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Vacation rentals in Gainesboro

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Top-rated vacation rentals in Gainesboro

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

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Guest favorite
A cozy living area features a comfortable couch positioned towards a wall-mounted TV. A wooden coffee table sits in front, complemented by a small lamp and simple decorative items. The room is connected to a bright kitchen visible in the background.
Condo in Cookeville
4.81 out of 5 average rating, 168 reviews

Cozy Country Club Condo

Relax in this cozy but spacious one bedroom condo with pool (in season) and assigned parking. Centrally located to everything Cookeville has to offer - this is one of those perfect and easy to access properties! The living room has a comfy couch, a smart TV with Netflix, and even a desk to knock out some work if need be. A kitchen equipped with everything you’d need. Add in an updated bathroom with tub/shower and a large bedroom with a comfy king bed and smart TV to make this a perfect stay!

Guest favorite
A bedroom is displayed featuring a black metal bed frame with a plush white comforter. Textured throw pillows in varied patterns are arranged on the bed. Two bedside tables with lamps are positioned next to the bed, and natural light filters through the windows.
Home in Cookeville
4.87 out of 5 average rating, 306 reviews

1/2 mile from downtown Cookeville, TTU, hospital

Beautifully remodeled 1960's home in the heart of Cookeville. Only 3 miles from I40 and located .5 a mile from TTU, Cookeville Hospital, and the historic downtown where you will find Ralph's Donuts, Cream City Ice Cream, Crawdaddys, Red Silo and much more. Also less than 10 miles from Cummins Falls, 12 miles to Burgess Falls and 3.6 miles to Crossfit Mayhem- truly near it all! This is a new listing but we are not new hosts- we also host "1950's charmer" which has over 90 five star reviews!

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
4.93 out of 5 average rating, 303 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.

Top guest favorite
A cascading waterfall is surrounded by lush greenery, with water flowing over rocky ledges into a serene river pool below. The scene is illuminated by a warm, golden glow of the setting sun, creating a tranquil atmosphere amidst the natural landscape.
Guest suite in Cookeville
4.99 out of 5 average rating, 211 reviews

The Suite at Waterloo Falls- entire suite

Located on Spring Creek, one of Tennessee's designated State Scenic Rivers, this property offers over 2,000 ft of river frontage, including 2 waterfalls. You'll have the entire custom-built suite to yourself with amazing views out every window. Listen to the springs pouring down the cliffside, birds chirping, and star gazing- all from your private porch. The entry is keyless for easy self-check in. We live on top of the hill and are available if you need anything.

Guest favorite
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, 181 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 favorite
A serene country road is flanked by vibrant autumn trees showcasing orange and gold leaves. A quaint cottage with a green roof is partially visible, nestled among the foliage and softly illuminated by natural light.
Cottage in Hickman
4.96 out of 5 average rating, 786 reviews

Gibbs Farm Cottage; Kids and Pets Welcome

Our motto is: Clean, convenient, comfortable and affordable. High speed fiber optic Internet/WIFI. Pet/kid friendly. Plenty of parking, five miles off I-40. Located on a 68-acre working farm, the cottage sits in a peaceful valley surrounded by rolling hills, pastures and woods. Relax and enjoy the tranquility of the country. Get a taste of farm life. Or enjoy outdoor activities available in the area. Come enjoy our little piece of heaven!

Top guest favorite
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, 301 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 favorite
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, 316 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!

Top guest favorite
The cabin features a rustic wooden facade with a stone chimney, surrounded by nature. A spacious porch wraps around the structure, and vibrant trees with pink blossoms add color to the setting. The entrance is marked by a welcoming sign that reads 'Cabin by the Creek.'
Cabin in Cookeville
4.99 out of 5 average rating, 612 reviews

Cabin by the Creek

The cabin is a wonderful place for a family retreat or couples getaway! It is conveniently located 3 minutes from a four lane highway and is less than 15 minutes south of a town that has a population of around 5,000 and 20-30 minutes north of a larger college town of approximately 35,000. The Cabin is nestled by a shallow creek and faces 25 wooded acres that are ideal for hiking and enjoying nature.

Top guest favorite
A narrow hallway leads towards a lofted sleeping area, showcasing a wooden ceiling with exposed beams. Light floods in through a large window, illuminating the modern kitchen to the left, which features stainless steel appliances and white cabinetry. A soft area rug runs along the floor.
Tiny home in Cookeville
4.99 out of 5 average rating, 243 reviews

Tiny Home on Little Brook Rd.

Discover big living "tiny" in our 2022 custom-built tiny home. Enjoy a relaxing whirlpool tub, Roku TV, electric fireplace, queen size sleeping loft, pullout couch, dishwasher, workspace, full-size fridge with ice/water, washer/dryer combo, tile corner shower, and complimentary coffee. Minutes from TTU, Salt Box Inn, Cummins Falls, Crossfit Mayhem, CRMC hospital, and downtown Cookeville!

Top guest favorite
The cottage features a welcoming exterior with a spacious deck surrounded by fall foliage. Comfortable seating arrangements are placed on the deck, inviting relaxation. A well-maintained pathway leads to the entrance, enhancing the natural setting.
Cottage in Livingston
4.98 out of 5 average rating, 131 reviews

The Woodside Cottage-Close to Downtown!

A cute, quiet, relaxing retreat located 3 miles from the Livingston. Watch the wildlife graze right in front of your eyes and enjoy a man made lake off of a large deck. This cottage is a beautiful getaway for you! Enjoy an outdoor grill, fire pit and relax. We are located 20 minutes from Dale Hollow Lake and Cummins Falls.

Top guest favorite
The cottage exterior is presented with a blend of stone and neutral siding. A covered porch features a small table and chairs, surrounded by planters with greenery. The manicured lawn offers ample space, with trees visible in the background and a glimpse of the barn structure beyond.
Cottage in Cookeville
4.97 out of 5 average rating, 554 reviews

The Cottage at NBF- 2.5 miles to Cummins Falls

The Cottage at Newton’s Bend Farm is a cozy two bedroom home on a 50 acre farm. Located only 2.5 miles from Cummins Falls State Park and 5 miles from Tennessee Tech, which makes the location convenient while very private. Lots of trees and natural scenery. Deer, turkey and other wildlife frequently sited from back deck.

Popular amenities for Gainesboro vacation rentals

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