Williamson Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Williamson vacation rentals

9.6 out of 10, Exceptional, (12 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
$180 nightly
The price is $200
Jan 18 - Jan 19
Total with taxes and fees
Appalachian Hideaways Cabin #2
9.8 out of 10, Exceptional, (9 reviews)
"Great spot, really enjoyed our stay."
United States
Seth W.
$257 nightly
The price is $278
Jan 18 - Jan 19
Total with taxes and fees
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
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.
$267 nightly
The price is $296
Jan 18 - Jan 19
Total with taxes and fees
Ryder's Retreat overlooking the city of Williamson!
$61 nightly
The price is $67
Jan 18 - Jan 19
Total with taxes and fees
RV Site 8 Camper - Hatfield McCoy Trails
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.
$172 nightly
The price is $191
Jan 18 - Jan 19
Total with taxes and fees
Charming 2-bedroom cottage in Matewan with WiFi and AC
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.
$121 nightly
The price is $134
Jan 21 - Jan 22
Total with taxes and fees
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
9.8 out of 10, Exceptional, (7 reviews)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
$169 nightly
The price is $188
Jan 18 - Jan 19
Total with taxes and fees
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
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.
$185 nightly
The price is $206
Jan 18 - Jan 19
Total with taxes and fees
Papa Bear's Den!! “The perfect location to visit the trails”
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
$117 nightly
The price is $130
Jan 25 - Jan 26
Total with taxes and fees
Tiny Home on Wheels: Your Modern Escape Awaits"
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.
$166 nightly
The price is $185
Jan 23 - Jan 24
Total with taxes and fees
2 miles from Buffalo Mountain Trail 8 Devil Anse
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.
$185 nightly
The price is $206
Jan 18 - Jan 19
Total with taxes and fees
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

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.
$159 nightly
The price is $182
Jan 23 - Jan 24
Total with taxes and fees
The Nook in Downtown Pikeville

Cabin in Boons Camp

The Boons Camp Cabin
$343 nightly
The price is $346
Jan 18 - Jan 19
Total with taxes and fees
The Boons Camp Cabin

Vacation 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.
$229 nightly
The price is $244
Jan 24 - Jan 25
Total with taxes and fees
*The Decked out Den*
8.8 out of 10, Excellent, (6 reviews)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
$150 nightly
The price is $166
Jan 25 - Jan 26
Total with taxes and fees
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
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
$246 nightly
The price is $261
Jan 18 - Jan 19
Total with taxes and fees
Sheppard's Holler: Your WV Adventure Home
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.
$235 nightly
The price is $262
Jan 18 - Jan 19
Total with taxes and fees
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
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.
$190 nightly
The price is $212
Jan 18 - Jan 19
Total with taxes and fees
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector
8.0 out of 10, Very Good, (1 review)
"Overall, this was a good stay. The location was very quiet and the property was clean, with the exception of something sticky left on the dining room table. We did have a small issue with the directions not working properly in the app, but the host responded in a timely manner and provided the address via message, which was helpful.One thing to note for future guests: be sure to accurately list all guests who will be staying. The host does monitor the cameras to verify the number of guests and...
United States
Willis H.
$177 nightly
The price is $199
Jan 18 - Jan 19
Total with taxes and fees
Riverview Retreat II, Charming 2 BR apartment with WiFi in Chapmanville, WV

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 traveler
$280 nightly
The price is $312
Jan 31 - Feb 1
Total with taxes and fees
Suite 3 South Williamson, Ky HMT 10
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Williamson Hotel Reviews

Find out more about Williamson

Everything you need to know about Williamson vacation rentals

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

Williamson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Williamson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Williamson rentals

At Expedia, we put the best Williamson vacation 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 vacation.

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 vacation rentals in Williamson?

Yes, we offer vacation rentals near the most popular sights in Williamson, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental in Williamson?

11 bed 7 bath large home and able to ride right from the home to the HMT trails: This highly rated vacation 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 Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home and 4 Bedroom home less than a mile to Hatfield/McCoy trails .

How many vacation rentals are there in Williamson?

Choose from 17 Expedia vacation rentals in Williamson for a memorable vacation.

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 Laurel Lake Wildlife Management Area are other places to visit while you're in town.

What are vacation rentals like in Williamson?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Williamson. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.