Holiday rentals in Chattaroy

4.98 out of 5 average rating, 46 reviews

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!

4.97 out of 5 average rating, 34 reviews

A cozy living room is captured, featuring comfortable seating arrangements with a mix of neutral-toned sofas. A wooden coffee table stands centrally, accompanied by a decorative plant. A flat-screen TV is mounted on a wooden panel wall, enhancing the room's warmth.

Flat in Delbarton

Welcome Y'all, Bring 'em all!

Bring the whole family, You get both apartments that connect. With this spacious 5 Bedrooms, 2 kitchens, 2 bathrooms, 2 laundry, plus 3 foldout twin beds is plenty of room for the whole family to spread out like jelly. We have a covered picnic area right out front with fire pit and grill. If you want to play in the creek or fish there is also a gazebo overlooking the creek. Trail 14 is straight across the road for all you trail riding adventures. We are close to Dollar Store and gas stations.

4.94 out of 5 average rating, 53 reviews

A covered outdoor area features string lights overhead, creating a soft glow. A picnic table and two chairs are arranged within the space, surrounded by a decorative lattice. A small flower planter with blooming plants is visible in the foreground on the ground.

Cabin in Delbarton

Heaven on Hell Creek

Located just 3.5 miles from US-119, Heaven on Hell Creek is a cozy rental home perfect for trail riders. After an adventrous day of riding on the trails, enjoy a peacful stay at this 3-Bed Room, 2-Bath facility. Featuring a spacious carport area to store machines out of the weather, picnic table, Grill, Fire-pit with plenty of wood. This Trailhouse is 3.2 Miles from the Buffalo Mountain Trailhead of the Hatfield McCoy Trails & 30 seconds away from miles of outlaw trails! 5 minutes from food/gas!

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.

4.86 out of 5 average rating, 29 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.

4.95 out of 5 average rating, 38 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!

Superhost

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.

4.93 out of 5 average rating, 40 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.

A single-story home is shown with a welcoming front porch supported by wooden posts. Two chairs are positioned on the porch, overlooking a grassy area surrounded by trees. Large windows provide natural light to the interior, enhancing the home's connection to the outdoors.

4.87 out of 5 average rating, 47 reviews

The Coal Miners Daughter

We would love to welcome you to our home in the mountains! Come enjoy a thrill seeking adventure then relax in the tranquility of your private home. Located at 717 Ruth Trace. Near Delbarton WV and 14mi town of Williamson WV. Trail riders can ride directly from the house to Buffalo Mountain Trails. Trail 14 is 7mi and 9mi to the trail head. Outlaws trails 1mi from home. Other info: spacious parking, 3bd home,2bd Queen,1bd dbl bunks(full bottom/twin tops) full kitchen,wifi,pet friendly :)

Place to stay in Williamson

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.

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.

4.98 out of 5 average rating, 127 reviews

4.97 out of 5 average rating, 148 reviews

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

4.98 out of 5 average rating, 84 reviews

A wooden bench is positioned under a covered porch, complemented by a decorative welcome sign. Sunlight filters through the large windows, illuminating the outdoor dining area with a vibrant umbrella in the background, enhancing the inviting ambiance of the space.

Home in Delbarton

* Large Coded Access Garage Area Included*

Discover your perfect getaway! The Decked Out Den is a 3-bed, 2-bath 1400sqft home with a detached 30'x30' garage to protect your machines from the weather. Enjoy ample parking, a spacious deck, and a cozy living room. Conveniently located near multiple trail access points, it’s just a short ride to Matewan or Delbarton—no need to trailer. Explore Buffalo, Devil's Anse, or Rockhouse trail systems. Book now for an adventure-filled stay with all the comforts of home!

4.97 out of 5 average rating, 59 reviews

A dining area features a wooden table surrounded by six chairs, arranged for family meals. A white refrigerator and an oven are situated alongside wooden cabinetry, with a coffee maker and other appliances on the countertop. Natural light filters through a window, partially covered by light curtains.

Home in Belfry

Bourbon House

The prime place for outdoor enthusiasts. Minutes from the Hatfield McCoy trail systems, the Kentucky Hillbilly trail systems, kayaking and fishing in the tug fork river. Local amenities such as the mall, restaurants, gas stations and grocery stores. All of this helps to make your stay heavenly!