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Vacation Homes in Pike County

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Pike County vacation homes

A wooden cabin with a porch and steps leading to a door, surrounded by lush greenery.

1. Red Oak Cottage

Red Oak Cottage
Sassafras
10.0 out of 10, Exceptional, (5 reviews)
"Loved this place "
United States
Partido E.
Red Oak Cottage
A wooden deck with red Adirondack chairs and a table, overlooking a town and mountains.

2. Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
8.6 out of 10, Excellent, (8 reviews)
"The house was very nice. We didn’t care for the neighborhood. The people that owned the house was nice and very helpful!!! "
United States
Linda P.
The price is AED 918
AED 1,634 total
includes taxes & fees
28 Oct - 29 Oct
Ryder's Retreat overlooking the city of Williamson!
A living room with a sofa, a fireplace, a TV, and a dining area with a table and chairs.

3. Your Private Mountain Retreat Awaits!

Your Private Mountain Retreat Awaits!
Grundy
10.0 out of 10, Exceptional, (2 reviews)
"The property was very clean and comfortable, incredible value."
United States
Mike M.
Your Private Mountain Retreat Awaits!
A two-story house with a front porch, a staircase, and a small tree in front.

4. A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths
DELBARTON
9.8 out of 10, Exceptional, (26 reviews)
"We loved this place"
United States
Donna s.
A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths
A large, stately brick building with a symmetrical facade, a central entrance with steps, and a fountain in the foreground.

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

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Langley
9.8 out of 10, Exceptional, (24 reviews)
"Really loved our stay! There were a few more bugs than I would have liked, but that is an issue when you are in the mountains.Otherwise the venue was an amazing value for the experience. The host and property manager were very communicative, and the grounds and property were beautiful!"
United States
Gavin C.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
A bedroom with two beds, a dresser, a lamp, and a teddy bear.

6. Stephen’sHouse Bandits Houses LLC

Stephen’sHouse Bandits Houses LLC
Accoville
10.0 out of 10, Exceptional, (35 reviews)
"The house was great for our group of 4 adults. Plenty of parking for a truck and trailer and close to the trails."
United States
Austin D.
The price is AED 470
AED 1,214 total
includes taxes & fees
2 Nov - 3 Nov
Stephen’sHouse Bandits Houses LLC
A single-story house with a front porch, a small attached garage, and a well-maintained lawn.

7. 3 bedroom home quiet neighborhood close to trails

3 bedroom home quiet neighborhood close to trails
Logan
9.6 out of 10, Exceptional, (45 reviews)
"would stay there again. Great host"
United States
Lisa B.
3 bedroom home quiet neighborhood close to trails
A rural landscape with a white house, a red-roofed building, and a gravel area.

8. Center of Buffalo Mountain Devil Anse and Rockhouse Hatfield & McCoy Trailheads

Center of Buffalo Mountain Devil Anse and Rockhouse Hatfield & McCoy Trailheads
Delbarton
10.0 out of 10, Exceptional, (39 reviews)
"Central location to riding parks Buffalo Mountain Devil's Anse Rochouse"
United States
Clarissa
Center of Buffalo Mountain Devil Anse and Rockhouse Hatfield & McCoy Trailheads
A kitchen with wooden cabinets, a black stove, and a window with blinds.

9. Devil Anse ATV Lodging

Devil Anse ATV Lodging
Matewan
9.6 out of 10, Exceptional, (77 reviews)
"This place was great. Huge interior with ample sleeping quarters. Great parking. Host was awesome"
United States
Thomas W.
Devil Anse ATV Lodging
A modern kitchen with wooden cabinets, a dining area with a round table and chairs, and a built-in oven.

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

💙The Mountain Mama💛 Trail Riders “Home Away From Home”
Chattaroy
10.0 out of 10, Exceptional, (36 reviews)
"The stay was great. The house was very cozy after a day of riding. The communication with the host was wonderful. Good neighbors. Would definitely stay again as well as recommend this property."
United States
Anthony F.
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
A living room with a sofa, a coffee table, a fireplace, a TV, and a door leading to a balcony.

