Book Holiday Homes in Pikeville

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Featured Holiday Homes in Pikeville

Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace

Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace

Langley
Book a stay at this family-friendly vacation home in Langley. Enjoy free WiFi, private pools, and a garden.
Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace
Devil Anse Off Road Lodging Hatfield & McCoy Trail House

Devil Anse Off Road Lodging Hatfield & McCoy Trail House

Matewan
Stay at this vacation home in Mingo County. Enjoy free WiFi, a garden, and patios.
Devil Anse Off Road Lodging Hatfield & McCoy Trail House
Whitesburg Vacation Home w/ Screened Porch

Whitesburg Vacation Home w/ Screened Porch

Whitesburg
Stay at this vacation home in Whitesburg. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker.
Whitesburg Vacation Home w/ Screened Porch
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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
Book a stay at this family-friendly vacation home in Williamson. Enjoy private pools, a garden, and a pool table. Popular attractions The Coal House and Williamson ...
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

Prestonsburg
The price is NZ$341 per night from 1 Jan to 2 Jan
NZ$341
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this vacation home in Prestonsburg. Enjoy free WiFi, a garden, and patios. Popular attractions Archer Park and Samuel May House are located nearby.
Cozy Home in Heart of Prestonsburg
💙The Mountain Mama💛 Trail Riders “Home Away From Home”

💙The Mountain Mama💛 Trail Riders “Home Away From Home”

Chattaroy
Stay at this vacation home in Williamson. Enjoy free WiFi, a garden, and patios. Popular attractions Williamson Memorial Fieldhouse and The Coal House are located ...
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
Cozy Home in the middle of town

Cozy Home in the middle of town

Clintwood
The price is NZ$291 per night from 26 Dec to 27 Dec
NZ$291
includes taxes & fees
26 Dec - 27 Dec
Stay at this vacation home in Clintwood. Enjoy air conditioning. Popular attractions Ralph Stanley Museum and Jettie Baker Center are located nearby.
Cozy Home in the middle of town
Luxury Estate nestled atop stunning mountaintop golf course!

Luxury Estate nestled atop stunning mountaintop golf course!

2 out of 5
Prestonsburg
Stay at this vacation home in Prestonsburg. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions StoneCrest Golf Course and Jenny Wiley ...
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
Stay at this vacation home in Williamson. Enjoy air conditioning. Popular attractions The Coal House and Williamson Memorial Fieldhouse are located nearby.
11 bed 7 bath large home and able to ride right from the home to the HMT 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.

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
50 Holiday Homes
Lowest Price
NZ$180
Highest Price
NZ$341
Popular accommodation
Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace, Devil Anse Off Road Lodging Hatfield & McCoy Trail House , Whitesburg Vacation Home w/ Screened Porch, Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails, Cozy Home in Heart of Prestonsburg, 💙The Mountain Mama💛 Trail Riders “Home Away From Home”, Cozy Home in the middle of town , 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

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 NZ$180 per night from 25 Dec to 26 Dec
NZ$180
includes taxes & fees
25 Dec - 26 Dec
Stay at this 3.5-star hotel in Pikeville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in ...
The 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 NZ$222 per night from 3 Jan to 4 Jan
NZ$222
includes taxes & fees
3 Jan - 4 Jan 2025
Book a stay at this business-friendly hotel in Pikeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Hampton Inn Pikeville
Holiday Inn Express Hotel & Suites Pikeville, an IHG Hotel

Holiday Inn Express Hotel & Suites Pikeville, an IHG Hotel

2.5 out of 5
476 S. Mayo Trail, Pikeville, KY
Fully refundable
The price is NZ$237 per night from 29 Dec to 30 Dec
NZ$237
includes taxes & fees
29 Dec - 30 Dec
Book a stay at this business-friendly hotel in Pikeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Holiday Inn Express Hotel & Suites Pikeville, an IHG Hotel
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Brookshire Inn & Suites

Brookshire Inn & Suites

2.5 out of 5
123 Alexandra Drive, Pikeville, KY
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 1 Jan to 2 Jan
NZ$233
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this hotel in Pikeville. Enjoy free WiFi, free parking, and a 24-hour front desk.
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.