South Williamson Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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 South Williamson vacation rentals

Condo in South Williamson

South Williamson Suites 8br 6 bath
$820 nightly
The price is $913
Dec 31 - Jan 1, 2026
Total with taxes and fees
South Williamson Suites 8br 6 bath
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.
$172 nightly
The price is $191
Dec 25 - Dec 26
Total with taxes and fees
Charming 2-bedroom cottage in Matewan with WiFi and AC
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.
$144 nightly
The price is $160
Dec 26 - Dec 27
Total with taxes and fees
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
9.6 out of 10, Exceptional, (12)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
$181 nightly
The price is $201
Dec 25 - Dec 26
Total with taxes and fees
Appalachian Hideaways Cabin #2
9.8 out of 10, Exceptional, (10)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
$127 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
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.
$186 nightly
The price is $207
Dec 25 - Dec 26
Total with taxes and fees
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
$169 nightly
The price is $188
Dec 25 - Dec 26
Total with taxes and fees
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
$117 nightly
The price is $130
Jan 4 - Jan 5, 2026
Total with taxes and fees
Tiny Home on Wheels: Your Modern Escape Awaits"
10.0 out of 10, Exceptional, (13)
"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 4 - Jan 5, 2026
Total with taxes and fees
Papa Bear's Den!! “The perfect location to visit the trails”

Vacation Home in Delbarton

*The Decked out Den*
10.0 out of 10, Exceptional, (15)
"Great location and accommodations for riding the Hatfield McCoy trail system"
United States
Steven K.
$228 nightly
The price is $243
Dec 26 - Dec 27
Total with taxes and fees
*The Decked out Den*
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.
$235 nightly
The price is $262
Dec 25 - Dec 26
Total with taxes and fees
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
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
$246 nightly
The price is $261
Dec 25 - Dec 26
Total with taxes and fees
Sheppard's Holler: Your WV Adventure Home

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.
$159 nightly
The price is $182
Dec 25 - Dec 26
Total with taxes and fees
The Nook in Downtown Pikeville
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.
$159 nightly
The price is $176
Jan 6 - Jan 7, 2026
Total with taxes and fees
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
9.6 out of 10, Exceptional, (8)
"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.
$305 nightly
The price is $340
Dec 25 - Dec 26
Total with taxes and fees
2 miles from Buffalo Mountain Trail 8 Devil Anse
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.
$288 nightly
The price is $321
Dec 25 - Dec 26
Total with taxes and fees
Ryder's Retreat overlooking the city of Williamson!
9.8 out of 10, Exceptional, (9)
"Great spot, really enjoyed our stay."
United States
Seth W.
$257 nightly
The price is $278
Dec 25 - Dec 26
Total with taxes and fees
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
10.0 out of 10, Exceptional, (1)
"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
$742 nightly
The price is $826
Dec 25 - Dec 26
Total with taxes and fees
Large spacious house with ample parking for large groups.
$113 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Escape to Tranquility at Wanderer's Oasis – Your Boho-Inspired Cabin Retreat
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 South Williamson Hotel Reviews

Find out more about South Williamson

Everything you need to know about South 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 South 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 South Williamson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Williamson vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South 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 South 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 $141 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 South Williamson rentals

At Expedia, we put the best South 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 South 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 South 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 South 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

Are there vacation rentals in South Williamson?

Yes, we have vacation rentals near popular attractions in South Williamson, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental that South Williamson has to offer?

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! : This vacation home rental near South Williamson offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in South Williamson?

While you're exploring the area, Hatfield McCoy Trail - Buffalo Mountain Trail System and Rogers Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find The Coal House and Williamson Memorial Fieldhouse.

What are vacation rentals like in South Williamson?

Vacation rentals are private accommodations you can book for a short or long stay in South Williamson. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.