
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.

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.

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!

* 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.

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.

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

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.

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.

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).

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 Fisherman Cabin

Blue Moon at Airport Cottages

Hidden Retreat Cabin Mountain View Pool OpensMay30

Side By Side Lodging

Cozy cabin, easy trail access

Franklin’s Lodge. Cozy little home.

Luxury Creekside Cottage

Country Roads Cliffside Cottage
When is the best time to visit Williamson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ459 | ﺩ.ﺇ459 | ﺩ.ﺇ459 | ﺩ.ﺇ551 | ﺩ.ﺇ496 | ﺩ.ﺇ514 | ﺩ.ﺇ459 | ﺩ.ﺇ485 | ﺩ.ﺇ441 | ﺩ.ﺇ477 | ﺩ.ﺇ474 | ﺩ.ﺇ459 |
| 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 ﺩ.ﺇ220 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Williamson vacation rentals include wi-fi 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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