Holiday houses in Cumberland Gap

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Top-rated holiday rentals in Cumberland Gap

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Top Guest favourite

Tiny home in Pineville

4.99 out of 5 average rating, 288 reviews

Nature's Zen

Nestled in a simple back to nature setting in one of Kentucky's oldest settlements (Pineville, KY) is the Nature's Zen, a tiny house retreat. If you are looking to disconnect from the hustle and bustle of life's craziness, Nature's Zen is calling your name. A quaint, restorative retreat where you can pause, take a deep breath and find refreshment for your soul and balance your life. Nature's Zen is for anyone looking for the quiet and solitude outside city limits. On FB @ Nature’s Zen Retreat

Top Guest favourite

Cabin in Pineville

4.97 out of 5 average rating, 102 reviews

Outdoor Lover's Creekside Cabin (dog friendly)

Enjoy all the scenery of Bell county in this creekside cabin. Whether you prefer to hike, fish, ride sxs, or just enjoy scenery, we have it all. 3 min from Pine Mtn State Park and Wasioto Winds Golf Course, 7 min to downtown Pineville, 20 min to Cumberland Gap National Park. Kingdom Come State Park and Cumberland Falls are an hour drive. Load up your sxs or atv and ride one of the many trails right from the driveway! Black Mountain Off Road Park and Tackett Creek are also about an hour away.

Superhost

Cottage in Speedwell

4.83 out of 5 average rating, 115 reviews

Calm Country Oasis - Creek, ATV Trls & Norris Lake

Escape to rural bliss at our charming, historic farmhouse on ten scenic acres. Immerse yourself in county charm as you explore the tranquil creek running through the property. Relax under the stars by the exterior firepit. Minutes away, you'll find thrilling ATV trails, hiking routes, and the sparkling waters of Norris Lake. Whether you seek outdoor adventure or peaceful relaxation, our farmhouse offers the perfect retreat for unforgettable memories. Book now for a true countryside experience!

Top Guest favourite

Guesthouse in Pioneer

4.96 out of 5 average rating, 173 reviews

Appalachian Mountain Log Cabin (Private Retreat)

The Cabin at GoodSoil Farm is the perfect solo get-a-way from it all! This cozy hand built log cabin is just right for reading, reflecting, retreating, or just resting. The Cabin sits as the centerpiece of our working mini-farm and comes replete with rocking chairs on the porch, a gurgling creek nearby, a stunning mountain view, and room to explore. Read a book, strum your guitar, prop up your feet, put on some coffee & leave your cares behind for a few days at The Cabin on GoodSoil Farm.

Top Guest favourite

Tiny home in Gray

4.96 out of 5 average rating, 212 reviews

Sleeping Turtle Tiny Home

We provide an escape that is situated near a spring lake with beautiful mountain views. It is located just over 9 miles off of the I75 exit. During the day you can find yourself searching out some some local activities such as Cumberland Falls and more. When you're ready to relax; just sit back, make a campfire and roast some marshmallows next to your tiny home. Summertime means fishing! You are welcome to watch the fish unload from the truck and see local fishermen catching their limit!

Top Guest favourite

Cottage in Pioneer

4.99 out of 5 average rating, 254 reviews

The Ambleside Cottage

The Ambleside Cottage offers full privacy for a single or a couple looking for a serene getaway surrounded by the beauty of the Appalachian mountains. This magical cabin is conveniently located for travelers, yet Ambleside feel like a remote retreat nestled in the woods above Elk Fork Creek. The Cottage is an adorable tiny house, offering 500 square feet of living space with a kitchenette, a sitting area, and a bathroom with a shower. The queen-size bed is upstairs in the sleeping loft.

Guest favourite

Guest suite in Williamsburg

4.95 out of 5 average rating, 199 reviews

Creekside Adventures

Make some memories at this unique and family-friendly place. Our guest suite is very spacious and open. Many of our guest have let us know how inviting and relaxing it is to stay in. We also have a creek where our children use to play when they were little. Kids can easily play in it when the weather is nice but please be careful on the walls and stones. We also have a pool area that is available for swimming during late May through early September. We do not allow pets. No Parties

Guest favourite

Cabin in New Tazewell

4.79 out of 5 average rating, 144 reviews

Mountain Lake Retreat w/EV Charging

Great getaway with a great view and an outdoor gas fireplace on the main level. The house has everything you need to enjoy your solitude near beautiful Norris Lake: mountain and lake views, gas stone-fireplaces, Amish rocking chairs on wrap around porch, leather couch and granite countertops, comfortable loft and peaceful scenery. Hand-hewn timbers are the structural bones of this luxurious cabin. Providing a sense of safety and security.

Top Guest favourite

Cottage in Bell County

4.98 out of 5 average rating, 323 reviews

Scenic 1 BR Cabin w/ Hiking to Hensley Settlement

“Elk Creek Cottage” borders Cumberland Gap National Historical Park property--the pathway to the west, trailblazed by Daniel Boone himself! Stay and hike to Hensley Settlement or Shillalah Creek Falls, or relax with a cup of coffee on the porch surrounded by nature. Only a scenic twenty-minute drive to Middlesboro or Pineville, KY separates you from the "city." Come enjoy the peace and quiet that Elk Creek Cottage has to offer.

Guest favourite

Guest suite in Cumberland Gap

4.92 out of 5 average rating, 194 reviews

The Inn over Angelo's

Detailed with antique mahogany trim, cherry wood flooring, hand-carved fireplace mantles and housed in a building built in 1890, this historic property has been many things over time. The Inn occupies 1,100 sf over Angelo's in the Gap, an Italian cuisine restaurant with recipes decades old. The Vault Tap House and Pub, showcasing 29 craft and domestic beers, features the original town bank vault, now a walk-in cooler.

Guest favourite

Home in Harrogate

4.87 out of 5 average rating, 109 reviews

Harrogate Home with Mountain View’s Dog Friendly

3 bedroom 2 bath dog friendly home. With wonderful views of the East TN mountains year round! Located 2 miles from Lincoln Memorial University. Less than 5 miles from the town of Cumberland Gap and Middlesboro, Ky. Close to Norris Lake. We take pride in ensuring cleanliness and follow strict COVID cleaning standards provided by the CDC.

Guest favourite

Home in Speedwell

4.96 out of 5 average rating, 231 reviews

Guest house in the country with a beautiful view

Located in a peaceful country setting with a beautiful view from the front porch. It is conveniently located near Lincoln Memorial University, Norris Lake, and Historic Cumberland Gap. We live next door to the guest house and will be there to greet you upon arrival to answer any questions you may have.