Williamson Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Williamson holiday rentals

Smart TV, fireplace

Cabin in Williamson

Appalachian Hideaways Cabin #2
9.6 out of 10, Exceptional, (12 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is HK$842
HK$1,562 total
includes taxes & fees
8 Feb - 9 Feb
Appalachian Hideaways Cabin #2
Outdoor dining

Holiday Home in Williamson

Ryder's Retreat overlooking the city of Williamson!
8.8 out of 10, Excellent, (5 reviews)
"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 HK$1,228
HK$2,311 total
includes taxes & fees
28 Jan - 29 Jan
Ryder's Retreat overlooking the city of Williamson!
Interior

Holiday Home in Chattaroy

Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
9.8 out of 10, Exceptional, (9 reviews)
"Great spot, really enjoyed our stay."
United States
Seth W.
The price is HK$1,684
HK$2,816 total
includes taxes & fees
16 Feb - 17 Feb
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
Interior

Mobile Home in Wilkinson

RV Site 8 Camper - Hatfield McCoy Trails
The price is HK$312
HK$525 total
includes taxes & fees
8 Feb - 9 Feb
RV Site 8 Camper - Hatfield McCoy Trails
Fridge, microwave, oven, stovetop

Holiday Home in Delbarton

Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
9.8 out of 10, Exceptional, (7 reviews)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is HK$800
HK$1,463 total
includes taxes & fees
9 Feb - 10 Feb
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
Dining

Holiday Home in Sarah Ann

Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
10.0 out of 10, Exceptional, (7 reviews)
"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 HK$702
HK$1,614 total
includes taxes & fees
8 Feb - 9 Feb
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
2 bedrooms, free WiFi, bed sheets

Cottage in Matewan

Charming 2-bedroom cottage in Matewan with WiFi and AC
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$975
HK$1,492 total
includes taxes & fees
9 Feb - 10 Feb
Charming 2-bedroom cottage in Matewan with WiFi and AC
Property grounds

Holiday Home in Delbarton

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
9.8 out of 10, Exceptional, (41 reviews)
"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 HK$1,326
HK$2,039 total
includes taxes & fees
28 Jan - 29 Jan
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Exterior

Apartment in Chapmanville

Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
9.8 out of 10, Exceptional, (11 reviews)
"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 HK$1,014
HK$1,650 total
includes taxes & fees
31 Jan - 1 Feb
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
Dining

Condo in South Williamson

Suite 3 South Williamson, Ky HMT 10
10.0 out of 10, Exceptional, (2 reviews)
"Location was great for our needs. Nice accomodations"
United States
Anonymous traveller
The price is HK$1,365
HK$2,430 total
includes taxes & fees
31 Jan - 1 Feb
Suite 3 South Williamson, Ky HMT 10
Exterior detail

Apartment in Pikeville

The Nook in Downtown Pikeville
9.0 out of 10, Wonderful, (4 reviews)
"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 HK$694
HK$1,419 total
includes taxes & fees
1 Feb - 2 Feb
The Nook in Downtown Pikeville
Exterior

Cottage in Forest Hills

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
10.0 out of 10, Exceptional, (3 reviews)
"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 HK$772
HK$1,250 total
includes taxes & fees
9 Feb - 10 Feb
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Fridge, microwave, oven, stovetop

Holiday Home in Sarah Ann

Papa Bear's Den!! “The perfect location to visit the trails”
10.0 out of 10, Exceptional, (15 reviews)
"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 HK$702
HK$1,614 total
includes taxes & fees
9 Feb - 10 Feb
Papa Bear's Den!! “The perfect location to visit the trails”
Fridge, microwave, coffee/tea maker, toaster

Apartment in Pikeville

Tiny Home on Wheels: Your Modern Escape Awaits"
10.0 out of 10, Exceptional, (7 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is HK$561
HK$1,015 total
includes taxes & fees
1 Feb - 2 Feb
Tiny Home on Wheels: Your Modern Escape Awaits"
Smart TV, books

Apartment in Logan

Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
9.6 out of 10, Exceptional, (10 reviews)
"Perfect place if you're going to trails. Everyone we dealt with from the owners to the restaurant workers to even the locals who frequented the restaurant were great and treated you like friends. Will probably be first choice for future visits. To the owners and employees, thank you."
United States
John W.
The price is HK$1,559
HK$2,448 total
includes taxes & fees
28 Jan - 29 Jan
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail
Smart TV

Holiday Home in Delbarton

2 miles from Buffalo Mountain Trail 8 Devil Anse
9.6 out of 10, Exceptional, (8 reviews)
"The house had everything imaginable that you'd need, neat and clean and cofy cozy!!! The host sent us info needed the day before we arrived. We totally enjoyed our stay!!! "
United States
Lisa W.
The price is HK$585
HK$1,432 total
includes taxes & fees
28 Jan - 29 Jan
2 miles from Buffalo Mountain Trail 8 Devil Anse
Outdoor dining

Holiday Home in Delbarton

*The Decked out Den*
10.0 out of 10, Exceptional, (15 reviews)
"Great place to stay, conveniently located to ATV trailheads."
United States
Jeff B.
The price is HK$780
HK$1,900 total
includes taxes & fees
9 Feb - 10 Feb
*The Decked out Den*
Interior

Holiday Home in Delbarton

Large spacious house with ample parking for large groups.
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$3,502
HK$6,437 total
includes taxes & fees
30 Jan - 31 Jan
Large spacious house with ample parking for large groups.
Interior

Holiday Home in lenore

Sheppard's Holler: Your WV Adventure Home
10.0 out of 10, Exceptional, (5 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$897
HK$2,033 total
includes taxes & fees
2 Feb - 3 Feb
Sheppard's Holler: Your WV Adventure Home
Property grounds

Cabin in Boons Camp

The Boons Camp Cabin
The price is HK$655
HK$2,696 total
includes taxes & fees
29 Jan - 30 Jan
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Williamson Hotel Reviews

The Red Dog Cottage In The Woods w/ Hot Tub

The Red Dog Cottage In The Woods w/ Hot Tub

10/10 Excellent
"Everything was great. We have stayed here several times. Shawn and Tonya are wonderful hosts. Beautiful place. "
Kimberley L. 4-night trip
Posted 3 days ago
The Red Dog Cottage In The Woods w/ Hot Tub

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?

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 Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking! and 4 Bedroom home less than a mile to Hatfield/McCoy 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.