Holiday rentals in Stopover

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Top-rated holiday rentals in Stopover

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Top guest favourite
A spacious country house is set against a backdrop of wooded hills, characterized by a stone and wood exterior. Large windows are featured prominently, allowing natural light to fill the interior. The well-maintained lawn is bordered by subtle landscaping elements.
Guest house in Grundy
4.89 out of 5 average rating, 36 reviews

Your Private Mountain Retreat Awaits!

Welcome to a completely private secondary unit in the heart of the Appalachian Mountains. Located just 20 min from the Southern Gap Trailhead and 40 min from the Breaks Interstate Park. This is not a shared home. You’ll enjoy total privacy and full access to every part of the unit. Whether you’re here to explore the park,hike scenic trails, or simply relax in nature,our peaceful and private space offers the comfort and privacy you need. Book your stay and experience the beauty of the mountains

Top guest favourite
A single-story cabin with a welcoming front porch is illuminated by soft lighting. Colorful adirondack chairs are arranged along the porch, overlooking a gravel area. The structure features air conditioning units on each side, with surrounding trees in the background.
Cabin in Matewan
5 out of 5 average rating, 37 reviews

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.

Top guest favourite
A cozy living room features wooden walls and a warm-toned wooden floor. Seating includes two modern black futons arranged around a round, wooden coffee table. A flat-screen TV is mounted on the wall opposite a door that leads outside. Natural lighting enhances the inviting atmosphere.
Home in Sarah Ann
5 out of 5 average rating, 22 reviews

Mama Bear's Den - perfect location for the trails!

Mama Bears Den is the Perfect Location to Visit the Hatfield and McCoy Trails offering access to not only one but two different trail systems (Devil Anse & Rockhouse) within a mile of the property! Devil Anse connects with a Third trial system (Buffalo) offering days of trials with no need to trailer to other locations! Relax on the porch or by the fire pits while cooking on the grills by a scenic creek! While here visit the gravesite or museum of Devil Anse, just a short walking distance away.

Top guest favourite
A two-bedroom home with a welcoming red door is set against a backdrop of green hills. The exterior features beige siding and a metal roof, with a paved driveway leading to the entrance. Neatly manicured shrubs and trees enhance the outdoor space.
Home in Matewan
4.98 out of 5 average rating, 44 reviews

Almost Heaven Vacations

We have a beautiful two-bedroom, one-bath home that comfortably sleeps four located near the Hatfield-McCoy Trails in North Matewan, West Virginia. We provide a clean, cozy home away from home for your ATV trip. We have a fully stocked kitchen, charcoal grill, picnic area and plenty of parking/turning space for your equipment. Our house is located less than one mile from the Devil Anse Trailhead (which connects to Buffalo and Rock House trailheads) Book your stay today! We’d love to have you.

Top guest favourite
The exterior of the chalet features a two-story structure surrounded by lush greenery. A covered porch extends from the second level, and a staircase leads down to the landscaped yard. Pathways and railings create a welcoming access to the home.
Treehouse in Williamson
4.99 out of 5 average rating, 104 reviews

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.

Superhost
A cozy living area includes a neutral-colored sofa with turquoise accent pillows and a soft area rug. Natural light enters through two windows with floral valances, illuminating the space. A small dining table with white chairs is visible in the background, enhancing comfort and functionality.
Tiny home in Forest Hills
4.85 out of 5 average rating, 20 reviews

Tiny Home w/Full Kitchen - Walk to Distillery

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!

Top guest favourite
The exterior of the house features a light-colored siding and a contrasting burgundy front door. Large windows provide ample natural light, while a sun porch adds additional seating space. Surrounding greenery enhances the inviting curb appeal.
Home in Iaeger
4.96 out of 5 average rating, 72 reviews

Quaint 3 Bedroom House Free Parking on Premises

Relax in a small, quiet town where you can escape the hustle of the big city or take a ride in the picturesque mountains. This house is the prefect getaway. 3 bedrooms 2 with queen size beds and 1 twin size bed. A full kitchen Laundry room equipped with washer & dryer Dinning room Living room Tv room Bathroom Sun porch in the front 2 level deck in the back Wi-Fi Now pet friendly with a small pet fee Close to ATV Trails and local trail guide. Walking distance to kayak access point.

Guest favourite
A spacious living area features a plaid sectional sofa adorned with red accent pillows. A rustic wooden coffee table is positioned in the center. Two lamps stand on either side, providing additional lighting, beside a doorway that leads to other areas of the apartment.
Flat in Pikeville
4.92 out of 5 average rating, 229 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 131 reviews

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

Guest favourite
A cozy living area features a dark leather sofa adorned with patterned cushions, accented by a wooden coffee table. A decorative rug lies beneath, and soft light is provided by a standing lamp near a window dressed with a gingham curtain.
Cabin in Hanover
4.91 out of 5 average rating, 33 reviews

Sugar Hollow Cabin Rental

About 5 minutes away from Gilbert area, where trail heads start. Quiet area & cozy. With access to in ground pool. The pool is open from June 1st to September 1st. Only about 5 minutes from R D Bailey dam with picnic/play areas and visitor center with a nice view of the dam and lake. Great for boating and fishing. Close to trail 12, Mexican restaurant, grocery stores, Dollar stores, Giovanni’s, & more! Lots of hiking areas and other local parks and recreation areas.

Top guest favourite
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
4.98 out of 5 average rating, 58 reviews

* 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!

Top guest favourite
A covered front porch features a BBQ grill and outdoor seating, providing a welcoming space to relax. The wooden railing complements the porch design, which is surrounded by lush greenery. The entrance to the house is visible, offering easy access to the interior.
Guest suite in War
4.97 out of 5 average rating, 153 reviews

A Bit of Heaven: Calvary Suite- Warrior Trail

Take a step back in time. Rural America. Before fast food chains, and even before Walmart... Surrounded by mountains and located right around the corner from the Hatfield McCoy Warrior Trailhead office. Enjoy High Rocks, Wilmore Dam or perhaps a day at Berwind Lake trout fishing, hiking or boating. Easy access to restaurants, gas station, and grocery store. We are an ATV friendly town and House is located in quiet friendly neighborhood with plenty of parking.

Popular amenities for Stopover holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Pike County
  5. Stopover