11. The Foglesong 9G Lodge Getaway - Next To Trails

The Foglesong 9G Lodge Getaway - Next To Trails
Williamson
10.0 out of 10, Exceptional, (1 review)
"We had a great stay at the 9G. Shawn, his wife, and the owner were perfect hosts and made us feel like old friends. Shawn was so helpful before and during the stay letting us know all the details about the property, neighborhood, Williamson, and nearby Pikeville where we attended a concert. The house is a spotless, beautifully updated midcentury home that is meticulously decorated with a combination of modern style and honoring the military with remarkable regalia. The kitchen was well...
United States
Sarah G.
The Foglesong 9G Lodge Getaway - Next To Trails
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a view into the adjacent living space.

12. Whitesburg Vacation Home w/ Glass-Enclosed Porch

Whitesburg Vacation Home w/ Glass-Enclosed Porch
Whitesburg
9.6 out of 10, Exceptional, (13 reviews)
"Wonderful place to stay."
United States
Maria H.
Whitesburg Vacation Home w/ Glass-Enclosed Porch
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a coffee maker, and a stove.

13. Home Rental for ATV Riders and Traveling Workers. Spearhead Trails in Grundy, VA

Home Rental for ATV Riders and Traveling Workers. Spearhead Trails in Grundy, VA
Grundy
10.0 out of 10, Exceptional, (12 reviews)
"Everything was great"
United States
Jessica T.
Home Rental for ATV Riders and Traveling Workers. Spearhead Trails in Grundy, VA
A single-story house with a porch, a picnic table, and a small outdoor area.

14. 3 bedroom, 3 bath home in Matewan, WV. 1 mile from the Devil Anse trailhead.

3 bedroom, 3 bath home in Matewan, WV. 1 mile from the Devil Anse trailhead.
Matewan
9.0 out of 10, Wonderful, (2 reviews)
"Lot of sleeping room."
United States
Joseph S.
3 bedroom, 3 bath home in Matewan, WV. 1 mile from the Devil Anse trailhead.
A spacious foyer with a grand staircase, two sofas, a chandelier, and a large window.

15. Luxury Estate nestled atop stunning mountaintop golf course!

Luxury Estate nestled atop stunning mountaintop golf course!
Prestonsburg
9.8 out of 10, Exceptional, (9 reviews)
"The home and property was imnacula. Everything was supplied either the house that we needed and more than was expected. We had a great stay."
United States
Frank L.
Luxury Estate nestled atop stunning mountaintop golf course!
A person relaxing by a campfire with a chair and a grill nearby.

16. Creekside Lodge–Trailside Stay w/Firepit, Sleeps 10

Creekside Lodge–Trailside Stay w/Firepit, Sleeps 10
Red Jacket
9.0 out of 10, Wonderful, (38 reviews)
"Excellent place to stay. Great location for the trails. Host was very communicative and helped when we had to switch days due to extreme low temps. "
United States
Rick H.
Creekside Lodge–Trailside Stay w/Firepit, Sleeps 10
A hot tub with seating and a table, surrounded by a wooden deck and trees.

17. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (6 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is AED 699
AED 1,124 total
includes taxes & fees
28 Oct - 29 Oct
The Mountain Magnolia *Hot tub on private deck*
A compact kitchen with a refrigerator, microwave, stove, and cabinets.

18. 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
9.8 out of 10, Exceptional, (17 reviews)
"Everything about the place was excellent! I have not one negative thing to say."
United States
Michael
The price is AED 377
AED 689 total
includes taxes & fees
1 Nov - 2 Nov
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A brown T-shirt with a logo and text reading "Turkey Creek Retreats."

19. Turkey Creek Retreats

Turkey Creek Retreats
Belfry
10.0 out of 10, Exceptional, (37 reviews)
"Very nice place to stay. Very hospitable and kind."
United States
Bri F.
Turkey Creek Retreats
A cozy living room with a sofa, a ceiling fan, and a patterned rug.

20. 2 miles from Buffalo Mountain Trail 8 Devil Anse

2 miles from Buffalo Mountain Trail 8 Devil Anse
Delbarton
9.6 out of 10, Exceptional, (14 reviews)
"Great place to stay really close to buffalo mountain trails along with outlaw trails. Plenty of places to eat near by will definitely stay here again"
United States
Brian D.
The price is AED 735
AED 1,263 total
includes taxes & fees
28 Oct - 29 Oct
2 miles from Buffalo Mountain Trail 8 Devil Anse
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 Pike County Hotel Reviews

Gateway To The Breaks Motel

Gateway To The Breaks Motel

10/10 Excellent
"yup"
richard 2-night trip
Posted 1 day ago
Gateway To The Breaks Motel

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