
Holiday rentals in Pennington Gap
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Top-rated holiday rentals in Pennington Gap
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“The Home Place” 3 Bedroom 2 Bath - Farm House
The “Home Place” is idea for visiting family or the perfect weekend getaway! It has beautiful Mountain View’s, and is in a very peaceful setting! Nestled in the mountains, but minutes from groceries, fast food & restaurants! Entertainment is also close by such as Lee Theatre & Axe Handle Distillery! Stone Mountain ATV Trails & Leeman Field RV Park are also close by! Hiking can be enjoyed at Natural Tunnel State Park, Cumberland Gap National Park, Sand Caves, Devil’s Bath Tub all within a hour!

Cozy Country Log Cabin! NO cleaning or pet FEES!
Cozy log cabin on quiet 22+ wooded acres with creek and well stocked pond! Enjoy all the comforts of home in a rural, peaceful setting. Seasonal Babbling brook, covered porch, fire pit , picnic & BBQ pavilion, and hiking trails! Bring your hiking Boots ! Located just 11 miles from Rogersville (the second oldest city in Tennessee, founded by Davie Crocket's maternal grandparents!). Located 12 miles from Crockett Springs Park and Historic Site. Public boat launch located at Clinch River nearby.

Rustic Retreat Cabin - Peace andTranquility
If you are looking for a peaceful place to relax and recharge then look no further. Rustic Retreat is a beautiful little cabin located in the majestic hills of Hancock Co. TN. This newly remodeled retreat is located about 2 1/2 miles from the town of Sneedville on Prospect Ridge. It provides all the basic amenities to make your stay as comfortable as possible. You can sit on the porch and enjoy the view, go for a walk or just relax inside, reading or watching TV. Join us, unplug and relax.

Farm house with animals 10 minutes from Big Stone
Relax in our serene guest house situated atop a hill on a working farm on private country drive. Gorgeous 360 views of the surrounding mountains and pasture. Sip coffee on the front porch as the sun rises, and enjoy stunning sunsets from the back porch rockers! Cows, horses, sheep, donkey, deer closeby. Peaceful rural retreat with modern flare! Close to great dining and Trail of the Lonesome Pine outdoor drama in Big Stone Gap. Pickle balls and racquets provided for courts in Big Stone!

H&B Cabin and Farm at Wilder Bent
Beautiful mountain log cabin with modern amenities located on the Powell River. Our home has a spacious kitchen, large dinning table for family meals, and a gorgeous stone fireplace made from stone found on the property. The lower level is very private and is perfect for parents, in-laws, or teens. This is a peaceful get-a-way with plenty of fishing, hiking, and kayaking. Just a few minutes from Jonesville, VA, Hwy. 58 and tourist attractions in driving distance. Your home away from home!

Maw's House Handicapped Friendly House in country
This two bedroom ranch style brick home located on a working farm will delight you with its view and open country spaces. Enjoy seeing wildlife such as deer, turkey, and squirrels on the property. This home is handicapped friendly. All entrances have a ramp, the bathroom commodes are raised, the shower in the main bath is handicapped, and there are grab bars in the necessary places. Equipment available for the handicapped are: Wheelchair, Lift Chair, Rollator, commode chair, walker.

Eloheh
Amazing tiny home situated on 23 very private acres, conveniently located just off main highway. Newly constructed in 2023, this modern studio offers an enormous amount of amenities including full kitchen, dual showers, hot tub, outdoor TV, high speed WiFi, multiple TV viewing services, outdoor dining set, grill, multiple fire features, mountain views, lots of room for short hikes or nature walks, area with sunset views only a short distance from the house, only 1.5 miles to riverfront park.

Cozy 3-BR 2-bath cottage near highest point in KY
Nestled in the heart of Lynch, KY, surrounded by comforting mountains, sets the Mountain Escape Cottage. Less than 1 mile from Portal 31, you can dive deep into the rich history of this tiny coal town. Within minutes you can drive to ATV parks, the highest point in KY, and many other mountainous adventures. Grab some coffee at the old cafe turned coffee shop, and visit the KY Coal Museum just 5 minutes away in Benham, KY. You and your family will leave here with beautiful mountain memories!

Clinch River farm stay -stunning mountain views
Cozy new cabin on a 200-acre historic farm on the Clinch River. Enjoy easy river and creek access on the property, beautiful mountain views, a fire pit, outdoor dining, porch swings, and hammocks. Hike quiet farm roads, watch wildlife, splash in the creek, or fish and float the river. Play outdoor games - badminton, horseshoes, and croquet. Perfect for couples or families, with a queen bed, 2 twins and a sleeper sofa, full kitchen, and covered porches for dining, reading, or relaxing.

Dan’s Den - Two bedroom home with outdoor firepit
Welcome to Dan’s Den, a spacious two bedroom home in the heart of the Appalachian mountains. Centrally located in Cumberland, the black bear capital of Kentucky. You’ll find many of the luxuries of a fine home here, but in a smaller home more suitable for a solo traveler, a couple, or small family. Enjoy two large living rooms, one of which is the newly added “log room”, cozied up in front of the gas fireplace for games, movies, or just to relax with a good book and a hot cup of coffee.

Tiny Home By The Greenbelt
Perfect for outdoor enthusiasts, this 12x24 riverside tiny home sits on the Greenbelt walking and biking trail in Big Stone Gap. Guests park in a public gravel lot, walk across a footbridge and up a gravel path to reach the home. Enjoy a private deck, Blackstone grill, fire pits, picnic area, queen bed, futon, full bath, Wi-Fi, TV, microwave, and coffee maker. Walk to restaurants and the Trail of the Lonesome Pine Outdoor Drama. Great for biking, fishing, hiking, and relaxing outdoors.

Wolfe-Gilbert House 1890 Victorian & farm
Great mountain views, ATV Trails, State and National parks, hiking, underground mine tour, all-in-a-day trips. You’ll love my place because of the comfy beds, the high ceilings, the views, wide open spaces, peace. My place is good for couples, big groups, and furry friends, let us know your needs. Located less than 5 miles to Spearhead Trail's Stone Mountain trailhead and only 30 minutes to Mountain View Trail. Two couples fit nicely in the 1st level 2 bedrooms for a quaint getaway.
Popular amenities for Pennington Gap holiday rentals
Other great holiday rentals in Pennington Gap

Country Hideaway with Fun!

Bear Creek Cabin • Vineyard Views & Fishing Pond

Mamaw Jewell’s Cabin

Deer Meadow-Devil's Bathtub/Natural Tunnel

Hibernation Station (trailer parking available)

Beautiful Loft in the Woods

Gap House on the Lonesome Pine

Pegs House
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