Holiday houses in Appalachia

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Top-rated holiday rentals in Appalachia

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

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Top Guest favourite
A modern, dark gray building is displayed from across the street. It features large windows and a clock on the exterior. The surrounding area includes trees and distant hills, with a hint of colorful rooftops in the background.
Apartment in Big Stone Gap
5 out of 5 average rating, 61 reviews

The Lofts at Big Stone Gap

Welcome to "The Lofts at Big Stone Gap"—a cozy vacation rental in historic downtown Big Stone Gap, Virginia. Steps from the Trail of the Lonesome Pine Outdoor Drama, Blue Highway Music Festival, & Appalachian Mountains Downtown location: Walk to shops, cafes, & greenway. Outdoor access: Close to trails and scenic views. Comfort: Full kitchen, Wi-Fi, and parking. Unit only accessible by stairs. Children under the age of 12 are not recommended to stay. Read the safety section for more details.

Top Guest favourite
A mountain log cabin features a spacious wrap-around deck and large windows showcasing scenic views. Set against a lush green lawn, the cabin's wood exterior is complemented by natural stone accents. Surrounding trees add to the serene atmosphere.
Cabin in Jonesville
4.94 out of 5 average rating, 117 reviews

H&B Cabin and Farm at Wilder Bent

Beautiful mountain log cabin with modern amenities located on the Powell River. Our home has a spacious kitchen, large dinning table for family meals, and a gorgeous stone fireplace made from stone found on the property. The lower level is very private and is perfect for parents, in-laws, or teens. This is a peaceful get-a-way with plenty of fishing, hiking, and kayaking. Just a few minutes from Jonesville, VA, Hwy. 58 and tourist attractions in driving distance. Your home away from home!

Top Guest favourite
A serene landscape showcases rolling hills dotted with grazing cows under a clear blue sky. Vibrant autumn trees in shades of orange and yellow frame the scene, while distant mountains are partially shrouded in mist, creating a peaceful rural setting.
Home in Dryden
4.99 out of 5 average rating, 124 reviews

Farm house with animals 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!

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, 221 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
4.93 out of 5 average rating, 176 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, 41 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.

Top Guest favourite
A riverside tiny home is positioned above a gravel area, featuring a spacious deck. A seating arrangement with metal chairs surrounds a fire pit made of large stones. Nearby, a picnic table offers an outdoor dining option, surrounded by lush greenery.
Tiny home in Big Stone Gap
4.96 out of 5 average rating, 47 reviews

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.

Top Guest favourite
A charming white house is softly illuminated at night, showcasing its inviting exterior. Tall trees stand in the background against a deep blue sky, framing the peaceful rural setting.
Farm stay in Dryden
4.96 out of 5 average rating, 219 reviews

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.

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
4.98 out of 5 average rating, 635 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.

Guest favourite
A cozy living area features a comfortable gray sofa with decorative cushions and a green armchair. A dark coffee table sits in front, complemented by a patterned area rug. Wall art and lamps add character, while soft lighting creates a welcoming ambiance.
Guesthouse in Whitesburg
4.98 out of 5 average rating, 220 reviews

The Potting Shed

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!

Top Guest favourite
A welcoming front porch is highlighted by a waving American flag. Two white rocking chairs are positioned on the wooden deck, enhancing the charming entrance of the cottage. Green leaves from a nearby tree provide a natural touch against the white facade of the house.
Home in Big Stone Gap
5 out of 5 average rating, 46 reviews

Gap House on the Lonesome Pine

Have fun with the whole family in my beautifully updated cottage nestled in the heart of the quaint mountain town of Big Stone Gap. Situated in an ideal location, and adjacent to The Trail of the Lonesome Pine outdoor drama. Within easy walking distance of great dining, coffee and ice cream shops, beautiful walking/hiking trails, the BSG visitor’s center, bike trails, parks, pickleball courts, fishing, kayaking, and more!

Top Guest favourite
Home in Whitesburg
5 out of 5 average rating, 10 reviews

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!

Popular amenities for Appalachia holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Wise County
  5. Appalachia