Holiday houses in Letcher County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Letcher County

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
A porch area features two black chairs and a small wooden table, inviting relaxation outdoors. A decorative plant in a blue pot adds a touch of greenery, while the entrance to the guesthouse is adorned with a small diamond motif and an American flag.
Guesthouse in Blackey
5 out of 5 average rating, 44 reviews

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.

Top Guest favourite
A welcoming entrance to the Mountain Escape Cottage is depicted, featuring a wooden sign displaying the name prominently. Colorful flower pots filled with vibrant blooms frame the entrance, while the cottage stands amidst a backdrop of trees under a clear blue sky.
Cottage in Lynch
4.98 out of 5 average rating, 194 reviews

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!

Guest favourite
The exterior of the home showcases a well-maintained landscape, featuring a variety of colorful flowers arranged in a stone-bordered garden. Steps lead to an inviting entrance with large windows and a decorative stone chimney, surrounded by lush greenery.
Home in Lynch
4.92 out of 5 average rating, 167 reviews

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.

Top Guest favourite
A cozy living space features a stone fireplace with a warm fire and a wooden chest in front. A flat-screen TV is positioned nearby, and large windows allow natural light to enter, framed by patterned curtains that complement the rustic wooden walls.
Home in Cumberland
5 out of 5 average rating, 24 reviews

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.

Guest favourite
The exterior of the cottage features a facade of Kentucky River rock complemented by red brick accents. A gray metal roof extends over a small porch area with two wooden benches. Flower pots with white blooms sit on either side of the entrance.
Cottage in Whitesburg
4.96 out of 5 average rating, 230 reviews

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

Guest favourite
An aerial view of a rustic log cabin framed by grassy terrain. The cabin features a metal roof and is surrounded by landscaped gardens. Outdoor seating is visible on the porch, enhancing the cabin's natural appeal against the backdrop of the Appalachian mountains.
Cabin in Whitesburg
4.97 out of 5 average rating, 199 reviews

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

Top Guest favourite
The cottage is a single-story building with a white exterior and a black roof. A decorative star is featured above the front window. A gravel driveway leads to a garage on the left, while a small porch with steps extends towards a well-maintained lawn with potted plants.
Home in Whitesburg
4.97 out of 5 average rating, 587 reviews

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.

Top Guest favourite
The living area is furnished with a comfortable couch and a sleek coffee table resting on a textured area rug. A contemporary chair is positioned nearby, while the kitchen is visible in the background, featuring a full-size refrigerator and dining area with a small table and chairs.
Apartment in Wise
4.89 out of 5 average rating, 93 reviews

Wise Town-view Apartment

Enjoy this 1 BR, 1 Bath small, but spacious apartment right in the middle of the Town of Wise. Take a brisk 1/2 mile walk and you'll be right on the UVA-Wise campus. Or take a 1/4 mile walk and you're right on Main Street in Wise. 20min from MECC 20 min from Guest River Gorge 1hr 6min from Breaks Interstate Park 1hr 15min from TRI Airport 1hr 20min from Bristol Motor Speedway

Top Guest favourite
A wooden staircase leads to a door framed by greenery. The steps, crafted from natural wood, provide access to a green and blue exterior. A small seating area with two chairs is visible to the side, inviting relaxation outdoors.
Apartment in Whitesburg
4.99 out of 5 average rating, 88 reviews

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.

Guest favourite
A living area is presented with a comfortable sofa and a reclining chair. A circular coffee table rests on a textured rug. A side table with a lamp and a decorative arrangement adds warmth, while an art piece and dining area are visible in the background.
Apartment in Whitesburg
5 out of 5 average rating, 7 reviews

Mountain Therapy 2 BR 2 BA

The whole group will enjoy easy access to everything from this centrally located place. Enjoy our 2 BR 2 BA apartment with full laundry. Large Smart TV in living room and smart TV’s in each bedroom. Full kitchen and dining. Pull out trundle out sofa bed for extra sleeping up to 6. Free Wi-Fi. Central AC/Heat. Secure and convenient parking onsite.

Guest favourite
A cozy seating area features a patterned sofa adorned with decorative pillows and a chair. Soft light emanates from a lamp on a side table. The adjacent bedroom showcases a spacious bed and a Roku TV mounted on the wall, complemented by natural light from a nearby window.
Apartment in Whitesburg
4.91 out of 5 average rating, 82 reviews

Main Street Studio

Located in historic downtown Whitesburg this modern studio unit is just steps away from restaurants, the courthouse, public library, downtown nightlife spots with entertainment, Kentucky Mist Moonshine distillery, Recreation Center, and many more places to visit just a short drive away in the heart of the Appalachian Mountains.

Top Guest favourite
The room features two queen size beds adorned with patterned bedding. A comfortable seating area with a chair and table is positioned near a window, allowing natural light to fill the space. Art pieces are displayed on the walls, enhancing the inviting decor.
Apartment in Whitesburg
4.99 out of 5 average rating, 158 reviews

‘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.

Popular amenities for Letcher County holiday rentals