Vacation rentals in Williamson

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Top-rated vacation rentals in Williamson

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

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Top guest favourite
A spacious living and dining area features a wooden dining table surrounded by six chairs. A comfortable sofa and two armchairs are arranged for relaxation. Natural light streams in through large windows, highlighting the country-themed decor and the welcoming ambiance of the room.
Cabin in Williamson
4.97 out of 5 average rating, 39 reviews

Trail Riders Retreat with private in-ground pool

If you’re looking for a place to relax and unwind on either a huge front porch or a cool, cozy secluded back porch after a long day on the Hatfield – McCoy Trails, you’ve found the perfect place. With a constant cool, mountain breeze and the sounds of nature, you’re sure to enjoy your stay here at Trail Riders Retreat located in Lick Creek, Williamson, WV. This house is conveniently located within 3.5 miles of shopping and dining and is approximately 1.5 miles from #26 trail entrance. Pool Open!

Guest favourite
Home in Matewan
5 out of 5 average rating, 6 reviews

Eye in the Sky- Spacious, flat ground parking

Plenty of FLAT GROUND parking for your next trip to the Hatfield & McCoy trails. Located just a mile from downtown Matewan restaurants & Devil Anse trailhead, we have plenty of space for a large group or a smaller family getaway. 3 spacious bedrooms & a sleeper sofa allow for up to 12 guests. Mountain & river views surround this comfortable home. Full kitchen & spacious deck with grill. Adjacent properties at The Overlook and River View are also available for multiple families or larger groups.

Superhost
A single-story home is depicted from the front, featuring a welcoming porch with wooden steps. Large windows are adorned with dark shutters, allowing natural light inside. Surrounding greenery complements the exterior, and a gentle hillside is visible in the background.
Home in Williamson
4.84 out of 5 average rating, 25 reviews

Lil’ Owls Hideout

Located in Chattaroy, WV., Outside of Williamson, WV. 25 Mins from Matewan, WV. We are about 4.4 miles from the Buffalo Mountain Trail Head, access to Buffalo Moutain Trail 10 (WV Swing Overlook) is about 3.5 Miles away & Trail 12 about 3 Miles. About 2 Miles from Outlaw trails. Access to Devil Anse & Rockhouse Trails. The closest gas station is less than 3 miles away, who sells Hatfield & McCoy Trail passes. We are less than 5 Miles away from Shopping, Restaurants, & additional Gas Stations.

Top guest favourite
A spacious cabin exterior is shown, featuring a wooden façade with expansive decks. Rocking chairs are positioned along the porch, inviting relaxation. Surrounding lush greenery is visible, enhancing the natural setting. A gravel driveway leads to the cabin, ensuring easy access.
Cabin in Belfry
5 out of 5 average rating, 61 reviews

Papa Bear Cabin 3 Bedroom, Huge Deck

Hidden Mountain ATV Resort- Slaters Branch Camp is the perfect place to rest after a exciting day on the HMT Trail-Buffalo , and many other trail systems . Located 1/2 mile from Buffalo trail and Williamson WV , Restaurants and All you will need to get ready for a day on the trails. Papa Bear Cabin 3 Bedroom 2-queens. 1- twin 1-Bath ATV /UTV wash pad WiFi Phone Digital Television Beautiful Mountain View Plenty parking secure location All Cabins have cookware , eatery and Linens .

Top guest favourite
Home in Williamson
4.94 out of 5 average rating, 34 reviews

Buffalo Playhouse w/game room Easy trail access

Bring your large group for lots of fun! Plenty of parking for 6 trucks & trailers. Game room w/fast &furious arcade game, air hockey- Wii U w/Mario Kart & board games. Relax with A 65-inch Roku tv in the family room that seats 8. Everyone sleeps comfortable in 1 of 9 beds with 15 bed positions plus 2 futons! 2.5 miles to where trail 11 & 12 cross Route 52 on the Buffalo Mountain Trail. 3.5 Miles to the Buffalo Mountain trailhead, 1 mile from outlaw trails. Come, unwind and play hard!

Guest favourite
A cozy living area includes a neutral-colored sofa with turquoise accent pillows and a soft area rug. Natural light enters through two windows with floral valances, illuminating the space. A small dining table with white chairs is visible in the background, enhancing comfort and functionality.
Tiny homes in Forest Hills
4.8 out of 5 average rating, 41 reviews

New Paint & Flooring - Cozy Creekside Tiny Home

Little Cottage offers a comfortable space for a quick visit or a lingering stay to explore everything in the community from riding the Hatfield-McCoy Trails, fishing the Tug River, hiking to the West Virginia swing, or some peace and quiet in a safe and friendly neighborhood. Conveniently located near shopping, restaurants and just a few miles from a trailhead. Plan a visit to Pauley Hollow Distillery less than a half a mile from Little Cottage for real moonshine and Kentucky bourbon!

