in historic Granville, TN, situated just a mile from the town center and only two miles from Wildwood Resort and Marina. There are plenty of things to do during your stay, including antiquing, wine tasting, hiking and water sports. With large decks and a hot tub for relaxing, the Hoot Camp is ideal for rejuvenating your soul and enjoying sweeping views of the Cumberland River. Two restaurants, music and additional water activities nearby. Come and Enjoy!

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.

Superhost
A light-filled living area features a comfortable white sofa adorned with blue and brown pillows. A round wooden coffee table sits in front of the couch, positioned on a patterned rug. The ceiling fan adds a cool touch, complementing the neutral wall colors.
Home in Cookeville
4.89 out of 5 average rating, 282 reviews

Comfy in Cookeville

This home has been completely remodeled and furnished with your comfort in mind. This is our third air bnb and we truly try to focus on cleanliness, comfort and convenience! On top of comfortable, this house is close to all things Cookeville - 1.5 miles to downtown Cookeville, 8 miles to Cummins Falls, 1 mile to TTU and the hospital, 4 miles to Crossfit and 12 miles to Burgess Falls. Not sure what brings you to Cookeville, but we'd love to have you check out our place!

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, 188 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.

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, 257 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 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