Family-friendly vacation rentals in Williamson

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Top-rated family-friendly rentals in Williamson

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Top guest favorite
A spacious living and dining area features a wooden dining table surrounded by six chairs. A comfortable sofa and two armchairs are arranged for relaxation. Natural light streams in through large windows, highlighting the country-themed decor and the welcoming ambiance of the room.
Cabin in Williamson
5 out of 5 average rating, 35 reviews

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!

Top guest favorite
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, 40 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.

Superhost
A single-story home is depicted from the front, featuring a welcoming porch with wooden steps. Large windows are adorned with dark shutters, allowing natural light inside. Surrounding greenery complements the exterior, and a gentle hillside is visible in the background.
Home in Williamson
4.83 out of 5 average rating, 23 reviews

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.

Guest favorite
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
4.98 out of 5 average rating, 116 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.

Guest favorite
A single-story home is shown with a welcoming front porch supported by wooden posts. Two chairs are positioned on the porch, overlooking a grassy area surrounded by trees. Large windows provide natural light to the interior, enhancing the home's connection to the outdoors.
Home in Williamson
4.85 out of 5 average rating, 39 reviews

The Coal Miners Daughter

We would love to welcome you to our home in the mountains! Come enjoy a thrill seeking adventure then relax in the tranquility of your private home. Located at 717 Ruth Trace. Near Delbarton WV and 14mi town of Williamson WV. Trail riders can ride directly from the house to Buffalo Mountain Trails. Trail 14 is 7mi and 9mi to the trail head. Outlaws trails 1mi from home. Other info: spacious parking, 3bd home,2bd Queen,1bd dbl bunks(full bottom/twin tops) full kitchen,wifi,pet friendly :)

Top guest favorite
Home in Williamson
4.95 out of 5 average rating, 22 reviews

Rosie's Roadhouse-Cabin at Billy Goat Mtn. Village

The absolute CLOSEST lodging to the Buffalo Mountain Trailhead at the heart of the Hatfield-McCoy Trail System. Perfect for anyone looking for an "Appalachian experience" in a beautiful and unique cabin. Get muddy by day and enjoy luxury by night. Comfy beds, the softest linens, fully stocked kitchen with Keurig and ice maker, fire pit, outdoor grills, corn hole, vintage arcade games, DirecTV, fireplace, laundry, FREE WIFI, GREAT cell service, PLENTY of parking, touch pad door locks.

Guest favorite
A living area features a plush couch and a wooden coffee table, complemented by a small dining table with three stools. A ceiling fan provides air circulation, while natural light fills the space through a nearby window. The kitchenette is partially visible in the background.
Apartment in Belfry
5 out of 5 average rating, 42 reviews

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!

Top guest favorite
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, 133 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 favorite
The cabin's exterior is illuminated in the evening light, featuring a stone facade and a prominent logo. Pathways are paved, and gravel surrounds the building, creating a welcoming approach. Surrounding trees are visible in the background, enhancing the cabin's secluded charm.
Cabin in Belfry
5 out of 5 average rating, 9 reviews

Elkview Suite-Buffalo Trail System HMT

Discover the ultimate ATV retreat at Hidden Mountain ATV Resort's Little Elk Cabin. Nestled just 1/2 mile from the renowned Buffalo Trail system and Williamson, WV, this cabin provides the perfect blend of convenience and comfort. Immerse yourself in Williamson's rich history and explore its abundance of restaurants, shopping havens, and gas stations, ensuring you're well-prepared for your thrilling off-roading escapade on the iconic Hatfield McCoy Trail system.

Top guest favorite
A welcoming front porch is framed by a green lawn scattered with fallen leaves. The porch features simple wooden steps and a stone foundation. A decorative pumpkin is placed near a potted plant, with trees adding natural greenery to the surroundings.
Home in Delbarton
5 out of 5 average rating, 29 reviews

Relaxing stay at Creekside Lodge

Wonderful, homey getaway beside flowing creek with little traffic, less than a mile from the Buffalo Mountain Trailhead. This is not just a place for trail riders but has been used by people attending family reunions and local festivals. Creekside Lodge is within the town limits of Delbarton where there are several restaurants, a small general store, and soon to open Dollar General. Trail riders will pass a local gas station on the way to the trail head.

Guest favorite
A cabin exterior is illuminated at night, showcasing a wooden porch with two rocking chairs. Large glass doors offer glimpses into the interior, while warm lights enhance the inviting ambiance of the entryway. Steps lead up from a gravel path to the porch.
Cabin in Logan
4.93 out of 5 average rating, 174 reviews

Riverfront cabin and mini campground

Relax with the whole family at this beautiful Cabin. A very peaceful place to stay. Sits on the Guyandotte River that's great for kayaking. Very close to the Hatfield McCoy Bear Wallow trailhead. Unload your ATV and hit the trail. Restaurant on site and also very close to a car wash. If you need a place to stay for the holidays while visiting family, this is the place for you! Just a couple of miles from Chief Logan State Park .

Guest favorite
Home in Matewan
5 out of 5 average rating, 9 reviews

The Wild & Wonderful

Plan your next stay at the Wild and Wonderful. It’s a newly updated home with three bedrooms, two bathrooms, and enough beds to sleep around 10 people. Plenty of parking for at least 2 trucks and trailers. More can fit but it is a little tighter. The Hatfield and McCoy trails are within a hundred feet. It is also located very close to the town of Matewan. 

Popular amenities for Williamson family-friendly rentals