Book Holiday Homes in Prestonsburg

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Featured Holiday Homes in Prestonsburg

Turkey Creek Retreats

Turkey Creek Retreats

Belfry
A stay at this vacation home places you in the heart of Belfry, within a 5-minute drive of Rogers Park and Tug Valley ARH Regional Medical Center.
Turkey Creek Retreats
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.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
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$416 per night from 8 Apr to 9 Apr
AU$416
includes taxes & fees
8 Apr - 9 Apr
Located in Williamson, this vacation home is in a rural location, within a 10-minute drive of Hatfield McCoy Trail - Buffalo Mountain Trail System and Mingo ...
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
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Cozy trail house at the Hatfield McCoy Trails

Cozy trail house at the Hatfield McCoy Trails

Williamson
Located in Williamson, this vacation home is in the mountains, within a 15-minute drive of Williamson Memorial Fieldhouse and The Coal House.
Cozy trail house at the Hatfield McCoy Trails
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

Hagerhill
Located in Hagerhill, this vacation home is a 4-minute drive from Preston Park and 5 minutes from Fresenius Medical Care.
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Near Scenic Parks: Convenient Home in Prestonsburg

Near Scenic Parks: Convenient Home in Prestonsburg

Prestonsburg
When you stay at this vacation home in Prestonsburg, you'll be in the mountains, within a 5-minute drive of Samuel May House and Archer Park.
Near Scenic Parks: Convenient Home in Prestonsburg
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.
Luxury Estate nestled atop stunning mountaintop golf course!
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.
11 bed 7 bath large home and able to ride right from the home to the HMT trails
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
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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.

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

Holiday houses in Prestonsburg 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 Prestonsburg 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 Prestonsburg adventures, obvs.

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

Prestonsburg Holiday Homes essential information

Accommodation
26 Holiday Homes
Lowest Price
AU$117
Highest Price
AU$416
Popular accommodation
Turkey Creek Retreats , Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace, Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access, Cozy trail house at the Hatfield McCoy Trails, 'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!, Near Scenic Parks: Convenient Home in Prestonsburg, Luxury Estate nestled atop stunning mountaintop golf course!, 11 bed 7 bath large home and able to ride right from the home to the HMT trails, Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

Top trending hotels in Prestonsburg

Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr, Prestonsburg, KY
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 27 Apr to 28 Apr
AU$181
includes taxes & fees
27 Apr - 28 Apr
A stay at Comfort Suites Prestonsburg West places you in the heart of Prestonsburg, steps from Mountain Arts Center and a 2-minute drive from Archer Park.
Comfort Suites Prestonsburg West
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 out of 5
85 Hal Rogers Drive, Prestonsburg, KY
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 5 Apr to 6 Apr
AU$187
includes taxes & fees
5 Apr - 6 Apr
Located in Prestonsburg, Quality Inn & Suites Prestonsburg next to Mountain Arts Center is just steps from Mountain Arts Center and a 2-minute drive from Archer ...
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
Super 8 by Wyndham Prestonsburg

Super 8 by Wyndham Prestonsburg

2 out of 5
80 Shoppers Path, Prestonsburg, KY
Fully refundableReserve now, pay when you stay
The price is AU$117 per night from 13 Apr to 14 Apr
AU$117
includes taxes & fees
13 Apr - 14 Apr
Located in Prestonsburg, Super 8 by Wyndham Prestonsburg is connected to a shopping center, within a 5-minute drive of Archer Park and Mountain Arts Center.
Super 8 by Wyndham Prestonsburg
Save an average of 15% on thousands of hotels when you're signed in
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.
Luxury Estate nestled atop stunning mountaintop golf course!
Don't see what you're looking for?
See all available properties in Prestonsburg
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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.