A lush green valley with a red-roofed building surrounded by dense forest and a river.

Holiday Homes in Williamson

  • 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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Williamson holiday homes

A wooden deck with red Adirondack chairs and a table, overlooking a town and mountains.

1. 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.
The price is AU$444
includes taxes & fees
7 Sept - 8 Sept
Ryder's Retreat overlooking the city of Williamson!
A compact kitchen with a refrigerator, microwave, stove, and cabinets.

2. 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
The price is AU$263
includes taxes & fees
7 Sept - 8 Sept
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A wooden bench overlooking a river, surrounded by lush greenery and a stone wall.

3. 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, (47 reviews)
"Very easy access to trail system"
United States
stehen
The price is AU$361
includes taxes & fees
7 Sept - 8 Sept
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
A cozy living room with a sofa, a ceiling fan, and a patterned rug.

4. 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, (12 reviews)
"Beautifully decorated. Very clean. Great location. Plenty of room for our 5 guests. Loved the back porch. The garage is a huge bonus. Would definitely stay here again!"
United States
Debbie K.
The price is AU$471
includes taxes & fees
7 Sept - 8 Sept
2 miles from Buffalo Mountain Trail 8 Devil Anse
A covered deck with a grill, two chairs, and a table.

5. 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.
The price is AU$204
includes taxes & fees
3 Sept - 4 Sept
Modern Escape
A wooden deck with a red umbrella, a black chair, and a table.

6. *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.
The price is AU$545
includes taxes & fees
18 Sept - 19 Sept
*The Decked out Den*
A wooden deck with a gravel path leading to a building.

7. Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Matewan
9.4 out of 10, Exceptional, (17 reviews)
"Great location and very nice host. Check in and out was a breeze. Very positive experience all around."
United States
Blake O.
The price is AU$604
includes taxes & fees
8 Sept - 9 Sept
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
A bathroom with a shower curtain depicting a forest scene with a cabin, bear, and birds.

8. 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
The price is AU$441
includes taxes & fees
7 Sept - 8 Sept
Sheppard's Holler: Your WV Adventure Home
A hot tub with seating and a table, surrounded by a wooden deck and trees.

9. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (5 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is AU$408
includes taxes & fees
8 Sept - 9 Sept
The Mountain Magnolia *Hot tub on private deck*
A compact kitchen with wooden cabinets, a refrigerator, a microwave, and a sink.

10. 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
10.0 out of 10, Exceptional, (13 reviews)
"Check in was easy. Great communication and pictures fairly represented the actual stay "
United States
Jordan B.
The price is AU$383
includes taxes & fees
9 Sept - 10 Sept
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
A two-story house with a porch, steps, and potted plants.

11. 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.
The price is AU$1,153
includes taxes & fees
8 Sept - 9 Sept
Large spacious house with ample parking for large groups.
A modern kitchen with wooden cabinets, stainless steel appliances, and a black countertop.

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

Papa Bear's Den!! “The perfect location to visit the trails”
Sarah Ann
9.8 out of 10, Exceptional, (20 reviews)
"Excellent place to stay"
United States
Austin H.
The price is AU$438
includes taxes & fees
3 Sept - 4 Sept
Papa Bear's Den!! “The perfect location to visit the trails”
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

Hampton Inn Pikeville

Hampton Inn Pikeville

10/10 Excellent
"Great location with good restaurants within walking distance. A nice park behind the hotel. The hotel is clean and well maintained."
Carrie 2-night trip
Posted 2 days ago
Hampton Inn Pikeville

Find out more about Williamson

Williamson Holiday Homes information

Number of reviews
178
Accommodation
73 Holiday Homes
Lowest Price
AU$204
Highest Price
AU$1,153