Book Holiday Homes in South Williamson

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Featured Holiday Homes in South Williamson

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

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

Williamson
Located in Williamson, this vacation home is in the mountains, a 5-minute drive from Ramella Park and 6 minutes from The Coal House.
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
Creek View Retreat 3 Bedroom- 2 Full Bathroom.  Cozy home

Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

Williamson
With a stay at this vacation home in Williamson, you'll be 10.4 mi (16.7 km) from Moonshine Hill and 11 mi (17.7 km) from Mingo County Public Library.
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Papa Bear's Den!!
“The perfect location to visit the trails”

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

Sarah Ann
The price is AU$319 per night from 24 Aug to 25 Aug
AU$319
24 Aug - 25 Aug
includes taxes & fees
When you stay at this vacation home in Sarah Ann, you'll be 12 minutes by car from Crimson Trail.
Papa Bear's Den!! “The perfect location to visit the trails”
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Rockhouse hillside retreat

Rockhouse hillside retreat

Delbarton
Located in Delbarton, this vacation home is in the mountains, within a 5-minute drive of Mingo County Public Library and Delbarton Opry House.
Rockhouse hillside retreat
4 Bedroom home less than a mile to Hatfield/McCoy trails

4 Bedroom home less than a mile to Hatfield/McCoy trails

Williamson
With a stay at this vacation home in Williamson, you'll be on a river, just a 3-minute walk from The Coal House and 10 minutes by foot from Williamson Memorial ...
4 Bedroom home less than a mile to Hatfield/McCoy trails
Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!

Williamson
With a stay at this vacation home in Williamson, you'll be a 3-minute walk from Williamson Memorial Hospital and 12 minutes by foot from The Coal House.
Ryder's Retreat overlooking the city of Williamson!
Large 4BR Buffalo Mountain Retreat in Williamson with pool,  Ride to trails

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

Williamson
A stay at this vacation home places you in the heart of Williamson, steps from Williamson Memorial Hospital and 12 minutes by foot from The Coal House.
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
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
The price is AU$291 per night from 15 Aug to 16 Aug
AU$291
15 Aug - 16 Aug
includes taxes & fees
Located in Delbarton, this vacation home is within a 10-minute drive of Mingo County Public Library and Delbarton Opry House.
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
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
The price is AU$688 per night from 14 Aug to 15 Aug
AU$688
14 Aug - 15 Aug
includes taxes & fees
This family-friendly vacation home is 4.2 mi (6.7 km) from Matewan Historic District and 4.7 mi (7.6 km) from Mine Wars Museum.
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
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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.

South Williamson Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Williamson vacation homes are the perfect way for you to wing it.

Holiday houses in South Williamson let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Williamson in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Williamson adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Williamson with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Williamson vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

South Williamson Holiday Homes essential information

Accommodation
55 Holiday Homes
Lowest Price
AU$156
Highest Price
AU$688
Popular accommodation
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking! , Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home, Papa Bear's Den!! “The perfect location to visit the trails”, Rockhouse hillside retreat, 4 Bedroom home less than a mile to Hatfield/McCoy trails , Ryder's Retreat overlooking the city of Williamson!, Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails, Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner, Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Top trending hotels in South Williamson

Suite 3 South Williamson, Ky HMT 10

Suite 3 South Williamson, Ky HMT 10

South Williamson
With a stay at this condo in South Williamson, you'll be a 5-minute walk from South Williamson Park and 10 minutes by foot from The Coal House.
Suite 3 South Williamson, Ky HMT 10
Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT

South Williamson
With a stay at this vacation home in South Williamson, you'll be a 5-minute walk from South Williamson Park and 10 minutes by foot from The Coal House.
Suite 1 Trail 10 HMT
The Landmark Hotel

The Landmark Hotel

3.5 out of 5
190 S Mayo Trail, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 14 Aug to 15 Aug
AU$156
14 Aug - 15 Aug
includes taxes & fees
With a stay at The Landmark Hotel in Pikeville, you'll be a 1-minute walk from Pikeville Family Medicine Clinic and 12 minutes by foot from Pikeville Medical ...
The Landmark Hotel
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Brookshire Inn & Suites

Brookshire Inn & Suites

2.5 out of 5
123 Alexandra Drive, Pikeville, KY
Located in Pikeville, Brookshire Inn & Suites is within a 5-minute drive of Pikeville Mini-Park and Memorial Park.
Brookshire Inn & Suites
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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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^Subject to availability and chosen travel dates.