
Holiday houses in Tompkinsville
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Top-rated holiday rentals in Tompkinsville
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Mammoth Cave Yurt Paradise!
Just 11 miles from the world's longest cave system, Mammoth Cave National Park, our yurt provides a unique glamping experience with many modern amenities. Inside, cook in the full kitchen or snuggle up and enjoy your favorite show on our smart TV. Outside, sit on our large private deck or around a stone fire pit where you can relax and enjoy the sounds of nature. Whether you're looking for a quiet retreat or an adventure-filled getaway, our yurt is the perfect choice for your next vacation.

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.

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!

Heaven’s View-The woods are lovely, dark and deep.
“The woods are lovely, dark and deep, But I have promises to keep, And miles to go before I sleep, And miles to go before I sleep.” -Robert Frost This unique and tranquil getaway offers an AMAZING VIEW that stretches for miles and miles, with nothing but nature in sight. You'll enjoy a bird’s eye view of Putnam and Overton counties, all from an elevation of approximately 2,000 ft. Wildlife, peacefulness, and tranquility meet modern amenities in this new (2020) concrete log home!

One of a Kind Farmstead Experience
A one of a kind farmstead experience, stay in a newly constructed barn on our 350 acre dairy farm. The Mattingly farm is home to Kenny's Cheese, farmstead cheese made right here on our farm and you have a unique opportunity to stay in the heart of the action, in our brand new apartments directly above the dairy barn. You will be welcomed by our friendly dairy cows and possibly a new baby calf, or two. And because our cheese is AMAZING, we will leave some in the fridge for you to try.

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.

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.

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!

Sunset Ridge Cabin- Snow Hill Farm
Our cozy tiny cabin is the perfect get away for your vacation. Come relax just 10 minutes from beautiful Dale Hollow Lake in our peaceful location here in Celina, TN. Our goal is to allow you to unwind and put a pause on the craziness of everyday life. Enjoy your cup of coffee with a view of our rolling hills pasture and farm animals. *All natural cleaning supplies used. Yay for a chemical free vacation!*

Private getaway in the hills of Dale Hollow
Completely renovated, secluded home in the quiet hills of Dale Hollow. Perfect getaway for fishing, horseback riding, other water activities, or just to get away for some peace and quiet. Nearest marina is Holly Creek, just minutes away with multiple other options in the area. Close to horse trails and downtown Celina is a 10-15 minute drive with grocery stores, antique shops, and local restaurants.

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.

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.
Popular amenities for Tompkinsville holiday rentals
Other great holiday rentals in Tompkinsville

Guest House at Hundredfold Farm

Newly renovated apartment in quaint Celina

Farmhouse in Livingston

Woodside Retreat-A: Modern Home

Obey River House

“Riverside Retreat” (New Hot Tub)

Between the Waters Rustic Retreat

Cozy Cottage in Scottsville KY
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