Holiday rentals in Williamson

5 out of 5 average rating, 21 reviews

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

5 out of 5 average rating, 25 reviews

Cabin in Matewan

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.

5 out of 5 average rating, 23 reviews

Tiny home in Pikeville

Modern Escape

Modern Escape at Harvey's Hideaway Haven is a contemporary retreat that offers all the comforts of home in a compact and stylish package. (160 sq. ft. of living space) At Harvey's Hideaway Haven, you'll 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 PMC, Upike and the Expo center!

4.94 out of 5 average rating, 33 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.

5 out of 5 average rating, 18 reviews

Cabin in Williamson

Trail Riders Retreat

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.

5 out of 5 average rating, 29 reviews

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!

Place to stay in Williamson

4.99 out of 5 average rating, 86 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

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

Superhost

Cabin in Delbarton

5 out of 5 average rating, 3 reviews

Cabin 6 @ THE ROCK

THE ROCK located at Buffalo Mountain Point puts you in the heart of the town of Delbarton, WV . After a long day on the trails you can enjoy a short ride back to relax outback by the cozy fire-pit, chill on the entry level porch while overlooking the peaceful streams and landscape of the mountains or escape from it all on the basement level patio (hot tubs coming soon) . The location, flexibility and convenience of these Newly Built Cabins will not disappoint.

5 out of 5 average rating, 23 reviews

Home in Delbarton

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.

5 out of 5 average rating, 29 reviews

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.

Superhost

4.75 out of 5 average rating, 60 reviews

Hatfield McCoy Trail 10 House-1 Block to Trl Head!

Take it easy at this unique and tranquil getaway. Whether you're looking to ride the Hatfield-McCoy Trails or plan a weekend getaway this fully renovated home is perfect for you! Trail 10 House is located in historical downtown Williamson, just ONE BLOCK from the Trail #10 head. HOUSE IS BEING FULLY RENOVATED. MORE PICTURES COMING SHORTLY!

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Popular amenities for Williamson holiday rentals

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Other great holiday rentals in Williamson

4.96 out of 5 average rating, 27 reviews

The Mountain Mama

EricaRating, 5 stars1 month ago

We had a great time at the house. It is very convenient drive to town, about a 8 minute drive. When you take a right out on Buffalo road you have access to trails 11,12,14, and 15. Loved being able to access the trails just a short ride up the road. There was more than enough parking for our 2 trailers (mine was a 20ft gooseneck). The carport was nice to park the razors under. Big yard for the dogs to run and play in. Elizabeth was very responsive and accommodating. Definitely planning to stay here again.

4.97 out of 5 average rating, 34 reviews

Side By Side Lodging

DeanRating, 5 stars2 days ago

Terry's side x side place is fantastic for our needs! Close to trailheads, restaurant in Matewan that is not far. Terry's place is always clean and very comfortable! You won't find a more hospitalable host!

Cabin in Williamson

4.84 out of 5 average rating, 25 reviews

Buffalo Mountain Mountain Retreat in Williamson

AlexisRating, 5 stars9 months ago

Karen’s place was amazing! It was PERFECT for a big group. The pool is a nice size, there was plenty of towels, seating and beds. The house is a maze but in the best way! Karen was SO accommodating and responsive. Area might be alittle sketchy at first but had no issues, locking up garage is a great amenity.

5 out of 5 average rating, 34 reviews

Home in Inez

Luxury Creekside Cottage

AnnRating, 5 stars2 weeks ago

This home was beautifully decorated with nice added touches. Amazing outdoor space with a deck, grill and fire pit. There is a walking path along the creek behind the house, was so peaceful. Would absolutely stay again!!

4.8 out of 5 average rating, 10 reviews

Country Roads Cliffside Cottage

RebeccaRating, 5 stars2 weeks ago

David was an awesome host! Always responsive and accommodating. We extended the stay for our crew due to work extensions a few times and he was amazing about it!

5 out of 5 average rating, 5 reviews

Home in Delbarton

Work hard play hard

KellyRating, 5 stars1 month ago

Clean and comfy house to stay in while riding trails. Host is always very responsive and very easy to work with.