Holiday rentals in Chattaroy

Sully's Cabin 2

Sully's Cabin 2 is built and furnished as a small home. Designed for couples, small families, or friends who want a smaller space but don't want to sacrifice luxury with their stay. Come off the trails and in 2 minutes you are back at your luxury cabin that offers the amenities of a full home. Fix meals in the fully stocked kitchen, or Blackstone Griddle, then relax on the front porch, or back patio by the fire pit, or just watch some TV. Max 4 guests, rent both cabins if you need added space.

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!

Franklin’s Lodge. Cozy little home.

Nice little getaway. Most roads are ATV friendly. Close to 4 Hatfield and McCoy Off Road trails. Close to State Park, hiking, biking, kayaking, fishing, hunting, and much more. Plenty of parking. Pet friendly. Newly remodeled. Heat and A/C. Covered porches. Grill and firepit. Perfect getaway or daily rental. Neighbors are extremely friendly and helpful. Don't miss out! Close to many restaurants, grocery stores, and shopping. Delivery is available if you don't feel like driving.

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.

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.

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.

Cozy 2-bedroom Cabin with free parking

Country Charm is a newly built cabin located in Naugatuck, WV. This cabin has 2 bedrooms with queen size beds, full bath, full kitchen, living room, washer and drier, 2 larger porches, gas grill, fire pit, cable and WIFI. We’re 1 mile from Panther Mart (gas station and hot bar) Within 12 miles of HMT access. Conveniently close to several outlaw trails along with public hunting land in WV and KY.

Hillbilly Hideout-The Cove

Whether you're looking to ride the Hatfield-McCoy Trails or plan a weekend getaway, this cabin is perfect for you! Hillbilly Hideout 2 ( The Cove ) is located in historical downtown Williamson, just 0.3 miles from the Trail #10 entrance. There are several restaurants and convenience stores within walking distance. Come Hideout with us! www.hillbillyhideout.com

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!