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Williamson Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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 NZ$353
includes taxes & fees
11 Oct - 12 Oct
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 NZ$569
includes taxes & fees
11 Oct - 12 Oct
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
9.8 out of 10, Exceptional, (10 reviews)
"It was a peaceful and quiet place. Very clean and tidy. Has it's own driveway to park. The host was amazing, nice and very responsive."
United States
deborah j.
The price is NZ$261
includes taxes & fees
26 Oct - 27 Oct
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A compact kitchen with a refrigerator, microwave, stove, and cabinets.

4. 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 NZ$334
includes taxes & fees
15 Oct - 16 Oct
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A spacious dining area with a wooden table and chairs, a kitchen in the background, and a ceiling with a grid pattern.

5. 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 NZ$426
includes taxes & fees
18 Oct - 19 Oct
Suite 1 Trail 10 HMT
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 NZ$457
includes taxes & fees
12 Oct - 13 Oct
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
A wooden interior with a sofa, a blue armchair, and a potted plant.

7. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (10 reviews)
"Everything was wonderful. It was peaceful and quiet. We loved the resident cat. Just a beautiful cabin and beautiful place! We will stay down here anytime we come to visit in the area."
United States
Susan
The price is NZ$306
includes taxes & fees
11 Oct - 12 Oct
Inspiration Station
A wooden deck with a red umbrella, a black chair, and a table.

8. *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 NZ$697
includes taxes & fees
15 Oct - 16 Oct
*The Decked out Den*
A covered deck with a grill, two chairs, and a table.

9. 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 NZ$257
includes taxes & fees
12 Oct - 13 Oct
Modern Escape
A cozy living room with a sofa, a ceiling fan, and a patterned rug.

10. 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 NZ$603
includes taxes & fees
14 Oct - 15 Oct
2 miles from Buffalo Mountain Trail 8 Devil Anse
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

11. 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 NZ$295
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
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 NZ$476
includes taxes & fees
4 Nov - 5 Nov
Sheppard's Holler: Your WV Adventure Home
A two-story house with a porch, steps, and potted plants.

13. 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, (8 reviews)
"Very clean place very nice owners where awesome very nice people"
United States
Matthew S.
The price is NZ$1,563
includes taxes & fees
3 Nov - 4 Nov
Large spacious house with ample parking for large groups.
A hot tub with seating and a table, surrounded by a wooden deck and trees.

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

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (6 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is NZ$520
includes taxes & fees
8 Nov - 9 Nov
The Mountain Magnolia *Hot tub on private deck*
A hot tub in a wooden deck area with a view of greenery.

15. 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 NZ$1,028
includes taxes & fees
2 Nov - 3 Nov
Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out
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
9.8 out of 10, Exceptional, (15 reviews)
"Check in was easy. Great communication and pictures fairly represented the actual stay "
United States
Jordan B.
The price is NZ$449
includes taxes & fees
12 Oct - 13 Oct
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
A modern kitchen with wooden cabinets, stainless steel appliances, and a black countertop.

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

Papa Bear's Den!! “The perfect location to visit the trails”
Sarah Ann
10.0 out of 10, Exceptional, (22 reviews)
"Excellent place to stay"
United States
Austin H.
The price is NZ$388
includes taxes & fees
1 Nov - 2 Nov
Papa Bear's Den!! “The perfect location to visit the trails”
A hot tub in a wooden deck area with a view of greenery.

18. 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 NZ$1,257
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.

19. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is NZ$603
includes taxes & fees
14 Oct - 15 Oct
The Boons Camp Cabin
A covered porch with benches, American flags, and a brick building.

20. 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 NZ$136
includes taxes & fees
11 Oct - 12 Oct
Chapmanville WV|King Bed
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

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

10/10 Excellent
"This place was a 10/10! Great location to the trails, fantastic amenities, great space. I could go on and on. Power washer next to the garage, in ground pool, comfortable bed and living room, TV’s in every room, nice clean bathroom, full kitchen to cook in with dishes and utensils. Dog friendly, huge back yard to walk the dog around. Great hospitality from the owners! Would stay again!!"
Amanda E. 3-night trip
Posted 5 days ago
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

Find out more about Williamson

Everything you need to know about Williamson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Williamson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Williamson holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Williamson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamson holiday rentals we have selected for you start as low as NZ$353 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Williamson rentals

At Expedia, we put the best Williamson holiday 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 holiday.

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. 

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?

Ryder's Retreat overlooking the city of Williamson!: This highly rated holiday home rental in Williamson offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other homes for rent in Williamson include 💙The Mountain Mama💛 Trail Riders “Home Away From Home” and Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking! .

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.