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Williamson Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Williamson vacation rentals

Smart TV, fireplace

1. 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 AED 397
AED 736 total
includes taxes & fees
23 Sep - 24 Sep
Appalachian Hideaways Cabin #2
Outdoor dining

2. 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 AED 661
AED 1,185 total
includes taxes & fees
23 Sep - 24 Sep
Ryder's Retreat overlooking the city of Williamson!
Exterior

3. 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 AED 304
AED 522 total
includes taxes & fees
28 Sep - 29 Sep
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Dining

4. Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT
South Williamson
10.0 out of 10, Exceptional, (1 review)
"Great value for the accommodations. Great location. Some difficulty in getting checking information from host. Otherwise a good experience overall and would stay there again."
United States
Cammy R.
The price is AED 459
AED 879 total
includes taxes & fees
27 Sep - 28 Sep
Suite 1 Trail 10 HMT
Coffee/tea maker, fridge, microwave, oven

5. 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 AED 377
AED 689 total
includes taxes & fees
27 Sep - 28 Sep
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
Property grounds

6. 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 AED 625
AED 961 total
includes taxes & fees
23 Sep - 24 Sep
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Smart TV

7. 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 AED 735
AED 1,263 total
includes taxes & fees
23 Sep - 24 Sep
2 miles from Buffalo Mountain Trail 8 Devil Anse
Terrace/patio

8. 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
The price is AED 224
AED 288 total
includes taxes & fees
23 Sep - 24 Sep
Chapmanville WV|King Bed
Smart TV

9. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
The price is AED 419
AED 686 total
includes taxes & fees
8 Oct - 9 Oct
Inspiration Station
Coffee/tea maker, fridge, microwave, oven

10. 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 AED 463
AED 932 total
includes taxes & fees
23 Sep - 24 Sep
Papa Bear's Den!! “The perfect location to visit the trails”
Outdoor dining

11. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is AED 279
AED 536 total
includes taxes & fees
4 Oct - 5 Oct
Modern Escape
Interior

12. 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 AED 606
AED 1,180 total
includes taxes & fees
23 Sep - 24 Sep
Sheppard's Holler: Your WV Adventure Home
Smart TV

13. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is AED 437
AED 709 total
includes taxes & fees
22 Oct - 23 Oct
Backwoods Bungalow
Outdoor dining

14. *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 AED 826
AED 1,476 total
includes taxes & fees
15 Oct - 16 Oct
*The Decked out Den*
Property grounds

15. 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 AED 826
AED 1,634 total
includes taxes & fees
30 Sep - 1 Oct
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Dining

16. 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 AED 514
AED 978 total
includes taxes & fees
12 Oct - 13 Oct
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Terrace/patio

17. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (5 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is AED 674
AED 1,095 total
includes taxes & fees
27 Sep - 28 Sep
The Mountain Magnolia *Hot tub on private deck*
Terrace/patio

18. 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
The price is AED 246
AED 316 total
includes taxes & fees
30 Sep - 1 Oct
Chapmanville WV|2 Full Bed
Outdoor spa tub

19. 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 AED 1,220
AED 2,485 total
includes taxes & fees
23 Sep - 24 Sep
Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out
Property grounds

20. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is AED 317
AED 1,236 total
includes taxes & fees
23 Sep - 24 Sep
The Boons Camp Cabin
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

The Red Dog Chalet Couples Retreat w/ Hot Tub

The Red Dog Chalet Couples Retreat w/ Hot Tub

10/10 Excellent
"We really enjoyed our stay. The property is beautiful and just as described. Very clean, and Shawn and Tonya are awesome hosts! 10/10 would recommend!"
Jeff T. 3-night trip
Posted 1 day ago
The Red Dog Chalet Couples Retreat w/ Hot Tub

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.