
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.

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.

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 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!

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

* 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!

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!

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

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!

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
Other great vacation rentals in Williamson

The Overlook at Hatfield Bottom

"The Cabin"

Side By Side Lodging

River 2 Ridge Outfitters

Franklin’s Lodge. Cozy little home.

Country Roads Cliffside Cottage

Samuel’s Hilltop ATV Lodging, LLC

Unit D: 10 Sec Ride to Trail, Sleeps 6!
When is the best time to visit Williamson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 2 °C | 3 °C | 8 °C | 14 °C | 19 °C | 23 °C | 25 °C | 24 °C | 20 °C | 14 °C | 8 °C | 4 °C |
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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