Vacation rentals in South Williamson

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Top-rated vacation rentals in South Williamson

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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

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!

FamilyValueGetting around

4.98 out of 5 average rating, 49 reviews

Top guest favourite

Home in Matewan

Tiger Den Lodging

NEW!!! Welcome to Tiger Den Lodging in Matewan, WV. Enjoy easy access to the Hatfield-McCoy Trails (Devil Anse, Rock House, Buffalo Mountain trails), a refreshing pool, river views, fire pit, and plenty of space for your group. With 6 bedrooms, 3 bathrooms, a full kitchen, and ample parking for trucks and trailers, it’s the perfect base for your West Virginia adventure. Close to Historic Matewan for all your needs, this home offers convenience and relaxation after a day of riding and exploring.

FamilyLocationSleep quality

5.0 out of 5 average rating, 12 reviews

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

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.

FamilyLocationWifi

4.87 out of 5 average rating, 30 reviews

Top guest favourite

Home in Williamson

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!

LocationFamilyBiking

4.95 out of 5 average rating, 41 reviews

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

Cozy Creekside Tiny Home - New Paint & Flooring

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!

ValueLocationTV

4.8 out of 5 average rating, 61 reviews

Top guest favourite

Apartment in Delbarton

Honey Bee OutPost. Delbarton, WV close to 119

Relax with the whole family at this peaceful place to stay. Conveniently located 1/2 mile off 119. Very large area to park trailers . The view from the back porch is serene. Homeowners onsite so any problems can be handled quickly. Inside you will find vinyl waterproof flooring throughout,2 bedrooms both with queen beds and smart Tvs. Fully furnished kitchen for any meals you want to cook . 1 full bath, washer and dryer. We are less than 5 minutes from 304 motor sports park drag strip

FamilyDecorQuiet

5.0 out of 5 average rating, 18 reviews

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

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.

FamilyLocationCondition

4.93 out of 5 average rating, 43 reviews

Top 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

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!

ValueLocationCondition

5.0 out of 5 average rating, 53 reviews

Superhost

Cabin in Williamson

4BR Mountain Retreat • Pool • Ride to Trails

Ride in, ride out. All-wood 4-bedroom retreat built for Hatfield-McCoy riders and big groups. Private pool, huge game room + full bar, decks and a front porch to relax after the trails. Bar/game room sits at the far end from the bedrooms, so night owls won't keep early risers up. Sleeps 16 across 4 bedrooms (13 beds: 3 Kings + twin daybeds & trundles), 2 baths. Room for trucks + trailers. Williamson, WV - gateway to the Hatfield-McCoy Trail System. A/C, full kitchen, self check-in.

LocationFamilyHospitality

4.85 out of 5 average rating, 34 reviews

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

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft covered 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 covered hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock behind fire pit. Park Series charcoal grill outside.

FamilyValueGetting around

4.98 out of 5 average rating, 131 reviews

Top guest favourite

An aerial view of a ranch-style house with wood siding, surrounded by a large yard and featuring an in-ground pool. The property includes manicured landscaping and a private setting against a hillside, showcasing ample outdoor space for relaxation and activities.

Home in McCarr

God's Country

Property is a ranch style house with wood siding, nestled against a hillside with a private setting. This property offers a large yard with a in-ground pool as well as a large front porch. There are two patio areas in the back with a built in grill station and a fire-pit to enjoy on those cool evenings. The house boasts six bedrooms, open concept living room, kitchen, and dining room area with gas fireplace, and large family room.Please enter the correct number of guest

LocationFamilyCondition

4.97 out of 5 average rating, 150 reviews

Top guest favourite

Home in South Williamson

The Depot -Luxury Rental

Your group will enjoy easy access to everything from this centrally located place. Our house is ideal for traveling medical/business professionals, or families visiting the area. It is not suitable for ATV trail riders because we have no parking space available for trailers/ UTV’s, or SxS’s. We are 0.6 miles from Mingo County Courthouse and Williamson Health and Wellness Center, 1.3 miles to Tug Valley ARH Medical Center, 30 minutes drive to Pikeville Medical Center.

LocationFamilyPets

5.0 out of 5 average rating, 15 reviews