
Holiday rentals in Letcher County
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Top-rated holiday rentals in Letcher County
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Old Rustic Country Store
Get ready to experience a one of kind stay that will take you back in time! This space housed Bob & Betty’s Grocery store starting in 1974, and for 48 years, the store was selling bologna sandwiches and cold pops. Now remodeled into a residential stay, the moment you drive up to the property you will reminisce on the old signs, memorabilia, and pictures covering the walls inside and out. Nestled between two mountains, near Bad Branch Falls, Kingdom Come State Park, and plenty of mountain views!

An Appalachian Mountain Getaway. ATV friendly
Nestled in the mountains of Eastern Kentucky, this location offers stunning mountain views. It's ATV friendly, with secure and complimentary vehicle parking. A multitude of trails are available for riding, with walking paths on the property. Riding tours are also offered. The accommodation features a newly remodeled one full bed, a walk-in shower, and all the amenities, including a complete mini kitchen and a 32" TV. It's a peaceful and relaxing retreat after a day spent exploring the trails.

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!

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.

Coal Miner's Lodge
Situated in the quaint area of Isom, Kentucky, this stay is close to some favorite local eats, grocery store, and other nearby conveniences. With just a short drive to Whitesburg, Scenic Pine Mountain, and the surrounding areas, you can experience our historical coal mining and Appalachian heritage, along with all the beauty this area has to offer. This home boasts cozy yet spacious rooms and a full kitchen, perfect for the whole family or even just a few. Enjoy this home away from home

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 fireplace for games, movies, or just to relax with a good book and a hot cup of coffee.

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.

Dandelion Bungalow
This special place is close to downtown Whitesburg and right across from the entrance of Tanglewood Trail. It is within walking distance of Kentucky Mist, a few local restaurants, a recreational center, the farmer’s market, and Cane Kitchen. We are located at the foot of the scenic Pine Mountain and a short drive to hiking trails, overlooks, and other attractions.

‘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.

Law Office Studio
Kick back and relax in this calm, stylish studio apartment. Located on the first floor behind a law office. *We do not have control of the property around the building, we just have an easement of a pathway to the door*
Popular amenities for Letcher County holiday rentals
Other great holiday rentals in Letcher County

The Holcomb's Cabin

Perfect motel size room .

360 degrees of Mountain Views

Welcome to The Shepstead!

The Farmhouse

King Lux Bedrm w Living Rm near Main St & UVa-Wise

Rustic backyard barn

Cozy Guest Suite in Historic Downtown Wise