Book Holiday Homes in Pikeville

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Featured Holiday Homes in Pikeville

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

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

Red Jacket
This vacation home is 4.7 mi (7.6 km) from Matewan Historic District and 5.2 mi (8.4 km) from Mine Wars Museum.
Opens in a new windowUnit B: 20 Sec Ride to Trails, Sleeps 10. King
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley
Located in Langley, this vacation home is in the mountains, within a 15-minute drive of ARH Our Lady of the Way and McDowell ARH Hospital.
Opens in a new windowKentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
2 miles from Buffalo Mountain Trail 8 Devil Anse

2 miles from Buffalo Mountain Trail 8 Devil Anse

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.
Opens in a new window2 miles from Buffalo Mountain Trail 8 Devil Anse
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Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!

Williamson
The price is AU$583 per night from 6 Oct to 7 Oct
AU$583
6 Oct - 7 Oct
includes taxes & fees
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.
Opens in a new windowRyder's Retreat overlooking the city of Williamson!
11 bed 7 bath large home and able to ride right from the home to the HMT trails

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

2 out of 5
Williamson
With a stay at this vacation home in Williamson, you'll be a 5-minute walk from The Coal House and 8 minutes by foot from Williamson Memorial Hospital.
Opens in a new window11 bed 7 bath large home and able to ride right from the home to the HMT trails
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.
Opens in a new windowTrail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
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$590 per night from 30 Sept to 1 Oct
AU$590
30 Sept - 1 Oct
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.
Opens in a new windowNice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Luxury Estate nestled atop stunning mountaintop golf course!

Luxury Estate nestled atop stunning mountaintop golf course!

2 out of 5
Prestonsburg
Located in Prestonsburg, this vacation home is a 2-minute drive from StoneCrest Golf Course and 7 minutes from Jenny Wiley State Resort Park.
Opens in a new windowLuxury Estate nestled atop stunning mountaintop golf course!
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

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

Williamson
The price is AU$444 per night from 29 Sept to 30 Sept
AU$444
29 Sept - 30 Sept
includes taxes & fees
Located in Williamson, this vacation home is in the mountains, within a 10-minute drive of Hatfield McCoy Trail - Buffalo Mountain Trail System and Mingo County ...
Opens in a new windowBuffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
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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.

Pikeville 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 Pikeville vacation homes are the perfect way for you to wing it.

Holiday houses in Pikeville 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 Pikeville 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 Pikeville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pikeville 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 Pikeville 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.

Pikeville Holiday Homes essential information

Accommodation
67 Holiday Homes
Lowest Price
AU$107
Highest Price
AU$590
Popular accommodation
Unit B: 20 Sec Ride to Trails, Sleeps 10. King, Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace, 2 miles from Buffalo Mountain Trail 8 Devil Anse, Ryder's Retreat overlooking the city of Williamson!, 11 bed 7 bath large home and able to ride right from the home to the HMT trails, Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking! , Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! , Luxury Estate nestled atop stunning mountaintop golf course!, Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Top trending hotels in Pikeville

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 28 Sept to 29 Sept
AU$156
28 Sept - 29 Sept
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 ...
Opens in a new windowThe Landmark Hotel
Hampton Inn Pikeville

Hampton Inn Pikeville

2.5 out of 5
831 Hambley Blvd, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 26 Oct to 27 Oct
AU$262
26 Oct - 27 Oct
includes taxes & fees
A stay at Hampton Inn Pikeville places you in the heart of Pikeville, steps from University of Pikeville and Pikeville City Park.
Opens in a new windowHampton Inn Pikeville
Daniel Boone Motor Inn

Daniel Boone Motor Inn

2.5 out of 5
150 Weddington Branch Road, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 26 Oct to 27 Oct
AU$107
26 Oct - 27 Oct
includes taxes & fees
Located in Pikeville, Daniel Boone Motor Inn is within a 15-minute walk of Crest Ridge and Coal Run City Park.
Opens in a new windowDaniel Boone Motor Inn
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Comfort Inn Pikeville

Comfort Inn Pikeville

2.5 out of 5
123 Lee Ave, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is AU$253 per night from 26 Oct to 27 Oct
AU$253
26 Oct - 27 Oct
includes taxes & fees
With a stay at Comfort Inn Pikeville in Pikeville, you'll be within a 5-minute drive of Pikeville Mini-Park and Memorial Park.
Opens in a new windowComfort Inn Pikeville
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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.