Williamson Holiday Rentals

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Our top choices for Williamson holiday rentals

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 NZ$348
includes taxes & fees
7 Jan - 8 Jan
Appalachian Hideaways Cabin #2
9.8 out of 10, Exceptional, (9)
"Great spot, really enjoyed our stay."
United States
Seth W.
The price is NZ$481
includes taxes & fees
7 Jan - 8 Jan
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
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 NZ$512
includes taxes & fees
16 Jan - 17 Jan
Ryder's Retreat overlooking the city of Williamson!
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is NZ$325
includes taxes & fees
7 Jan - 8 Jan
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
9.8 out of 10, Exceptional, (41)
"Amazing place close to Hatfield and McCoy trail systems and local places to eat, will highly stay again "
United States
Douglas H.
The price is NZ$453
includes taxes & fees
7 Jan - 8 Jan
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
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 NZ$357
includes taxes & fees
7 Jan - 8 Jan
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
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 NZ$327
includes taxes & fees
5 Feb - 6 Feb
Charming 2-bedroom cottage in Matewan with WiFi and AC

Apartment in Pikeville

The Nook in Downtown 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 NZ$315
includes taxes & fees
3 Feb - 4 Feb
The Nook in Downtown Pikeville
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 NZ$346
includes taxes & fees
7 Jan - 8 Jan
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
9.8 out of 10, Exceptional, (10)
"Owners were great and very accommodating "
United States
Sarah F.
The price is NZ$253
includes taxes & fees
8 Jan - 9 Jan
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
10.0 out of 10, Exceptional, (14)
"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 NZ$357
includes taxes & fees
7 Jan - 8 Jan
Papa Bear's Den!! “The perfect location to visit the trails”
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 NZ$277
includes taxes & fees
14 Jan - 15 Jan
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
2.0 star property
10.0 out of 10, Exceptional, (7)
"Great Place for a quick get away, hot shower! Would definitely stay again!"
United States
Justin G.
The price is NZ$226
includes taxes & fees
8 Jan - 9 Jan
Tiny Home on Wheels: Your Modern Escape Awaits"
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 NZ$542
includes taxes & fees
7 Jan - 8 Jan
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
10.0 out of 10, Exceptional, (2)
"We absolutely loved this home. Plenty of rooms and parking for our rides and a nice garage to empty in so we didn’t drag mud and dirt everywhere. Love the decorating fall touches made you feel welcomed. Definitely will be back. "
United States
Martha
The price is NZ$1,431
includes taxes & fees
7 Jan - 8 Jan
Large spacious house with ample parking for large groups.

Condo in South Williamson

Suite 3 South Williamson, Ky HMT 10
10.0 out of 10, Exceptional, (2)
"Location was great for our needs. Nice accomodations"
United States
Anonymous traveller
The price is NZ$540
includes taxes & fees
31 Jan - 1 Feb
Suite 3 South Williamson, Ky HMT 10
8.4 out of 10, Very good, (5)
"Great place. Location was awesome, big driveway for trucks and trailers. The host was awesome. Quick and responsive to messages. Hot tub was great after riding all day. Would definitely go back."
United States
Rusty Y.
The price is NZ$833
includes taxes & fees
20 Jan - 21 Jan
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Holiday Home in Delbarton

*The Decked out Den*
10.0 out of 10, Exceptional, (15)
"Great place to stay, conveniently located to ATV trailheads."
United States
Jeff B.
The price is NZ$421
includes taxes & fees
7 Jan - 8 Jan
*The Decked out Den*
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 NZ$452
includes taxes & fees
7 Jan - 8 Jan
Sheppard's Holler: Your WV Adventure Home
8.8 out of 10, Excellent, (6)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
The price is NZ$297
includes taxes & fees
9 Jan - 10 Jan
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
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 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$253 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?

11 bed 7 bath large home and able to ride right from the home to the HMT trails: This highly rated holiday home rental in Williamson is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Some other homes for rent in Williamson include 4 Bedroom home less than a mile to Hatfield/McCoy trails and Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking! .

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.