Holiday rentals in Tompkinsville

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Top-rated holiday rentals in Tompkinsville

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

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Top guest favourite
Cabin in Monterey
4.98 out of 5 average rating, 555 reviews

Little Cabin in the Woods

Bring your Kayak and enjoy the Mtn air in the comfort of our little Cabin on 5 wooded acres with a private Lake. Listen to the coyote's howl, campfires burn bright, and night sky's brindle with the twinkle of distant stars and fireflies. Daytime, pull on your hiking boots and enjoy the nearby state parks, lakes, and waterfalls. Just 3.5 miles off I-40, bounce in town or down the mtn for the perfect meal. Zipline, paddleboat, campfires & memories abound! Hosts live on property/avail 24/7.

Top guest favourite
Treehouse in Franklin
4.99 out of 5 average rating, 189 reviews

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Top guest favourite
Cabin in Hilham
4.98 out of 5 average rating, 284 reviews

#3 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, 441 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 favourite
The exterior of the tiny guest home is shown, featuring a welcoming porch with two gray chairs positioned beside the entrance. A simple wreath adorns the white door, while neatly arranged stone steps lead to a landscaped area with fresh greenery.
Guest house in Scottsville
4.96 out of 5 average rating, 208 reviews

Adorable Guesthouse close to Barren River Lake #1

Tiny guest home is beautifully decorated & extremely comfortable. We provide snacks including chocolate, 2 bottles of water, coffee pods, high quality linens & thick mattress toppers. Peaceful surroundings, kitchen is equipped w/ refrigerator, microwave, hot plate, coffee bar & 55”television. Exterior outlet for boat hookup. Spacious parking. 20 minute drive to Mammoth Cave, 4 miles to Barren River Dam & Dock. Unit is close to main house, so if you forget something, we have you covered.

Top guest favourite
A shallow creek flows gently through a wooded area, lined with trees. Smooth stones and pebbles are visible along the water's edge. A person stands mid-stream, with water reflecting the surrounding greenery. Soft light filters through the leaves, creating a peaceful ambiance.
Home in Summer Shade
4.98 out of 5 average rating, 103 reviews

Quiet country farmhouse near creek

Make some memories at this unique and family-friendly place. Located on our family farm and on Skaggs Creek. Enjoy country living and the beauty the creek has to offer. During the late summer you can enjoy the bounty of our family garden. From any direction you are about 45 mins from Bowling Green, Barren River lake, Dale Hollow Lake, and Mammoth Cave; and about 1.5hrs from Nashville. Or choose to stay close and enjoy the local arts and theater! This home is located on a family farm.

Guest favourite
The cabin exterior is illuminated by warm string lights, creating a welcoming atmosphere. A wooden deck leads to the entrance, surrounded by lush greenery. Adjoining seating areas feature comfortable chairs, inviting guests to relax and enjoy the serene outdoor setting.
Cabin in Carthage
4.99 out of 5 average rating, 119 reviews

Superhost Gem: 8 min to Beach, Near Waterfalls

Featured in Nashville Voyager! Our 4-year Superhost sanctuary is the ultimate summer hub. Just 8 mins to the beach & marina! Skip the packing—our "Adventure Wall" includes backpacks, beach toys, towels & fishing poles for your use. Enjoy stunning Cumberland River views, 4 plush memory foam beds, and a cozy 4K movie lounge with a plush, deep sofa. Perfectly located for hiking Bearwaller Gap, exploring waterfalls, or visiting the State Fair. Book Carthage’s top-rated nature retreat!

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
4.98 out of 5 average rating, 282 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 two-story farmhouse showcases a classic exterior with white siding and green shutters. A covered front porch provides space for outdoor relaxation, while well-maintained landscaping featuring shrubs and stone borders enhances the welcoming vibe amidst a rural backdrop.
Farm stay in Austin
4.94 out of 5 average rating, 391 reviews

Farmhouse With a View @ Mattingly Farm

Get away from it all at our 350 acre working dairy farm. The Mattingly farm is home to Kenny's Farmhouse Cheese, farmstead cheese made right here on the farm using our own cow's milk. This area's country charm offers a relaxing lifestyle that will make the drive to this country landscape so worthwhile! Be sure to visit the dairy barn and view our new state of the art robot milkers. Enjoy the cheese samples left in your refrigerator to welcome you to the farm!

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, 187 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
A well-equipped kitchen features wooden cabinetry and modern appliances. A dining table made of natural wood is set in the center, surrounded by chairs. A cozy sitting area is positioned along the wall, with a staircase leading to a loft space above, under wooden beams.
Cabin in Bowling Green
4.99 out of 5 average rating, 244 reviews

Tiny Cabin in the woods!

Tiny cabin in the woods about 30 minutes from Mammoth Cave, and 20 minutes from WKU, Historic Downtown Bowling Green, Beech Bend Raceway and the National Corvette Museum! You will enjoy a peaceful setting hidden in the trees, a fully-stocked kitchen, Fiber Wi-Fi, hot tub and fire pit. Enjoy picking blackberries late June and July! Need more space? Check out our other listing with additional sleep space: https://www.airbnb.com/slink/Cor5Q5Gm

Top guest favourite
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
4.91 out of 5 average rating, 102 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.

Popular amenities for Tompkinsville holiday rentals

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