Vacation rentals in Red Jacket

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!

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.

Eye in the Sky- Spacious, flat ground parking

Plenty of FLAT GROUND parking for your next trip to the Hatfield & McCoy trails. Located just a mile from downtown Matewan restaurants & Devil Anse trailhead, we have plenty of space for a large group or a smaller family getaway. 3 spacious bedrooms & a sleeper sofa allow for up to 12 guests. Mountain & river views surround this comfortable home. Full kitchen & spacious deck with grill. Adjacent properties at The Overlook and River View are also available for multiple families or larger groups.

Country Roads ATV Retreat Hatfield & McCoy trails

Stay at our fully stocked retreat—for a unforgettable trail riding experience sleeps 1–8 (no bunk beds!), with tons of parking ATV/UTV-friendly HWY & community ✅ 1 king room ✅ 2 queen rooms ✅ 2 roll out beds ✅ Full kitchen & laundry ✅ High-speed Wi-Fi ✅ Firewood included ✅ coffee bar 🛞 Devil Anse – tunnel, goat, rocks formations 🛞 Rockhouse – waterfall, almost heaven swing, atv bridge 🛞 Buffalo – Hell’s Knob, WV sign, old mine entrance almost heaven swing. And outlaw trails all around.

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!

Historical Matewan Lockup

The Historical Lockup & City Hall is situated in one of West Virginia's most storied towns, Matewan. The property boasts convenient access to the renowned Hatfield-McCoy Trail system; with shops, restaurants, and other local attractions within walking distance. The Historical Matewan Lockup & City Hall comfortably accommodates 4 guests with 2 beds, 1 bathroom, and a kitchenette. Book today to experience one of West Virginia's most unique overnight accommodation offerings.

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.

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

Rogers Retreat 5 bdrm 3 bath, game room and garage

Bring the whole family to this great place with lots of room for fun. Ample parking and added amenities for atvs and trail riders. Property is adjacent to Hatfield McCoy trail system. No trailering required, park your truck and ride your atv to nearby trails, restaurants and stores. Large beds, sleeper sofa, screened porch with extra refrigerator, game room with pool table, fully equipped kitchen with dish washer, detached garage, and plenty of outdoor space to enjoy.

* 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!

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.