Vacation rentals in Williamson

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Top-rated vacation rentals in Williamson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
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.
Apartment in Lenore
5 out of 5 average rating, 19 reviews

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

Top guest favourite
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, 32 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!

Guest favourite
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
4.81 out of 5 average rating, 16 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 favourite
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
4.94 out of 5 average rating, 32 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.

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, 108 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 homes in Forest Hills
4.86 out of 5 average rating, 21 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
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

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, 59 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 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
5 out of 5 average rating, 28 reviews

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!

Superhost
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
4.68 out of 5 average rating, 53 reviews

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

Guest favourite
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
4.96 out of 5 average rating, 45 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!

Guest favourite
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.
Vacation home in Williamson
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 vacation rentals

When is the best time to visit Williamson?

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Avg. price$175 CAD$175 CAD$175 CAD$210 CAD$189 CAD$196 CAD$175 CAD$185 CAD$168 CAD$182 CAD$181 CAD$175 CAD
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Frequently Asked Questions

  • Do house rentals in Williamson have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Williamson. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Williamson have a kitchen?

    Absolutely! We offer over 10 cabin rentals with a kitchen in Williamson. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cabin rentals in Williamson?

    Experience the best of Williamson with our cabin rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Williamson?

    Williamson has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Williamson have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Williamson. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Williamson?

    Four-legged friends are welcome in Williamson. Choose from more than 10 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Cabin Rentals in Williamson?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Williamson?

    Yes! Work meets play with ease at over 10 vacation rentals in Williamson featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Williamson

  • Total vacation rentals

    Explore 40 vacation rentals in Williamson

  • Nightly prices starting at

    Williamson vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Williamson vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Williamson rentals

  • 4.8 Average rating

    Williamson stays are highly rated by guests—averaging 4.8 out of 5!

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