Guest favourite
A private four-bedroom house is situated on a hillside, featuring a green exterior. The entrance showcases a stone facade and a decorative door with a circular window. Large windows are present, allowing natural light to fill the living spaces, surrounded by lush trees.
Home in Williamson
4.92 out of 5 average rating, 39 reviews

Entire house Privately located 4 bedroom

Private 4 bedroom house equipped with full kitchen, (2) living spaces, dining, 2 full baths, laundry room, kitchenette downstair. Outdoor pavilion area with with charcoal and gas grill, corn hole and fire pit. Free WiFi. Ride straight to buffalo and devil anse trails less than a mile. Or downtown Williamson is 2 miles. 5 access points from house on ATV. Note this house is on a hill. Plenty of parking to hold 5-6 trucks. We have an overflow lot to accommodate oversized trailers if needed.

Guest favourite
A living area features a plush couch and a wooden coffee table, complemented by a small dining table with three stools. A ceiling fan provides air circulation, while natural light fills the space through a nearby window. The kitchenette is partially visible in the background.
Apartment in Belfry
5 out of 5 average rating, 44 reviews

Ridge Runners Suite #4

This recently renovated 1BR/1BA apartment features a queen bed, full kitchenette, cozy living area with a pull-out sofa, electric fireplace, and 50" TV. Enjoy mountain views, a coffee bar, and easy access to shops, dining, and trails. We're just off Route 119 on the Kentucky side by Williamson, WV—quiet, convenient, and trailer-friendly. We are within walking distance of stores and groceries, or you can relax on the deck. We offer clean, comfortable, convenient, and charming lodging!

Top guest favourite
A rustic log cabin features warm wooden siding and a welcoming front porch with railing. The entrance includes a bright, white door, while nature surrounds the structure, creating a serene setting. The pathway leads to a wooden deck, providing easy access to the cabin.
Cabin in Pikeville
5 out of 5 average rating, 25 reviews

Backwoods Bungalow

Backwoods Bungalow at Harvey's Hideaway Haven is a rustic retreat designed to bring you closer to nature while offering the comforts of modern living. Immersed in nature, surrounded by the beauty of the wilderness. While this offers a peaceful escape, please be aware that you may encounter local wildlife, including bugs, bees, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena.

Guest favourite
A spacious living area features a plaid sectional sofa adorned with red accent pillows. A rustic wooden coffee table is positioned in the center. Two lamps stand on either side, providing additional lighting, beside a doorway that leads to other areas of the apartment.
Apartment in Pikeville
4.91 out of 5 average rating, 243 reviews

Sweet Dreams

* If you book for 7 days or more, you will receive a 20% discount off your stay. If you’re in town on business, to visit family or just traveling through, this 2ND FLOOR APT is perfect for you. Enjoy a full kitchen & onsite laundry facility. You’ll get a good nights sleep in a quiet space, on high quality mattresses. We are conveniently located just down the street from a Food City. We have a work desk & free WIFI. We’re just a 5 minute drive from downtown Pikeville.

Top guest favourite
The cottage stands nestled among trees, with a welcoming exterior illuminated by soft lighting at dusk. A well-kept walkway leads to double glass doors framed by inviting outdoor seating areas, creating an accessible entry point to the home.
Place to stay in Williamson
4.99 out of 5 average rating, 113 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft walking bridge overlooking a water stream to lead you to the cottage. Queen bedroom downstairs; spiral staircase takes you to your loft queen bedroom; one full bath; full kitchen; TV/WIFI; indoor loft hammock; wrap around covered porch; tree covered outdoor shower area with hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock beside fire pit. Park Series charcoal grill outside.

Guest favourite
A two-story cabin structure is shown with a sloped roof and multiple balconies. The exterior highlights natural wood and a combination of materials, while the clear blue sky enhances the scene. The surrounding landscape is not visible, focusing attention on the architectural details.
Cabin in Delbarton
4.94 out of 5 average rating, 16 reviews

Cabin 6 @ THE ROCK 3 Bedroom 5 Beds Sleeps 9

THE ROCK located at Buffalo Mountain Point puts you in the heart of the town of Delbarton, WV . After a long day on the trails you can enjoy a short ride back to relax outback by the cozy fire-pit, chill on the entry level porch while overlooking the peaceful streams and landscape of the mountains or escape from it all on the basement level patio (hot tubs coming soon) . The location, flexibility and convenience of these Newly Built Cabins will not disappoint.

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