A lush green valley with a red-roofed building surrounded by dense forest and a river.

Williamson Vacation Rentals

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Our top choices for Williamson vacation rentals

1. Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
9.2 out of 10, Wonderful, (7 reviews)
"The house was very nice. We didn’t care for the neighborhood. The people that owned the house was nice and very helpful!!! "
United States
Linda P.
$292 nightly
The price is $325
Sep 19 - Sep 20
Total with taxes and fees
Ryder's Retreat overlooking the city of Williamson!

2. Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.4 out of 10, Exceptional, (16 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
$181 nightly
The price is $201
Sep 20 - Sep 21
Total with taxes and fees
Appalachian Hideaways Cabin #2

3. Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Sarah Ann
10.0 out of 10, Exceptional, (13 reviews)
"Check in was easy. Great communication and pictures fairly represented the actual stay "
United States
Jordan B.
$242 nightly
The price is $269
Oct 12 - Oct 13
Total with taxes and fees
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

4. Papa Bear's Den!! “The perfect location to visit the trails”

Papa Bear's Den!! “The perfect location to visit the trails”
Sarah Ann
9.8 out of 10, Exceptional, (20 reviews)
"Excellent place to stay"
United States
Austin H.
$229 nightly
The price is $255
Sep 20 - Sep 21
Total with taxes and fees
Papa Bear's Den!! “The perfect location to visit the trails”

5. Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Logan
9.6 out of 10, Exceptional, (10 reviews)
"Great place to stay. Restaurant right down stairs is amazing. Owners are very helpful and nice "
United States
Matthew S.
$398 nightly
The price is $443
Sep 19 - Sep 20
Total with taxes and fees
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

6. Chapmanville WV|2 Full Bed

Chapmanville WV|2 Full Bed
Chapmanville WV
10.0 out of 10, Exceptional, (257 reviews)
"Quick stay, good vibes all around."
United States
Anonymous traveler
$78 nightly
The price is $86
Sep 20 - Sep 21
Total with taxes and fees
Chapmanville WV|2 Full Bed

7. Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
Chapmanville
9.6 out of 10, Exceptional, (16 reviews)
"The location was great proximity to the outlaw trails and in town amenities. Host was very nice and able to help us with maps and anything we needed."
United States
Wendy W.
$182 nightly
The price is $203
Oct 3 - Oct 4
Total with taxes and fees
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

8. Deluxe 4-Bedroom Log Cabin

Deluxe 4-Bedroom Log Cabin
chapmanville
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place, great host"
United States
Keith M.
$957 nightly
The price is $1,065
Oct 4 - Oct 5
Total with taxes and fees
Deluxe 4-Bedroom Log Cabin

9. Chapmanville WV|King Bed

Chapmanville WV|King Bed
Chapmanville WV
10.0 out of 10, Exceptional, (280 reviews)
"Great staff and comfy rooms."
United States
Anonymous traveler
$71 nightly
The price is $78
Sep 20 - Sep 21
Total with taxes and fees
Chapmanville WV|King Bed

10. Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Matewan
9.4 out of 10, Exceptional, (17 reviews)
"Great location and very nice host. Check in and out was a breeze. Very positive experience all around."
United States
Blake O.
$380 nightly
The price is $423
Oct 19 - Oct 20
Total with taxes and fees
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

11. Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out

Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out
Matewan
10.0 out of 10, Exceptional, (1 review)
"Brand new property with great views and convenience to the trails! Owners did an amazing job putting together this property. Furnishings are top of the line. Don’t be discouraged by the drive back. The property sits back in off the road with plenty of privacy and plenty of parking. Might want to put it into 4x4 if pulling your trailer up the driveway. Bring charcoal for the grill and be sure to pick up some wood for the fire pit. The hot tub was great for relaxing after a day of hitting the...
United States
Cody W.
$604 nightly
The price is $672
Sep 22 - Sep 23
Total with taxes and fees
Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out

