Vacation rentals in Gainesboro

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Top-rated vacation rentals in Gainesboro

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Guest favorite

Cottage in Gainesboro

4.95 out of 5 average rating, 240 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 (shuttle available), 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.

Jan 19 – 26

G$18,548 GYD per night

Guest favorite

Home in Cookeville

4.94 out of 5 average rating, 108 reviews

Hilham House

Relax in this quaint little home or go out to visit the great attractions nearby. You can be downtown in 10 minutes for shopping and eating at local restaurants. The home is located just 4.5 miles from TTU. 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!

Oct 4 – 11

G$20,480 GYD per night

Guest favorite

Home in Hilham

5.0 out of 5 average rating, 145 reviews

Country Setting with City Comfort

Enjoy peace and quiet! The home offers the comforts and conveniences of a resort-style vacation home while guests enjoy the natural beauty of the woods. 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

Sep 22 – 29

G$36,190 GYD per night

Guest favorite

Cabin in Moss

4.98 out of 5 average rating, 328 reviews

Tennessee Retreat Log Cabin Near Dale Hollow Lake

Tennessee Retreat Log Cabin, nestled in the hills of the Eastern Highland Rim, has everything you need to escape in style. Amenities (like WiFi and Cable TV) let you enjoy the serenity of the woods with casual or formal dining, antique or necessity shopping, water activities on Dale Hollow Lake - a 15 minute drive, wineries, historic & natural attractions & live entertainment. Perfect for business or pleasure trips, extended stay or hosting weddings or events on the extensive lawn. Welcome!

Oct 31 – Nov 7

G$17,402 GYD per night

Guest favorite

Farm stay in Cookeville

4.97 out of 5 average rating, 126 reviews

Cute Cottage on Joyful Lil' Farm

This peaceful little cottage on our family farm is a great place to relax and unwind. Beautiful gardens and scenery to enjoy. A wonderful place for a getaway conveniently & centrally located in middle Tennessee... 6 miles to Burgess Falls State Park 10 miles to Caney Fork River (Canoe the Caney) 15 miles to Center Hill Lake Marina 40 miles to Dale Hollow Lake State Park 60 miles to Nashville International Airport 75 miles to Chattanooga 90 miles to Knoxville 114 miles to Pigeon Forge

Dec 2 – 9

G$18,368 GYD per night

Guest favorite

Home in Cookeville

5.0 out of 5 average rating, 252 reviews

Cummins Falls Getaway

This newly remodeled home is nestled in a quiet subdivision with a view of peaceful pastures from the front porch swing. It is a perfect get-away destination for you and family or friends. It is located on the outskirts of Cookeville, and in minutes you can be; downtown for a little shopping and dining out, at the trail head to Cummins Falls*, or at TTU for the big game or graduation. * A permit is now required to hike to the falls. tnstateparks.com/parks/cummins-falls

Mar 23 – 30

G$25,322 GYD per night

Guest favorite

Home in Whitleyville

4.95 out of 5 average rating, 131 reviews

~Liberty Cottage~ A Peaceful Getaway

This cozy cottage is the perfect get away for your holiday vacation. Relax and soak up this peaceful and scenic location.There is plenty to see, right in the back yard!!! cows, goats, guineas, chickens, pigs, 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.

Aug 12 – 19

G$22,799 GYD per night

Guest favorite

Cabin in Celina

4.89 out of 5 average rating, 131 reviews

Getaway Dale Hollow - Nashville

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

May 24 – 31

G$16,929 GYD per night

Guest favorite

Guest suite in Cookeville

5.0 out of 5 average rating, 127 reviews

The Suite at Waterloo Falls- entire suite

Located on Spring Creek, one of Tennessee's designated State Scenic Rivers, this property offers over 2000 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.

May 19 – 26

G$27,516 GYD per night

Guest favorite

Cabin in Jackson County

4.98 out of 5 average rating, 263 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!

Jan 26 – Feb 2

G$32,703 GYD per night

Guest favorite

Cabin in Cookeville

4.98 out of 5 average rating, 511 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.

Nov 12 – 19

G$27,899 GYD per night

Guest favorite

Tiny home in Cookeville

4.99 out of 5 average rating, 138 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, tiled corner shower, and complimentary coffee. Minutes from TTU, Salt Box Inn, Cummins Falls, Crossfit Mayhem, CRMC hospital, and downtown Cookeville!

Aug 26 – Sep 2

G$27,689 GYD per night