South Williamson Holiday Rentals

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Holiday Rentals in South Williamson

Suite 3 South Williamson, Ky HMT 10

South Williamson
10.0 out of 10, Exceptional, (2)
"Location was great for our needs. Nice accomodations"
United States
Anonymous traveller
The price is NZ$551
includes taxes & fees
30 Nov - 1 Dec
Suite 3 South Williamson, Ky HMT 10

South Williamson Suites 2 br 2 bath

South Williamson
The price is NZ$496
includes taxes & fees
30 Nov - 1 Dec
South Williamson Suites 2 br 2 bath

Charming 2-bedroom cottage in Matewan with WiFi and AC

Matewan
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.
The price is NZ$338
includes taxes & fees
18 Dec - 19 Dec
Charming 2-bedroom cottage in Matewan with WiFi and AC

Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

Delbarton
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is NZ$331
includes taxes & fees
20 Nov - 21 Nov
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

Appalachian Hideaways Cabin #2

Williamson
9.6 out of 10, Exceptional, (11)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is NZ$356
includes taxes & fees
20 Nov - 21 Nov
Appalachian Hideaways Cabin #2

Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Sarah Ann
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.
The price is NZ$364
includes taxes & fees
20 Nov - 21 Nov
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Forest Hills
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.
The price is NZ$246
includes taxes & fees
23 Nov - 24 Nov
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
Pikeville
10.0 out of 10, Exceptional, (9)
"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.
The price is NZ$249
includes taxes & fees
23 Nov - 24 Nov
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Tiny Home on Wheels: Your Modern Escape Awaits"

2.0 star property
Pikeville
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
The price is NZ$222
includes taxes & fees
23 Nov - 24 Nov
Tiny Home on Wheels: Your Modern Escape Awaits"

Sheppard's Holler: Your WV Adventure Home

lenore
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
The price is NZ$461
includes taxes & fees
1 Dec - 2 Dec
Sheppard's Holler: Your WV Adventure Home

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Delbarton
9.8 out of 10, Exceptional, (40)
"Very clean, had all of the amenities you would need, plenty of parking space, will definitely stay again"
United States
Brian L.
The price is NZ$462
includes taxes & fees
26 Nov - 27 Nov
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

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

Sarah Ann
10.0 out of 10, Exceptional, (12)
"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 NZ$364
includes taxes & fees
20 Nov - 21 Nov
Papa Bear's Den!! “The perfect location to visit the trails”

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

2.0 star property
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.
The price is NZ$277
includes taxes & fees
23 Nov - 24 Nov
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

2 miles from Buffalo Mountain Trail 8 Devil Anse

Delbarton
9.6 out of 10, Exceptional, (8)
"The place was beautifully decorated and included all the amenities we needed. Stephanie was very responsive and helpful with any questions we had. We will definitely be staying here again."
United States
Amy L S.
The price is NZ$579
includes taxes & fees
20 Nov - 21 Nov
2 miles from Buffalo Mountain Trail 8 Devil Anse

*The Decked out Den*

Delbarton
10.0 out of 10, Exceptional, (15)
"Excellent place to stay! Very cozy! Having the garage for side by sides was a huge plus! "
United States
SANDRA N.
The price is NZ$649
includes taxes & fees
17 Dec - 18 Dec
*The Decked out Den*

Ryder's Retreat overlooking the city of Williamson!

Williamson
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.
The price is NZ$567
includes taxes & fees
20 Nov - 21 Nov
Ryder's Retreat overlooking the city of Williamson!

The Nook in Downtown Pikeville

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.
The price is NZ$322
includes taxes & fees
19 Dec - 20 Dec
The Nook in Downtown Pikeville

Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Chattaroy
9.8 out of 10, Exceptional, (8)
"Loved the house had a great experience would definitely stay again"
United Kingdom
Gregory S.
The price is NZ$492
includes taxes & fees
8 Dec - 9 Dec
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

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

Matewan
8.4 out of 10, Very good, (5)
"It' not worth it. I wish I would have heeded the negative reviews. "
United States
Amy D.
The price is NZ$611
includes taxes & fees
30 Nov - 1 Dec
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Large spacious house with ample parking for large groups.

Delbarton
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
The price is NZ$1,459
includes taxes & fees
20 Nov - 21 Nov
Large spacious house with ample parking for large groups.
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 South Williamson Hotel Reviews

Find out more about South Williamson

Everything you need to know about South Williamson holiday rentals

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

South Williamson holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Williamson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Williamson holiday rentals we have selected for you start as low as NZ$249 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Williamson rentals

At Expedia, we put the best South Williamson holiday 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 holiday.

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 holiday rentals in South Williamson?

Yes, there are holiday rentals close to the most popular sights in South 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 South Williamson has to offer?

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths: This holiday home rental outside of South Williamson is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 wider area, you’ll find The Coal House and Matewan Historic District.

What are holiday rentals like in South Williamson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Williamson. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.