12. *The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (19 reviews)
"Excellent place to stay! Clean Cool,"
United States
Ryan Z.
$372 nightly
The price is $404
Sep 26 - Sep 27
Total with taxes and fees
*The Decked out Den*

13. Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
Delbarton
9.8 out of 10, Exceptional, (16 reviews)
"Everything about the place was excellent! I have not one negative thing to say."
United States
Michael
$169 nightly
The price is $188
Sep 19 - Sep 20
Total with taxes and fees
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

14. Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out

Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out
Matewan
10.0 out of 10, Exceptional, (1 review)
"Was a great place"
United States
Terry P.
$605 nightly
The price is $673
Oct 19 - Oct 20
Total with taxes and fees
Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out

15. 2 miles from Buffalo Mountain Trail 8 Devil Anse

2 miles from Buffalo Mountain Trail 8 Devil Anse
Delbarton
9.6 out of 10, Exceptional, (13 reviews)
"Overall it was a good place to stay. There was a couple of small things: garage door opener wouldn’t work and the shampoo/conditioner was out, but as a whole it was a nice place."
United States
Justin L.
$293 nightly
The price is $327
Sep 20 - Sep 21
Total with taxes and fees
2 miles from Buffalo Mountain Trail 8 Devil Anse

16. Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Delbarton
9.8 out of 10, Exceptional, (48 reviews)
"Very easy access to trail system"
United States
stehen
$233 nightly
The price is $259
Sep 21 - Sep 22
Total with taxes and fees
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

17. Large spacious house with ample parking for large groups.

Large spacious house with ample parking for large groups.
Delbarton
10.0 out of 10, Exceptional, (7 reviews)
"Very clean place very nice owners where awesome very nice people"
United States
Matthew S.
$829 nightly
The price is $923
Sep 21 - Sep 22
Total with taxes and fees
Large spacious house with ample parking for large groups.

18. Sheppard's Holler: Your WV Adventure Home

Sheppard's Holler: Your WV Adventure Home
lenore
10.0 out of 10, Exceptional, (6 reviews)
"It was a great place to stay, quiet and peaceful. The lake was right up the road and the whole house just felt like home. The owners were very nice and helpful. Anytime I needed something they were there to answer any questions I had. Would definitely stay there again!"
United States
Christy
$302 nightly
The price is $320
Sep 19 - Sep 20
Total with taxes and fees
Sheppard's Holler: Your WV Adventure Home

19. Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT
South Williamson
$215 nightly
The price is $239
Sep 27 - Sep 28
Total with taxes and fees
Suite 1 Trail 10 HMT

20. Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Forest Hills
10.0 out of 10, Exceptional, (9 reviews)
"Could not have asked for a smoother check-in and out! The property is perfect for what I needed and the attention to the little details that made my stay easier (coffee pods, etc) was so appreciated!! Will stay here again when I come back to Pike Co for sure!!"
United States
Deborah C.
$128 nightly
The price is $142
Sep 21 - Sep 22
Total with taxes and fees
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Williamson Hotel Reviews

Find out more about Williamson

Everything you need to know about Williamson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Williamson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Williamson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Williamson vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamson. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Williamson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Williamson rentals

At Expedia, we put the best Williamson vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Williamson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Williamson vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Williamson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Williamson?

Yes, we offer vacation rentals near the most popular sights in Williamson, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental in Williamson?

💙The Mountain Mama💛 Trail Riders “Home Away From Home”: This highly rated vacation home rental in Williamson is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room. Some other homes for rent in Williamson include Ryder's Retreat overlooking the city of Williamson! and Cozy trail house at the Hatfield McCoy Trails.

How many vacation rentals are there in Williamson?

Choose from 15 Expedia vacation rentals in Williamson for a memorable vacation.

What can I see and do in Williamson?

Hatfield McCoy Trail - Buffalo Mountain Trail System and Praise Park are a couple of lovely local spots to get outside and enjoy nature. The Coal House and Williamson Memorial Fieldhouse are other places to visit while you're in town.

What are vacation rentals like in Williamson?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Williamson. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.