
Holiday houses in Cumberland
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Top-rated holiday rentals in Cumberland
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Daniel Boone Forest-Easy Park-I75-Hal Rogers Pkwy
Nestled within the Daniel Boone National Forest, approximately 13 miles from the Clay County seat of Manchester, our newly built, veteran-owned, pet-friendly, rural getaway awaits you and your guests! With several amenities including a private hot tub, twin-size porch bed swing, Nintendo Switch Game System, and fire pit with seating, you’re sure to feel right at home. Enjoy the thousands of acres of nearby hunting land, ATV trails (famous Red Bird Crest Trail, 0.9 miles away) or just relaxing!

Family farm guest house 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!

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!

Big Blue House Apt 1
We are located in downtown Pikeville, within a very short walk to Pikeville Medical Center and UPike. Enjoy the conveniences of a full kitchen and a quiet area where you can expect a peaceful night's sleep on a quality mattress. There is one queen bed and also a twin rollout bed. Street parking is available in front of the house only. (Please don’t park in the driveway or block it.) We have door code entry so there's no need to hassle with keys. We have a smartTV (no cable) and free Wifi.

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.

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!

The Stone Studio
A historic two-room studio cottage built from Kentucky River rock. Entire cottage rented for your privacy. Recently renovated with the modern conveniences of a kitchenette, outdoor smoking area, Wi-Fi, RokuTV, and blackout curtains. High ceilings create a bright and spacious feel. Conveniently located close to downtown. Off street parking by your front door. Walk to Main Street, Appalshop, and Kentucky Mist Distillery as well as many other small businesses and restaurants

BROWN’S ELK CABIN
Brown’s elk cabin is an Authentic, rustic, log cabin. Located in the heart of the beautiful Appalachian mountains, overlooking the KY river, Only a short drive to Pine Mtn hiking trails, Bad Branch Falls, Little Shepherd Trail, Kingdom Come State Park, Raven Rock golf course, and only twenty minutes from the Va. state line. Perfect getaway for relaxing with family and friends, sitting by the fire pit, or exploring the areas natural beauty. Located 3 miles from Whitesburg

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.

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.

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

Pump Springs Farm

The City Perch!

Big Tree Lodge- Near Leatherwood Off Road Park!

An Appalachian Mountain Getaway. ATV friendly

The Lofts at Big Stone Gap

Serenity Cove 3 Bedroom Home on Secluded Cove

Cozy Cottage-Devil's Bathtub/Nat Tunnel

Cozy Kaylo Cottage
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