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Williamson Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Williamson vacation 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.
$181 nightly
The price is $201
Oct 8 - Oct 9
Total with taxes and fees
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.
$292 nightly
The price is $325
Oct 11 - Oct 12
Total with taxes and fees
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.
$131 nightly
The price is $146
Oct 26 - Oct 27
Total with taxes and fees
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
$169 nightly
The price is $188
Oct 8 - Oct 9
Total with taxes and fees
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.
$215 nightly
The price is $239
Oct 8 - Oct 9
Total with taxes and fees
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
$233 nightly
The price is $259
Oct 8 - Oct 9
Total with taxes and fees
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, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
$160 nightly
The price is $172
Oct 9 - Oct 10
Total with taxes and fees
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.
$372 nightly
The price is $404
Oct 15 - Oct 16
Total with taxes and fees
*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.
$134 nightly
The price is $144
Oct 8 - Oct 9
Total with taxes and fees
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.
$307 nightly
The price is $342
Oct 8 - Oct 9
Total with taxes and fees
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.
$154 nightly
The price is $165
Oct 20 - Oct 21
Total with taxes and fees
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
$263 nightly
The price is $279
Nov 2 - Nov 3
Total with taxes and fees
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, (7 reviews)
"Very clean place very nice owners where awesome very nice people"
United States
Matthew S.
$809 nightly
The price is $900
Nov 3 - Nov 4
Total with taxes and fees
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.
$295 nightly
The price is $297
Oct 8 - Oct 9
Total with taxes and fees
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.
$541 nightly
The price is $602
Nov 2 - Nov 3
Total with taxes and fees
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.
$230 nightly
The price is $256
Oct 12 - Oct 13
Total with taxes and fees
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.
$200 nightly
The price is $223
Nov 1 - Nov 2
Total with taxes and fees
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.
$650 nightly
The price is $723
Oct 21 - Oct 22
Total with taxes and fees
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
$348 nightly
The price is $351
Oct 8 - Oct 9
Total with taxes and fees
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 traveler
$69 nightly
The price is $77
Oct 8 - Oct 9
Total with taxes and fees
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

Hampton Inn Pikeville

Hampton Inn Pikeville

10/10 Excellent
"Front desk & breakfast/community area staff were phenomenal. Kind. Considerate. !!"
Gary 3-night trip
Posted 3 days ago
Hampton Inn Pikeville

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 $201 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.

Explore a world of travel with Expedia

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?

Ryder's Retreat overlooking the city of Williamson!: This highly rated vacation home rental in Williamson offers a patio, a barbecue grill, 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 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 vacation rentals are there in Williamson?

Choose from 15 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 Williamson Memorial Fieldhouse 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.