
Holiday rentals 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.

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!

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.

The Farmhouse
This unique space is so charming you may never want to leave! Newly renovated with all the conveniences of home! A comfortable living space, fully stocked kitchen, free Wi-Fi and cable TV, beautiful outdoor patio space, outdoor grill and several items available for you to borrow for the perfect hike or picnic! It's the perfect spot for exploring Whitesburg and Letcher County. We know you will absolutely love your home away from home!

John A. Webb historic building Apt A.
Welcome to the historic John A. Webb building, built in 1925, thoughtfully designed with original details including vintage lighting, built in bookcases, and original skylights dating back to the buildings construction! Apt A - The Harry Caudill apartment is a true time capsule and a retreat from all your worries! Weekly and Monthly discounts are also given for extended stays! <>22% off for weekly stays <>60% off for monthly stays

Rustic backyard barn
If you want to get away from it all and enjoy country living at it’s finest this is the place for you. This rustic barn has lots of charm with views of scenic Pine Mountain. There is a huge upstairs with a full sized bed and a sitting area. Downstairs is open concept with everything you need in one space including a queen sized bed. Outside is a charcoal grill as well as a fire pit.

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.

Bridge Loop
Cozy 3-bedroom house just a few miles from downtown Whitesburg, Kentucky! Perfect for families or small groups, this home offers a warm, comfortable stay with a fully equipped kitchen, inviting living space and private backyard pool! Enjoy peaceful cottage vibes with easy access to local restaurants, shops, and attractions. Relax, unwind, and make yourself at home!

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.

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.
Popular amenities for Letcher County holiday rentals
Other great holiday rentals in Letcher County

The Cozy Corner

Holler's End

Joe’s place (trailer parking available )

Mountain Escape

Hibernation Station (trailer parking available)

Coal Miner's Lodge

Dan’s Den - Two bedroom home with outdoor firepit

Hidden Haven Apartment





