Holiday rentals in Cumberland

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!

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.

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.

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.

Cowan Creek Cottage

Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Mamaw Jewell’s Cabin

Welcome to your cozy mountain retreat in the heart of Appalachia. Located in the quiet hills of Viper, Kentucky, this secluded cabin offers the perfect setting to relax, unwind, and reconnect with nature. Whether you're looking for a romantic weekend getaway, a solo escape, or a quiet base for outdoor adventures, this cabin provides the peace and charm you're searching for.

Bed and Biscuit Inn Pets are family too!

Enjoy a memorable visit when you stay in this unique place. This home is decorated and set up to accommodate you and your pet family. Located off U.S.119 between Kingdom Come State Park and Bad Branch Falls. It’s also the perfect location for family reunions. The old rustic store is beside of it and available to rent on Airbnb.

Perfect location above Big Cherry Brewing

Situated in the heart of Big Stone Gap. You will be within walking distance of all the entertainment, museums, shops, history, and food fare. Right downstairs is Big Cherry Brewing which features amazing food, entertainment, and even a brunch and gourmet coffee menu in additon to a huge selection of craft beers.

‘The Junction Apartment’ Charming and spacious!

Newly remodeled, This space is the perfect spot for all of your traveling needs. It has all the comforts of home! A comfortable living space, cable tv, internet access, full kitchen stocked with all the necessities, a desk for a convenient work space, 2 queen size beds, full bath, large patio and ample parking.

Mountain View

Take a break and unwind at this beautiful 3 bedroom 2 bath mountain escape. Master bedroom with a large walk in shower and tub. Enjoy Mountain View’s even from the shower. Tesla Charging available for guests.