Holiday rentals in Williamson

4.92 out of 5 average rating, 26 reviews

A sleek exterior view of a modern building showcases a dark metal facade with wooden trim. Individual entrances are visible, each framed by large windows. Black chairs are positioned on the wooden deck, creating inviting spots to relax and enjoy the outdoors.

Flat in Lenore

Hidden Jewell Studio Suite 1 - 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

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, 17 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.

4.99 out of 5 average rating, 108 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.

Tiny home in Forest Hills

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.

4.86 out of 5 average rating, 22 reviews

Cozy Creek Side Tiny Home - 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!

4.98 out of 5 average rating, 61 reviews

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

* 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!

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

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 & University** 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.

4.68 out of 5 average rating, 53 reviews

A comfortable seating area features a dark sofa adorned with contrasting plaid pillows. A wall-mounted television is positioned above a decorative shelf displaying a plant and a welcome sign. Natural light enters through nearby windows partially covered by dark curtains.

Cabin in Williamson

Hillbilly Hideout-The Cove

Whether you're looking to ride the Hatfield-McCoy Trails or plan a weekend getaway, this cabin is perfect for you! Hillbilly Hideout 2 ( The Cove ) is located in historical downtown Williamson, just 0.3 miles from the Trail #10 entrance. There are several restaurants and convenience stores within walking distance. Come Hideout with us! www.hillbillyhideout.com

4.88 out of 5 average rating, 17 reviews

The sleeping area features two premium queen beds, each dressed in crisp white linens. A soft green throw blanket is draped over one bed, while a textured gray blanket adorns the other. A wooden nightstand holds a lamp, and a decorative rug covers the floor.

Flat in Pikeville

Quiet apart. w/ kitchen, laundry

Enjoy a restful nights sleep in one of the two premium queen beds. Light blocking shades, work desk, large capacity washer/dryer and other thoughtful touches should take care of any needs you may have. I am easy to contact and communicate with should you need anything at all.

4.98 out of 5 average rating, 96 reviews

A spacious bedroom includes a large bed adorned with white and green bedding. A piece of wall art featuring trees hangs above the bed. A bedside table with a lamp and a soft area rug add comfort. Natural light enters through the window covered with dark curtains.

Home in Harold

Cozy & Charming between Pikeville/Prestonsburg

Quiet and peaceful location just off of US 23 highway. Centrally located between Pikeville and Prestonsburg. 10 mins from City of Pikeville and 15 minutes from City of Prestonsburg Minutes from shopping and restaurants. Beautiful lakes and parks close by.

4.88 out of 5 average rating, 51 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, 51 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

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

The cabin is presented with a spacious front porch, surrounded by wooden railings. Gravel leads to the entrance, with landscaped areas featuring various plants. A parked off-road vehicle is visible in the foreground. Lush greenery envelops the cabin, suggesting a natural setting.

Cabin in Williamson

5 out of 5 average rating, 4 reviews

The Fisherman Cabin

4.8 out of 5 average rating, 15 reviews

The sleeping area features a queen-sized bed adorned with a muted animal print comforter. Light wood paneling complements the warm-toned flooring. A ceiling fan circulates air, while soft bedding is neatly stacked on a nearby shelf. Natural light filters through a window covered by light curtains.

Cabin in Delbarton

"The Cabin"

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 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.

4.86 out of 5 average rating, 14 reviews

Country Roads Cliffside Cottage

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.

4.91 out of 5 average rating, 64 reviews

Samuel’s Hilltop ATV Lodging, LLC

4.74 out of 5 average rating, 19 reviews

A rustic kitchen area is showcased, featuring a refrigerator, microwave, and a sink. A small, gray countertop is paired with two dark wood stools. Fresh flowers in a vase add a touch of color to the scene, complemented by wood-paneled walls.

Place to stay in Ethel

Cottage at campground