Vacation rentals in South Williamson

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Top-rated vacation rentals in South 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

4.98 out of 5 average rating, 45 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!

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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

4.86 out of 5 average rating, 29 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.

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Guest favorite

The exterior of the cabin is illuminated by warm lighting, showcasing a wooden porch with multiple colorful chairs. Gravel pathways lead to the entrance, framed by natural greenery and mountainous scenery in the background.

Cabin in Matewan

4.95 out of 5 average rating, 43 reviews

Sully's Cabin 1

Sully's Cabin 1 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.

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Guest favorite

The living area showcases a plush couch and a rustic wooden coffee table, complemented by a flat-screen TV. A dining table for four is positioned nearby, with a cozy kitchenette visible in the background. Warm lighting enhances the inviting atmosphere.

Apartment in Belfry

4.96 out of 5 average rating, 23 reviews

Ridge Runners Suite #3

Cozy 1BR/1BA w/queen bed + heat & A/C. Private bath w/shower, toiletries & towels. Living area w/pull-out sofa, fireplace & 50" TV. Kitchenette w/microwave, fridge, table for four & essentials. Enjoy coffee bar, covered porch & deck. Restaurants, groceries & nightlife within 2 miles. Trailer-friendly parking & nearby trail access. Flat, convenient spot on Route 119 between Pikeville, KY & Logan, WV. Mountain views w/walking distance shops & dining. Comfortable, clean & convenient stay!

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Guest favorite

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

4.79 out of 5 average rating, 56 reviews

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!

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Guest favorite

A private four-bedroom house is situated on a hillside, featuring a green exterior. The entrance showcases a stone facade and a decorative door with a circular window. Large windows are present, allowing natural light to fill the living spaces, surrounded by lush trees.

Home in Williamson

4.93 out of 5 average rating, 40 reviews

Entire house Privately located 4 bedroom

Private 4 bedroom house equipped with full kitchen, (2) living spaces, dining, 2 full baths, laundry room, kitchenette downstair. Outdoor pavilion area with with charcoal and gas grill, corn hole and fire pit. Free WiFi. Ride straight to buffalo and devil anse trails less than a mile. Or downtown Williamson is 2 miles. 5 access points from house on ATV. Note this house is on a hill. Plenty of parking to hold 5-6 trucks. We have an overflow lot to accommodate oversized trailers if needed.

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Guest favorite

A large covered deck showcases wooden flooring and a railing. Several seating options are arranged in pairs, alongside a wooden table set for dining. Lush greenery is visible in the background, enhancing the serene river view. Natural light provides a warm, inviting ambiance.

Home in Matewan

5.0 out of 5 average rating, 18 reviews

River View- Matewan - 1 mi to trail - easy parking

Enjoy gorgeous views of the Tug River from a HUGE covered deck & relax at this peaceful getaway. Located just 1 mile from the Devil Anse trailhead of the Hatfield & McCoy Trail system (Buffalo & Rockhouse, WV/KY Outlaw trails access) and downtown Matewan. Kitchen with full-size fridge, microwave, coffee pot & grill (No stove). Washer & dryer. All linens provided. Flat ground parking for your truck & trailer is available. Sleeps up to 6. Neighboring properties available for large groups.

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Top guest favorite

The exterior view of a welcoming house is presented, featuring a gravel parking area in front. The structure is surrounded by greenery, with trees visible in the background. A porch with seating is positioned at the entrance, enhancing the outdoor space.

Home in Delbarton

4.98 out of 5 average rating, 66 reviews

Rockhouse Hillside Retreat

Relax with the whole family at this peaceful place to stay. This 2 bedroom 2 bath has close access to Buffalo Mtn trail system. It is located a mile and a half from the Hatfield McCoy trail 14. We offer a fully stocked kitchen and bathroom. One bedroom has two queen beds. The other offers one King bed. There is also a twin size trundle bed. We also offer a queen size air mattress for more than 8 guests staying. Come visit Rockhouse Hillside Retreat and enjoy a peaceful Mtn view.

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Guest favorite

The cottage stands nestled among trees, with a welcoming exterior illuminated by soft lighting at dusk. A well-kept walkway leads to double glass doors framed by inviting outdoor seating areas, creating an accessible entry point to the home.

Place to stay in Williamson

4.98 out of 5 average rating, 125 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft covered 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 covered hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock behind fire pit. Park Series charcoal grill outside.

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Guest favorite

The exterior of a historical building is displayed, featuring a textured stone facade painted in light colors. Two distinct entryways are identified by signs labeled 'LOCK-UP 1908' and 'CITY HALL.' Large windows alongside the doors allow natural light into the space.

Place to stay in Matewan

4.9 out of 5 average rating, 21 reviews

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.

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Top guest favorite

Home in South Williamson

5.0 out of 5 average rating, 16 reviews

The Depot -Luxury Rental

Your group will enjoy easy access to everything from this centrally located place. Our house is ideal for traveling medical/business professionals, or families visiting the area. It is not suitable for ATV trail riders because we have no parking space available for trailers/ UTV’s, or SxS’s. We are 0.6 miles from Mingo County Courthouse and Williamson Health and Wellness Center, 1.3 miles to Tug Valley ARH Medical Center, 30 minutes drive to Pikeville Medical Center.

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Guest favorite

A dining area features a wooden table surrounded by six chairs, arranged for family meals. A white refrigerator and an oven are situated alongside wooden cabinetry, with a coffee maker and other appliances on the countertop. Natural light filters through a window, partially covered by light curtains.

Home in Belfry

4.97 out of 5 average rating, 58 reviews

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!

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