Williamson Holiday Rentals

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Holiday Rentals in Williamson

Appalachian Hideaways Cabin #2

Williamson
9.6 out of 10, Exceptional, (12)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is AU$306
includes taxes & fees
10 Dec - 11 Dec
Appalachian Hideaways Cabin #2

Ryder's Retreat overlooking the city of Williamson!

Williamson
8.8 out of 10, Excellent, (5)
"One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends."
United States
Michael K.
The price is AU$490
includes taxes & fees
6 Dec - 7 Dec
Ryder's Retreat overlooking the city of Williamson!

Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Chattaroy
9.8 out of 10, Exceptional, (8)
"This location was perfect for our big group! "
United Kingdom
Dion V.
The price is AU$426
includes taxes & fees
8 Dec - 9 Dec
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Charming 2-bedroom cottage in Matewan with WiFi and AC

Matewan
10.0 out of 10, Exceptional, (2)
"The host was a great communicator. She was excessively accommodating and went above and beyond to meet our requests without charging extra. Highly recommend renting from this host. "
United States
sandy f.
The price is AU$291
includes taxes & fees
16 Dec - 17 Dec
Charming 2-bedroom cottage in Matewan with WiFi and AC

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

Delbarton
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is AU$287
includes taxes & fees
6 Dec - 7 Dec
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Forest Hills
10.0 out of 10, Exceptional, (2)
"Great spot cabin had everything we needed and was a short drive from the buffalo mountain trail head. Would gladly stay there again. Host was very nice and is local to the cabin. "
United States
Carson G.
The price is AU$214
includes taxes & fees
8 Dec - 9 Dec
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Tiny Home on Wheels: Your Modern Escape Awaits"

2.0 star property
Pikeville
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
The price is AU$208
includes taxes & fees
7 Dec - 8 Dec
Tiny Home on Wheels: Your Modern Escape Awaits"

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

Sarah Ann
10.0 out of 10, Exceptional, (7)
"We throughly enjoyed our stay. Gary is an excellent host. We’ll definitely stay again when we are in the area. "
United States
Jessica R.
The price is AU$317
includes taxes & fees
16 Dec - 17 Dec
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
Pikeville
9.8 out of 10, Exceptional, (10)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
The price is AU$231
includes taxes & fees
4 Jan - 5 Jan 2026
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

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

Sarah Ann
10.0 out of 10, Exceptional, (13)
"The house is a great location to trail ride. Ample space for our group of 9. There was a hornet nest on the side of the house but Gary was quick to take care of it. We would stay here again. "
United States
Kelly C.
The price is AU$317
includes taxes & fees
16 Dec - 17 Dec
Papa Bear's Den!! “The perfect location to visit the trails”

*The Decked out Den*

Delbarton
10.0 out of 10, Exceptional, (15)
"Excellent place to stay! Very cozy! Having the garage for side by sides was a huge plus! "
United States
SANDRA N.
The price is AU$372
includes taxes & fees
10 Dec - 11 Dec
*The Decked out Den*

The Boons Camp Cabin

Boons Camp
The price is AU$535
includes taxes & fees
14 Dec - 15 Dec
The Boons Camp Cabin

Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Chapmanville
9.8 out of 10, Exceptional, (11)
"Beautiful view and quiet clean the owner is nice I don't know what else to say can't get no better than that"
United States
Archie J.
The price is AU$301
includes taxes & fees
8 Dec - 9 Dec
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

The Nook in Downtown Pikeville

Pikeville
9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
United States
Dyana F.
The price is AU$279
includes taxes & fees
19 Dec - 20 Dec
The Nook in Downtown Pikeville

Sheppard's Holler: Your WV Adventure Home

lenore
10.0 out of 10, Exceptional, (5)
"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 AU$399
includes taxes & fees
8 Dec - 9 Dec
Sheppard's Holler: Your WV Adventure Home

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

Delbarton
9.8 out of 10, Exceptional, (40)
"Very clean, had all of the amenities you would need, plenty of parking space, will definitely stay again"
United States
Brian L.
The price is AU$400
includes taxes & fees
6 Dec - 7 Dec
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Riverview Retreat II, Charming 2 BR apartment with WiFi in Chapmanville, WV

Chapmanville
The price is AU$289
includes taxes & fees
17 Dec - 18 Dec
Riverview Retreat II, Charming 2 BR apartment with WiFi in Chapmanville, WV

2 miles from Buffalo Mountain Trail 8 Devil Anse

Delbarton
9.6 out of 10, Exceptional, (8)
"The place was beautifully decorated and included all the amenities we needed. Stephanie was very responsive and helpful with any questions we had. We will definitely be staying here again."
United States
Amy L S.
The price is AU$519
includes taxes & fees
6 Dec - 7 Dec
2 miles from Buffalo Mountain Trail 8 Devil Anse

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

Logan
9.6 out of 10, Exceptional, (10)
"Check in and out went very smoothly. Restaurant downstairs serves delicious food. Apartment was as advertised. We will plan to stay there again. "
United States
Carla R.
The price is AU$480
includes taxes & fees
9 Dec - 10 Dec
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

Trail House In Gilbert Sleeps 12

2.0 star property
Gilbert
10.0 out of 10, Exceptional, (1)
"All went well and the host is extremely helpful. The beds were the most comfortable ever. "
United States
Tina S.
Trail House In Gilbert Sleeps 12
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 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 favourite 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 depend 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 AU$231 per night. Entering your travel dates in the search wizard might find you 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?

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking! : This highly rated holiday home rental in Williamson is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a patio and a garden. Some other homes for rent in Williamson include 11 bed 7 bath large home and able to ride right from the home to the HMT trails and Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails.

How many holiday rentals are there in Williamson?

Choose from 17 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.