South Williamson Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in South Williamson

Suite 3 South Williamson, Ky HMT 10
Exterior

Suite 3 South Williamson, Ky HMT 10

10.0 out of 10, Exceptional, (1)
"Location was great for our needs. Nice accomodations"
The price is ￥18,686
￥36,272 total
includes taxes & fees
Sep 30 - Oct 1
Suite 3 South Williamson, Ky HMT 10
South Williamson Suites 2 br 2 bath
Smart TV

South Williamson Suites 2 br 2 bath

South Williamson Suites 2 br 2 bath
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Outdoor pool

Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

9.6 out of 10, Exceptional, (21)
"We really enjoyed our stay. The home was extremely spacious for all of us. The home was extremely clean And Welcoming when you enter. We will Definitely lease this property again on our next trip. "
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Trailside Lodge | 10 Sec to Trail, Hot Tub + Fire Pit
Dining

Trailside Lodge | 10 Sec to Trail, Hot Tub + Fire Pit

10.0 out of 10, Exceptional, (5)
"Clean place one of the best cabins we have ever stayed in. Highly recommended to anyone great location as well "
Trailside Lodge | 10 Sec to Trail, Hot Tub + Fire Pit
NEW PARADISE RETREAT - Hatfield Mccoy Trails - Rent 1-3 Cabins, Sleep up to 18
Terrace/patio

NEW PARADISE RETREAT - Hatfield Mccoy Trails - Rent 1-3 Cabins, Sleep up to 18

10.0 out of 10, Exceptional, (12)
"Best place out of the 3 times that we have ever had when visiting the HMT trails, location and the accuracy of being told that you can fit a 28’ trailer and truck into the driveway to get to the cabin with plenty of space to park"
NEW PARADISE RETREAT - Hatfield Mccoy Trails - Rent 1-3 Cabins, Sleep up to 18
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
Property grounds

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

9.8 out of 10, Exceptional, (7)
"Loved the house had a great experience would definitely stay again"
The price is ￥23,021
￥42,420 total
includes taxes & fees
Sep 30 - Oct 1
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
Charming 2-bedroom cottage in Matewan with WiFi and AC
Exterior

Charming 2-bedroom cottage in Matewan with WiFi and AC

The price is ￥18,686
￥28,283 total
includes taxes & fees
Sep 30 - Oct 1
Charming 2-bedroom cottage in Matewan with WiFi and AC
Mountain Laurel House
Exterior

Mountain Laurel House

10.0 out of 10, Exceptional, (50)
"Great place to stay. Very clean, they made us feel like it was our own home."
Mountain Laurel House
Appalachian Hideaways
Living area

Appalachian Hideaways

9.2 out of 10, Wonderful, (7)
"Great place "
Appalachian Hideaways
Hatfield McCoy Trails! Newly renovated 3 bedroom house with ATV trail access.
Fridge, microwave, oven, stovetop

Hatfield McCoy Trails! Newly renovated 3 bedroom house with ATV trail access.

9.8 out of 10, Exceptional, (32)
"We had a good time staying here."
Hatfield McCoy Trails! Newly renovated 3 bedroom house with ATV trail access.
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
4 bedrooms, iron/ironing board, WiFi, bed sheets

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

10.0 out of 10, Exceptional, (6)
"Highly recommend staying at the mama bear den. Beautiful house and perfect for a group. We drove from south dakota and felt right at home. Gary is an outstanding host and we will definitely be back to stay again."
The price is ￥13,454
￥30,795 total
includes taxes & fees
Oct 1 - Oct 2
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
11 bed 7 bath large home and able to ride right from the home to the HMT trails
Exterior

11 bed 7 bath large home and able to ride right from the home to the HMT trails

2.0 star property
10.0 out of 10, Exceptional, (1)
11 bed 7 bath large home and able to ride right from the home to the HMT trails
Unit B: 20 Sec Ride to Trails, Sleeps 10. King
Fridge, microwave, oven, stovetop

Unit B: 20 Sec Ride to Trails, Sleeps 10. King

9.0 out of 10, Wonderful, (14)
"would stay here again "
Unit B: 20 Sec Ride to Trails, Sleeps 10. King
Devil Anse Off Road Lodging Hatfield & McCoy Trail House
Fridge, microwave, oven, stovetop

Devil Anse Off Road Lodging Hatfield & McCoy Trail House

10.0 out of 10, Exceptional, (44)
"Great place to stay!"
Devil Anse Off Road Lodging Hatfield & McCoy Trail House
Papa Bear's Den!! “The perfect location to visit the trails”
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (11)
"Clean and comfortable. "
The price is ￥13,454
￥30,795 total
includes taxes & fees
Sep 30 - Oct 1
Papa Bear's Den!! “The perfect location to visit the trails”
2 miles from Buffalo Mountain Trail 8 Devil Anse
Fridge, microwave, oven, stovetop

2 miles from Buffalo Mountain Trail 8 Devil Anse

9.6 out of 10, Exceptional, (7)
"The house was very clean and comfy! We'll definitely be back!"
2 miles from Buffalo Mountain Trail 8 Devil Anse
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
Property grounds

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

10.0 out of 10, Exceptional, (25)
"Great place to stay very easy trail access don’t even have to go on a main road. Very clean and a quiet place to stay. Would recommend to anyone! "
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (6)
"House was listed accurately, it was just what we needed for our stay to go on the trails.Easy check in and close to everything."
The price is ￥15,338
￥28,042 total
includes taxes & fees
Sep 30 - Oct 1
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Smart TV

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

9.8 out of 10, Exceptional, (39)
"Very clean, had all of the amenities you would need, plenty of parking space, will definitely stay again"
The price is ￥25,428
￥39,094 total
includes taxes & fees
Sep 30 - Oct 1
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Smart TV, fireplace, foosball, table tennis

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

6.0 out of 10, (2)
"Nice cozy place. It is actually 4 bedrooms instead of 5. One bedroom is big enough to have 2 queen beds and a 2 twins and is attached to one of the bathrooms. I made it a bit complicated to plan because I thought it was a separate bedroom. It is part of another bedroom. The place was big and cozy enough for the 11 of us. "
The price is ￥26,460
￥57,061 total
includes taxes & fees
Sep 30 - Oct 1
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
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

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"Quaint hotel in the scenic mountains. Friendly staff. My only complaint is that there was a gap in my door jamb."
Ronthel 1-night trip
Posted 5 days ago
The Landmark Hotel

Find out more about South Williamson

Find out more about South Williamson

Search for holiday rentals in South Williamson on Expedia! You can easily find your home rentals, villas, holiday apartments in South Williamson using one of the methods below:

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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?

Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner: This vacation home rental near South Williamson has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in South Williamson?

While you're exploring the area, Hatfield McCoy Trail - Buffalo Mountain Trail System and Laurel Creek State Wildlife Management Area 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.