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.
The price is CA $252
CA $451 total
includes taxes & fees
Sep 20 - Sep 21
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.
The price is CA $151
CA $277 total
includes taxes & fees
Sep 20 - Sep 21
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.
The price is CA $196
CA $377 total
includes taxes & fees
Oct 12 - Oct 13
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.
The price is CA $176
CA $355 total
includes taxes & fees
Sep 29 - Sep 30
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.
The price is CA $350
CA $618 total
includes taxes & fees
Sep 29 - Sep 30
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 traveller
The price is CA $94
CA $121 total
includes taxes & fees
Sep 20 - Sep 21
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.
The price is CA $168
CA $280 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is CA $925
CA $1,509 total
includes taxes & fees
Oct 4 - Oct 5
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 traveller
The price is CA $85
CA $110 total
includes taxes & fees
Sep 20 - Sep 21
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.
The price is CA $315
CA $622 total
includes taxes & fees
Oct 5 - Oct 6
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.
The price is CA $465
CA $935 total
includes taxes & fees
Sep 22 - Sep 23
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.
The price is CA $315
CA $561 total
includes taxes & fees
Oct 18 - Oct 19
*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
The price is CA $144
CA $261 total
includes taxes & fees
Sep 20 - Sep 21
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.
The price is CA $460
CA $928 total
includes taxes & fees
Oct 19 - Oct 20
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.
The price is CA $280
CA $453 total
includes taxes & fees
Sep 20 - Sep 21
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
The price is CA $238
CA $363 total
includes taxes & fees
Oct 1 - Oct 2
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.
The price is CA $740
CA $1,289 total
includes taxes & fees
Oct 20 - Oct 21
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
The price is CA $231
CA $448 total
includes taxes & fees
Sep 20 - Sep 21
Sheppard's Holler: Your WV Adventure Home

19. Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT
South Williamson
The price is CA $175
CA $336 total
includes taxes & fees
Sep 29 - Sep 30
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.
The price is CA $116
CA $199 total
includes taxes & fees
Sep 21 - Sep 22
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Williamson. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.