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Williamson Holiday 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 holiday rentals

A cozy living room with a sofa, a chair, a TV, and a 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 HK$847
HK$1,579 total
includes taxes & fees
26 Sept - 27 Sept
Appalachian Hideaways Cabin #2
A wooden deck with red Adirondack chairs and a table, overlooking a town and mountains.

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 HK$1,412
HK$2,539 total
includes taxes & fees
29 Sept - 30 Sept
Ryder's Retreat overlooking the city of Williamson!
A two-story house with a porch and a staircase.

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 HK$649
HK$1,116 total
includes taxes & fees
28 Sept - 29 Sept
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A spacious dining area with a wooden table and chairs, a kitchen in the background, and a ceiling with a grid pattern.

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 HK$980
HK$1,877 total
includes taxes & fees
5 Oct - 6 Oct
Suite 1 Trail 10 HMT
A compact kitchen with a refrigerator, microwave, stove, and cabinets.

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 HK$805
HK$1,471 total
includes taxes & fees
27 Sept - 28 Sept
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A wooden bench overlooking a river, surrounded by lush greenery and a stone wall.

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 HK$1,334
HK$2,051 total
includes taxes & fees
28 Sept - 29 Sept
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
A cozy living room with a sofa, a ceiling fan, and a patterned rug.

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 HK$1,569
HK$2,696 total
includes taxes & fees
25 Sept - 26 Sept
2 miles from Buffalo Mountain Trail 8 Devil Anse
A covered porch with benches, American flags, and a brick building.

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 traveller
The price is HK$475
HK$610 total
includes taxes & fees
27 Sept - 28 Sept
Chapmanville WV|King Bed
A wooden interior with a sofa, a blue armchair, and a potted plant.

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 HK$1,247
HK$1,894 total
includes taxes & fees
21 Oct - 22 Oct
Inspiration Station
A modern kitchen with wooden cabinets, stainless steel appliances, and a black countertop.

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 HK$988
HK$1,998 total
includes taxes & fees
27 Sept - 28 Sept
Papa Bear's Den!! “The perfect location to visit the trails”
A covered deck with a grill, two chairs, and a table.

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 HK$776
HK$1,338 total
includes taxes & fees
8 Oct - 9 Oct
Modern Escape
A bathroom with a shower curtain depicting a forest scene with a cabin, bear, and birds.

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 HK$1,294
HK$2,519 total
includes taxes & fees
28 Sept - 29 Sept
Sheppard's Holler: Your WV Adventure Home
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

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 HK$1,098
HK$1,726 total
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
A wooden deck with a red umbrella, a black chair, and a table.

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 HK$1,765
HK$3,152 total
includes taxes & fees
15 Oct - 16 Oct
*The Decked out Den*
A wooden deck with a gravel path leading to a building.

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 HK$1,765
HK$3,490 total
includes taxes & fees
30 Sept - 1 Oct
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
A compact kitchen with wooden cabinets, a refrigerator, a microwave, and a sink.

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 HK$1,098
HK$2,088 total
includes taxes & fees
12 Oct - 13 Oct
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
A hot tub with seating and a table, surrounded by a wooden deck and trees.

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 HK$1,440
HK$2,339 total
includes taxes & fees
27 Sept - 28 Sept
The Mountain Magnolia *Hot tub on private deck*
A covered porch with benches, American flags, and a brick building.

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 traveller
The price is HK$523
HK$671 total
includes taxes & fees
27 Sept - 28 Sept
Chapmanville WV|2 Full Bed
A hot tub in a wooden deck area with a view of greenery.

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, (2 reviews)
"We stayed 4 nights at Tyler’s cabin, everything was brand new and exceptionally clean. We loved the privacy and location on top of the mountain, plenty of room to park trailers and off load machines. Tyler was very friendly answered any questions we had. Highly recommend this cabin!"
United States
Dan W.
The price is HK$2,894
HK$5,671 total
includes taxes & fees
21 Oct - 22 Oct
Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out
A rustic cabin surrounded by lush greenery and a fenced area.

20. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is HK$678
HK$2,730 total
includes taxes & fees
27 Sept - 28 Sept
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

Holiday Inn Express Hotel & Suites by IHG

Holiday Inn Express Hotel & Suites by IHG

10/10 Excellent
"The room was clean and the staff were very polite."
Tonia 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites by IHG

Find out more about Williamson

Search for holiday rentals in Williamson on Expedia! You can easily find your home rentals, villas, holiday apartments in Williamson using one of the methods below:

  • View our selection of featured holiday rentals in Williamson
  • Use the map to find apartments and other holiday homes in the Williamson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Williamson while they last

Look no further and take a look at our great range of rental properties in Williamson!

Frequently asked questions

Can I find holiday rentals in Williamson?

Yes, there are holiday rentals close to the most popular sights in Williamson, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Williamson has to offer?

💙The Mountain Mama💛 Trail Riders “Home Away From Home”: This highly rated holiday home rental in Williamson is located in the mountains, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games 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 holiday rentals are there in Williamson?

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

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 holiday rentals like in Williamson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamson. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.