
Holiday rentals in Tompkinsville
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Top-rated holiday rentals in Tompkinsville
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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.

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).

#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.

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!

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.

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.

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!

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"

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!

~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.

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

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
Other great holiday rentals in Tompkinsville

Eagle Mountain Luxury Cabin | River View + 1-Gig

Private Luxury Dome • Hot Tub • Dale Hollow Lake

Charming Lakeside Cottage

Bee Hive Cabin at Lake Cumberland KY

The EH Frame with Disc Golf in the woods!

The Cumberland Collective -The Hideaway<6mi lake

The Family Farmhouse

Walnut Creek Inn By the Barren River Lake
Destinations to explore
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- Mammoth Cave National Park
- Beech Bend
- Cummins Falls State Park
- Burgess Falls State Park
- National Corvette Museum
- Dinosaur World
- Lost River Cave
- Kentucky Down Under Adventure Zoo
- Western Kentucky University
- Barren River Lake State Resort Park
- DelMonaco Winery & Vineyards
- Canoe the Caney
- Edgar Evins State Park
- Standing Stone State Park





