Holiday rentals in Pennington Gap

Mamaws House-Natural Tunnel, Devils Bathtub Hwy 23

Nostalgia and comfort at Mamaw’s House. We are honoring our Mamaws, Grandmother, Granny and mothers; sharing their talents, interests, and love with you. Everyone belongs at Mamaw's House. The family areas are for fun, games and conversation. The sitting room, breakfast area, porch, and “mud” room give you a place to create or relax. Keeping with modern times, each of the bedrooms have workspaces, comfy beds, full size mirrors, YouTube tv and high speed WiFi . So come on in and stay awhile.

Location · Value · Condition

“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!

Family · Value · Wifi

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!

Family · Value · Outdoor spaces

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!

Family · Value · Decor

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.

Location · Value · Air conditioning

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!

Family · Location · Quiet

Hibernation Station (trailer parking available)

This property is located near the entrance of Kingdom Come Start Park and right beside Stepp Fitness gym. It is also near local golf courses, Little Shepherd Trail, and the towns of Benham and Lynch. The Black Mountain ATV Park is only 15 miles away. The property has a master bedroom with a king bed, a second bedroom with a queen bed, and a 3rd bedroom with 2 twin beds. The master has an onsuite. It offers a washer and dryer, a full kitchen, and 2 water heaters to ensure hot showers.

Location · Family · Pets

Tranquility in the Mountains - House

Peaceful getaway offers relaxation & adventure in the KY mountains. Short drive to VA & TN. Large home has 4 bedrooms - 2 w/ private bath & 2 that share a double-vanity bath. Open living/dining area and kitchen. Nearby is a 7-hole golf course and swimming pool (available Memorial Day - Labor Day), hiking, and tourist attractions such as Portal 31 and the KY Coalmine Museum, as well as Kingdom Come State Park. Plenty of parking; can accommodate trailers & RVs. RV park is a 45-minute drive.

Family · Location · Sleep quality

Country views and hikes.

Enjoy a farm experience and relaxed countryside setting or hike to the top of the mountain. Enjoy the views and tranquility. WiFi: 100 MB/s. And remember, when the electricity is out, everything is out! (Does not happen often, but it can happen!) VERY IMPORTANT: FOLLOW THE DIRECTIONS TO FIND IT. The location is: 36.595115°, -83.143031° (we cannot be responsible if you cannot find it. ) Remember to download the directions/route: the cell service will be lost on the way here......

Location · Family · Wifi

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.

Family · Value · Checkout

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.

Location · Family · Comfort

Pegs House

Relax with the whole family at this peaceful place to stay. Nestled in a quiet valley is this small, quaint home. Newly updated with everything you need. Kitchen is fully stocked and ready for you. If you don't feel like cooking, you are only a short distance from the town of Duffield where there are several eateries, and stores for shopping. Close to Natural Tunnel State Park, Devils Bathtub, Carter Family Fold and only a little less than an hour away from Bristol Motor Speedway.

Location · Value · Laundry