Vacation rentals in Chattaroy

Hidden Jewell Studio Suite #2 - 2BD/1BA on Outlaws

Cozy 4 private unit suite-style retreat sleeps 15 w/ full bathrooms, kitchenettes & comfy temperpedic beds. Located right on the Outlaws - no trailering - that connect to HMT, just minutes from the historic Dingess Tunnel - "America's Bloodiest Tunnel" Enjoy fishing at Laurel Lake that's stocked w/ fish. Outdoors unwind by the firepit, grill & picnic area under the stars. Large parking lot for trucks & trailers. A serene escape w/ a touch of history & lots of adventure *Tablet available to rent

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!

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!

The Red Dog Chalet Couples Retreat w/ Hot Tub

Trailer access pull-thru private parking area with a beautiful lighted walking bridge that leads you to the chalet. A beautiful getaway with a spiral staircase leading you to the 2nd story covered porch with a wraparound walking deck. Large firepit area with dried fire wood. Large 12ft by 12ft hammock beside fire pit area. Two person copper tub; private outdoor shower; hot tub and large bed swing. Loft bedroom. Free WIFI. Park Series charcoal grill outside. Buffalo Mt trailhead 1/2 mile.

A cozy 2 bedroom cottage

The Mountain Laurel House is a cottage that can comfortably accommodate 6 guests. Tucked in the Heart of the Appalachian Mountains, our cottage appeals to both adventurous ATV riders & couples looking for a relaxing getaway. Guests can enjoy the beautiful mountain views from the covered front porch, or they can sit by a fire in the yard. We are located 1/2 mile from Buffalo Mountain trailhead, which means no trailering necessary. Ample parking is provided.

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 Loft at Roberson House

Stay in the heart of downtown Pikeville in this inviting third-floor efficiency tucked inside a beautifully preserved historic home. This cozy space offers everything you need for a comfortable stay — featuring a kitchenette with full size refrigerator and microwave, private bathroom, and modern amenities blended with timeless character. Enjoy the convenience of being steps from local restaurants, shops, and Pikeville’s best attractions.

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

**Ideal Retreat for Professionals: Cozy 2 Bed near Pikeville Medical Center & UPike** Welcome to our stylish and comfortable one-bedroom apartment, thoughtfully designed with traveling professionals in mind! Our newly furnished and recently remodeled space boasts two queen beds with memory foam mattresses, ensuring a restful night's sleep after a busy day at work.

The Burg

Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.

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!

Workman's Wildlife Haven

Vacation cabin (800 SF), secluded on 300 acre farm, hiking trails, wildlife viewing, 3 fishing ponds, 2 picnic areas, great scenery located in hills of eastern Kentucky. Fully furnished with wood burning fireplace, 1 bunk bed, 1 Queen Size bed/mattress, (sleeps 4). Nightly.