
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.

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

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!

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.

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.

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!

Franklin’s Lodge. Cozy little home.
Nice little getaway. Most roads are ATV friendly. Close to 4 Hatfield and McCoy Off Road trails. Close to State Park, hiking, biking, kayaking, fishing, hunting, and much more. Plenty of parking. Pet friendly. Newly remodeled. Heat and A/C. Covered porches. Grill and firepit. Perfect getaway or daily rental. Neighbors are extremely friendly and helpful. Don't miss out! Close to many restaurants, grocery stores, and shopping. Delivery is available if you don't feel like driving.

* 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!

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.

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 .

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!

Quiet apart. w/ kitchen, laundry•Apt 8
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.

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).
Popular amenities for Williamson vacation rentals
Other great vacation rentals in Williamson

Wooded Monastery Guest Suite

Side By Side Lodging

Pinson Place Apartment 1

Twisted Trail Riderz 2bed Cabin

Country Roads Cliffside Cottage

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

Work hard play hard

Samuel’s Hilltop ATV Lodging, LLC
Frequently Asked Questions
Do cabin rentals in Williamson have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Williamson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Williamson have a kitchen?
Absolutely! We offer over 10 house 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 vacation rentals in Williamson?
Williamson has more than 20 family-friendly stays. 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 wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, 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.
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