Vacation rentals in Tompkinsville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Tompkinsville

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A two-story farmhouse is set against a twilight sky, featuring a modern gray exterior with a metal roof. The front door is framed by large windows, and expansive greenery adds to the peaceful scenery, highlighting the spacious environment around the property.

Home in Tompkinsville

4.96 out of 5 average rating, 74 reviews

The Crossing

The newly renovated two bedroom farmhouse is located less than 2 miles from the city limits of Tompkinsville, KY and 3 miles from the Tompkinsville airport. Local attractions include the Old Mulkey Meeting House, restaurants, and a short drive to Dale Hollow Lake. The Crossing was built in the late 1890’s in the shape of a cross. The original house has stunning 9 foot ceilings and beautiful fireplaces in the four original rooms. Includes new appliances, Wi-Fi and outdoor space for dining.

Top guest favorite

A well-maintained brick house is set on a grassy lot, featuring multiple windows that provide ample natural light. The front porch is accessible, and a lightly sloped paved path leads to the entrance. Mature trees are visible in the surrounding area.

Home in Glasgow

4.98 out of 5 average rating, 341 reviews

The Belk House near Mammoth Cave

This house is located on a well known street 8 blocks from downtown Glasgow, KY. We are eleven miles from I-65 and 90 miles from either Louisville or Nashville. Conveniently located amid the medical community of Glasgow; five blocks from T J Samson Hospital and the Shanti Niketan Hospice Center. For tourism, located 30 minutes from Mammoth Cave National Park; 20 minutes from Barren River State Park; 40 minutes from National Corvette Museum; and 45 minutes from the Abraham Lincoln Birthplace

Top guest favorite

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, 411 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!

Top guest favorite

A rustic cabin is framed by lush greenery, featuring a welcoming porch adorned with hanging plants. The green metal roof complements the warm wood exterior, while a meticulously landscaped garden with vibrant flowers enhances the inviting atmosphere.

Cabin in Tompkinsville

5 out of 5 average rating, 31 reviews

Pine Grove BNB

Located minutes from the heart of Tompkinsville, experience the charm of our renovated, early 1900's cabin that is professionally landscaped with ambient outdoor lighting. You'll feel miles away nestled among a historic pine grove overlooking more than 100 acres. A respite for those looking for adventure and R&R alike, we welcome anyone in search of a creative getaway, restorative time for themselves, & those wanting to escape to a curated & welcoming space to find a little peace & clarity.

Top guest favorite

A modern kitchen features dark cabinetry, white subway tile backsplash, and stainless steel appliances. A spacious wooden island provides seating for four with woven stools. Natural light floods in through large windows, highlighting the warm reclaimed wood flooring and vaulted ceiling with rustic beams.

Farm stay in Scottsville

4.98 out of 5 average rating, 257 reviews

Flower Farm Modern Loft Retreat - Mammoth Cave

Peaceful privacy on our 227 acre farm, convenient to Bowling Green, Mammoth Cave, and Barren River Lake. The 900 sq ft loft above our home’s garage has private exterior entrance to the finished modern farmhouse loft with completely separate ductwork and HVAC system. The loft features everything you need to stay at the farm and relax: high end, furnished kitchen to cook meals in & fiber optic internet to work or stream. Adirondack chairs and a propane fire pit make for wonderful stargazing.

Guest favorite

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, 365 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 favorite

A tiny guest home is featured with a welcoming front porch. A simple chair is positioned beside the entrance, which is framed by a decorative wreath. The home is light-colored with green accents, set against a backdrop of rolling hills.

Guesthouse in Scottsville

4.98 out of 5 average rating, 255 reviews

Adorable Guesthouse #2 Close to Barren River Lake

We are excited to present our tiny guest home #2. Perfect for the fisherman or couple wanting to stay close to Barren River Lake or Mammoth Cave. This unit is centrally located between several towns and less that four miles from Port Oliver Boat Ramp and Dam. It is close to the main house so we will be available if you need anything. Peaceful surroundings, comfortable queen bed, refrigerator, microwave and coffee bar. 55" smart tv to kick back & relax with. Exterior outlet for boat.

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, 179 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 favorite

An open concept living space showcases a cozy seating area with a beige couch and stone fireplace. A large area rug adds warmth to the wooden floor, while a wooden dining table with chairs can be seen in the background, adjacent to the well-equipped kitchen.

Home in Fountain Run

4.98 out of 5 average rating, 47 reviews

Charming Cabin in the Hollow

Come stay in our peaceful setting located between a creek and a spring, down in the holler! Once inside, enjoy the space we have worked hard to create. The main floor is open concept through from the living room to dining and kitchen. The master bedroom is complete with its own bathroom and tile shower! A unique floating staircase reaches up to the loft area where a large sitting room and dorm style sleeping area combine. Lots of room to play games!

Guest favorite

The historic two-story brick house is framed by a well-maintained lawn featuring a variety of shrubs and flowers. A covered porch extends across the front, marked by white rocking chairs and supported by large columns, inviting relaxation in the shade.

Home in Tompkinsville

4.89 out of 5 average rating, 85 reviews

Unique 1805 Historical House

The Old Brick House is located within minutes of Tompkinsville. It is situated on 3 acres of land where you can hear the sound of tree frogs at night and the creek running across the road. This property is well shaded with lots of outdoor space perfect for a quiet get a way for couples or families. This home can sleep six individuals comfortably. So if you are looking to relax & enjoy some history, please come stay at The Old Brick House.

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, 309 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!

Guest favorite

A cozy tiny cabin is set amid a gravel area, surrounded by trees. A hammock is gently draped between posts, while wooden chairs are placed nearby. The cabin features a porch with a railing and string lights, extending a welcoming atmosphere.

Tiny home in Celina

4.97 out of 5 average rating, 110 reviews

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!*