Holiday rentals in Williamson

5 out of 5 average rating, 20 reviews

The exterior of a modern building is shown, featuring a dark metal facade with wood accents. Several doors with small square windows are visible, accompanied by outdoor seating. A wooden deck extends along the front, enhancing the inviting entrance.

Flat in Lenore

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

5 out of 5 average rating, 35 reviews

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

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!

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.

4.82 out of 5 average rating, 22 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.

4.98 out of 5 average rating, 114 reviews

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

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.

5 out of 5 average rating, 41 reviews

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.

Flat in South Williamson

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!

5 out of 5 average rating, 36 reviews

The cottage's exterior is illuminated by warm lighting, showcasing a covered front porch with steps leading up to the blue door. The surrounding area features grassy landscaping, and the evening sky adds a serene backdrop.

Cottage in Williamson

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.

5 out of 5 average rating, 33 reviews

A cozy living area features warm wooden walls and a gray sofa, complemented by decorative pillows. A blue accent chair adds a pop of color, while a large plant brings a touch of nature indoors. Light streams in from a skylight above.

Cabin in Pikeville

Inspiration Station

Inspiration Station at Harvey's Hideaway Haven is designed to uplift your spirit and ignite your inner drive. You will be immersed in nature, surrounded by the beauty of the wilderness. While this offers a peaceful escape, please be aware that you may encounter local wildlife, including bugs, bees, and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena!

5 out of 5 average rating, 41 reviews

The spacious bedroom features two queen beds adorned with vibrant red bedding and decorative pillows. Soft neutral walls create a calming atmosphere, while framed artwork adds visual interest. A bedside lamp provides additional lighting, enhancing the inviting feel of the room.

Flat in Pikeville

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.

5 out of 5 average rating, 20 reviews

Flat in Logan

Travelers Apartments LLC

Your family will be close to everything when you stay at this centrally-located place. Three Hatfield /McCoy Trail entrances- Bear Wallow, Rock House, Buffalo Mountain Trail, Devil Anse cemetery, restaurants, grocery stores, Bakery, gas stations, state Park, Hospital, the Gyuandotte River, bouncy house & much more .

4.96 out of 5 average rating, 48 reviews

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

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!

4.89 out of 5 average rating, 55 reviews

A comfortable living area is presented with a dark leather sectional sofa adorned with blue and patterned throw pillows. A round coffee table sits in the center on a geometric-patterned rug, and light enters through two strategically placed windows adorned with white blinds.

Flat in Pikeville

Riverside Heights

The whole group will enjoy easy access to everything from this centrally located place. This unit is only a short drive from Pikeville Medical Center and the University of Pikeville. There are a few steps to access this unit (pictured below).

Holiday home in Williamson

A single-story house is set against a hillside greenery, featuring a spacious gravel parking area. In the foreground, a fire pit surrounded by metal chairs is situated on a patch of grass, inviting guests to relax outdoors.

4.96 out of 5 average rating, 52 reviews

Vacation Rental in Lenore, WV

This 3 bedroom house in Lenore, WV is perfect for your next adventure. No matter if you’re riding the trails or traveling for work, we have you covered with a home away from home. Find us on face book: Newsome Rentals

Popular amenities for Williamson holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Williamson

Superhost

A cozy sleeping area features a wooden bunk bed with a spacious bottom bed dressed in a decorative yellow and white quilt. A small ladder allows access to the top bunk. A comfortable sofa is positioned nearby, with natural light entering through a door and two wall sconces providing soft illumination.

Cabin in Matewan

5 out of 5 average rating, 4 reviews

The Overlook at Hatfield Bottom

A single-story residence is shown, featuring a front porch with steps leading to the entry. The well-maintained lawn surrounds the home, and a gravel driveway extends beside it. Lush green hills rise in the background under a partly cloudy sky.

4.97 out of 5 average rating, 37 reviews

Side By Side Lodging

A comfortable living space features a gray sofa with accent pillows, paired with a reclining chair draped with a teal throw. Small side tables hold lamps, while a colorful piece of abstract art brightens the wall. A vibrant area rug adds warmth to the floor.

Flat in Pikeville

4.75 out of 5 average rating, 4 reviews

Pinson Place Apartment 1

The interior features warm wood paneling and a high, sloped ceiling. A comfortable brown sofa is positioned next to a large window. A wooden table with dark chairs occupies the central area, creating a friendly space for gatherings.

Cabin in Williamson

4.63 out of 5 average rating, 8 reviews

Twisted Trail Riderz 2bed Cabin

A charming two-story brick home is set amongst greenery, featuring a well-kept front yard. The building displays a traditional design with three gabled windows on the upper level and a covered entryway flanked by stairs. An American flag adds a welcoming touch to the facade.

4.73 out of 5 average rating, 15 reviews

Country Roads Cliffside Cottage

4.82 out of 5 average rating, 11 reviews

An open living area features two sleek futon couches facing a wooden coffee table. A dining table with four chairs is positioned nearby, and a spacious bed is visible in the adjacent room. Soft lighting highlights the neutral walls and flooring.

Cabin in Williamson

Wander'n Inn Lodge #1, Half mile from Trail 10

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

4.74 out of 5 average rating, 27 reviews

Cozy Creek Side Tiny Home - New Paint & Flooring

Two brightly colored off-road vehicles are parked in front of a yellow house, featuring a covered porch. The vehicles exhibit bold graphics and sturdy builds, positioned on a paved area surrounded by trees, creating an outdoor setting for adventure.