
Holiday rentals in Cumberland Gap
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Top-rated holiday rentals in Cumberland Gap
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"LadyA" frame! Kayak+Hike+River+Glamp adventure!
Whether you're looking for a peaceful retreat or an adventurous escape, "Lady A" is a unique opportunity to unwind and recharge in the great outdoors. Designed to provide a comfortable and cozy stay, while still allowing you to feel fully connected to the natural world around. With dense forest bordering a river, relaxation & adventure awaits at every turn. Many adventures onsite & nearby: Winery-13m Drive thru Safari Park-7m Whitewater Raft-28m Smoky Mtns-45m Dollywood-45m Zipline 25m +more.

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

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.

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.

Cheerful, Private Cottage on Oak Forest Farm
Plenty of space and privacy in this cottage over looking the fields and pond. Sit back and relax watching the horses and goats graze. Located minutes away from Oak Ridge/Clinton/Knoxville. Melton Hill lake has outdoor activities, restaurant & nice walking trail and is 10 minutes away. University of TN is 23 minutes away and Oak Ridge is 13 minutes. The 16’ ceilings make this 480 sq. ft. space feel enormous. The Kitchen has a full size refrigerator, keurig, microwave & convection oven combo.

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.

Getaway to a very private beautiful Cabin.
Recharge/ bonding needed? This retreat is ±8.6 miles from Sneedville, nestled Newman's Ridge facing Powell mountain. You’ll love this cozy cabin because of the views, the location, the ambiance, the outdoors space, mostly because you have escaped the every day grinding. Come here and unplug & unwind. Go for a stroll, watch the cows graze, look up at the mountain, get refreshed and recharged. There is a fast fiber optic internet access. AND, the leaves in the fall = spectacular!

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.

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.

A Stay On Brentwood
This location is in the heart of Morristown with a variety of restaurants and quick access to interstate 40 and interstate 81. With the Néw interstate access, the drive to pigeon Forge is about 45 but could be longer depending on traffic. Guest are encouraged to allow more time during peak season ( March- December ) This listing is NOT a good fit for small or toddler children because of the kitchenette and fireplace.

Perfect Lakefront A-Frame w/Dock [Walleye Cabin]
Our beautiful A-frame home is located on Cherokee Lake in the foothills of the Great Smoky Mountains. Sleeps 4-6. This unit is one of three different homes that sit together on a quiet 1-acre lot with boat dock shared by all three units (all are Airbnb rentals). The A-frame features a kitchenette with hot plate, tons of decking, grill, and a heck of a view.

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.
Popular amenities for Cumberland Gap holiday rentals
Other great holiday rentals in Cumberland Gap

The Norris Lake Cottage

Humming Bird Cabin

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Morrison House Middlesboro KY

Welcome to relaxation

The Refuge - Tiny House with Comfort in Mind

Uncle Ernie’s Lustron Home 4.4 Miles from LMU

Julie's Place At Norris Lake
Quick stats about holiday rentals in Cumberland Gap

Nightly prices starting at
Cumberland Gap holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 570 verified reviews to help you choose

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Cumberland Gap rentals

4.9 Average rating
Cumberland Gap stays are highly rated by guests – averaging 4.9 out of 5!
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