Vacation rentals in Tompkinsville

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Top-rated vacation rentals in Tompkinsville

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Top guest favourite
An outdoor seating area features two wooden adirondack chairs positioned beside a stone fireplace, where a welcoming fire is lit. Warm lighting highlights the wooden deck, and a small circular table rests nearby. A stack of firewood is neatly arranged against the wall.
Cabin in Jamestown
4.93 out of 5 average rating, 152 reviews

River Loft Cabin w Free Kayaks

* Waterfront cabin overlooking the lake. * Free kayaks: Kayak # 1: double sit-on-top ocean kayak. Kayak #2: single Pescador kayak. * Launch the Kayaks from the bottom of our ridge. * For boats: the boat ramp is 1/4 mile on Riverton Rd. * Wood burning outdoor fireplace on the open deck. Enjoy one of the 3 decks. Inside: * 3 queen beds, 1 bathroom, Central AC and heat, fresh bedding and towels, equipped kitchen. * Excellent WiFi at the cabin but cell service is spotty. Use WiFi calling.

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, 254 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.

Top guest favourite
Cabin in Hilham
4.97 out of 5 average rating, 320 reviews

#2 Talley's Cabins by Dale Hollow Lake

Welcome to Talley’s Cabins near beautiful Dale Hollow Lake nestled in the Upper Cumberland area of TN. A quiet, peaceful and clean stay in the beautiful hilltops. With 47 acres to enjoy including hiking trails, scenic grounds to snap a picture, your own hot tub and fire pit. We are also just a short drive to some great attractions such as: Cummins Falls State Park, Standing Stone State Park, and numerous marinas surrounding the beautiful No. 1 Houseboat Lake on the Continent, Dale Hollow.

Top guest favourite
A cozy living area is highlighted by wooden walls and natural light. A dining table with chairs occupies one side, while a comfortable leather sofa with accent pillows faces a decorative fireplace. A chandelier hangs above, emphasizing the inviting ambiance.
Cabin in Moss
4.98 out of 5 average rating, 434 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!

Guest favourite
A panoramic view of rolling hills showcases a vibrant autumn palette, with trees displaying shades of orange, yellow, and green. The landscape extends into the distance, framed by gentle mountain ridges under a cloudy sky, inviting a sense of tranquility and connection with nature.
Cabin in Crawford
4.94 out of 5 average rating, 115 reviews

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!

Top guest favourite
A contemporary dairy barn showcases a welcoming façade featuring green siding and a spacious covered porch. A sign for Kenny's Farmhouse Cheese is prominently displayed at the entrance, with farm equipment parked nearby, set against a backdrop of rolling green fields.
Farm stay in Austin
4.96 out of 5 average rating, 373 reviews

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.

Top guest favourite
A charming wooden exterior of a one-story cabin is surrounded by landscaped greenery and decorative boulders. Soft lighting highlights the cabin's screened in porch, inviting a relaxed atmosphere. Trees and shrubs create a natural setting that enhances the overall appeal of the property.
Home in Scottsville
4.97 out of 5 average rating, 99 reviews

The Lakeaway @ Barren River Lake

Welcome to the Lakeaway! Relax, unwind, explore and make memories at this "Old Kentucky Home". Conveniently located 4 miles from the Barren River State Park Resort which offers, lake access, dining, drinks, golfing, hiking, mountain bike trails, horseback riding, boat rentals, fishing and so much more. The home features a cozy screened in porch, large outdoor fire-pit and covered lounge area, kids play area, kayaks, bikes and more. You are bound to enjoy your getaway at The Lakeaway.

Top guest favourite
A rustic cabin exterior features dark wooden siding and a welcoming porch area. A wooden railing surrounds the entrance, while stone stepping stones lead through a grassy yard. A metal roof adds a touch of character, complemented by nearby greenery.
Cabin in Edmonton
5 out of 5 average rating, 112 reviews

Secluded Cabin with private 3 acre fishing lake

Very secluded cabin on dead end road, gated with keypad entrance. Three acre stock fishing lake .Fishing is catch and release only.Aluminum boat available for guest use.Wildlife feeder. Walking trails but not for the faint at heart . Outside fire pit with wood supplied.Charcoal grill on site with farmhouse style outside table . Owner is on-sight , separate residence.Not handicap accessible.

Top guest favourite
A small dining area is positioned in front of large windows, offering a view of the lake at sunset. A bottle and glass sit on the table, which is flanked by two benches. The warm hues of the setting sun fill the room.
Guest suite in Albany
4.97 out of 5 average rating, 276 reviews

Page's Legacy: Spring Getaway at the Lake

All rooms have a view of the lake and the deck overlooks Dale Hollow. We are a mile from Wolf River Boat Dock. The suite is downstairs with a private entrance. There are walking paths that encompasses 3 acres on the property. The private deck has a fire pit for chilly mornings to enjoy coffee or relaxing evening. There are some great day trips I have added to the "Host Guidebook" Click on "More about this location" and scroll to the bottom and click on "Show Host Guidebook"

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, 186 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 favourite
Cabin in Celina
4.93 out of 5 average rating, 111 reviews

Private getaway in the hills of Dale Hollow

A secluded home in the quiet hills of Dale Hollow. Perfect getaway for fishing, horseback riding, other water activities, or to get away for some peace. The 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. Plenty of room to park a boat. There is an outdoor outlet to charge a boat.

Top guest favourite
The exterior of a single-story house is shown, featuring a stone façade with wood accents. A metal roof caps the structure, and large windows allow natural light to enter. A stone pathway leads to the front door, which is framed by landscaped grass and decorative shrubs.
Home in Cookeville
5 out of 5 average rating, 223 reviews

Sheep’s Meadow Cottage

1 king bed, 1 queen fold-out couch, dedicated workspace. Take it easy at this tranquil and cozy getaway surrounded by a sheep meadow, just 2 miles from I-40. Fishing pond available upon request. We are located just 15 minutes from the charming small town of Cookeville, TN. We are also near beautiful natural attractions, such as waterfalls and lakes. Cookeville is centrally located between Nashville, Knoxville, and Chattanooga.

Popular amenities for Tompkinsville vacation rentals

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  2. United States
  3. Kentucky
  4. Monroe County
  5. Tompkinsville