Holiday houses 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.

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!

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!

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.

Hokie Hideout-Cabin at Billy Goat Mountain Village

We offer the absolute CLOSEST lodging to the Buffalo Mountain Trailhead on the Hatfield-McCoy Trail System. Hokie Hideout is perfect for any group looking for an Appalachian Mountains experience in a beautiful, custom-built cabin. Get muddy by day, enjoy luxury by night. We offer comfy beds, the softest linens, stocked kitchen with Keurig and ice maker, fire pit with free wood, outdoor grill, DirecTV, Wi-Fi, great cell service, and plenty of parking. Plus, a private hot tub on back deck.

River View- Matewan - 1 mi to trail - easy parking

Enjoy gorgeous views of the Tug River from a HUGE covered deck & relax at this peaceful getaway. Located just 1 mile from the Devil Anse trailhead of the Hatfield & McCoy Trail system (Buffalo & Rockhouse, WV/KY Outlaw trails access) and downtown Matewan. Kitchen with full-size fridge, microwave, coffee pot & grill (No stove). Washer & dryer. All linens provided. Flat ground parking for your truck & trailer is available. Sleeps up to 6. Neighboring properties available for large groups.

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!

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.

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.

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.

The Mountain Mama

If you’re looking for plenty of space then look no further. Sleeps 10-12 guests. 7 beds total, 3 full BR, 2 full beds in open area downstairs and an additional full in open space upstairs. Downstairs bar/game room with kitchen, bathroom and pool table: Blackstone grill & fire pit for your downtime. No trailering. 3.6 miles to HMT Williamson connector and 5 miles to Buffalo Mountain. Groceries, fuel, parts, dining and shopping all within a few miles.

The Mountain Magnolia *Hot tub on private deck*

Step into bold industrial‑modern style with warm, comfortable furnishings that make relaxing effortless. This cozy home is packed with amenities! Featuring a private back deck complete with a steaming hot tub, charcoal grill, and outdoor sectional couch and chairs, perfect for unwinding under the trees. Designed for style and comfort, it’s an ideal retreat for couples, families, friends, or anyone craving a mountain getaway in a peaceful setting.