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Pike County Holiday Rentals

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Top Holiday Rentals Destinations in Pike County

Apartment in Pikeville

2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
The price is NZ$225
includes taxes & fees
22 Dec - 23 Dec
Tiny Home on Wheels: Your Modern Escape Awaits"

Cabin in Pikeville

2.0 star property
9.8 out of 10, Exceptional, (10)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
The price is NZ$252
includes taxes & fees
21 Dec - 22 Dec
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Cottage in Forest Hills

10.0 out of 10, Exceptional, (2)
"Great spot cabin had everything we needed and was a short drive from the buffalo mountain trail head. Would gladly stay there again. Host was very nice and is local to the cabin. "
United States
Carson G.
The price is NZ$241
includes taxes & fees
10 Dec - 11 Dec
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Apartment in Pikeville

9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
United States
Dyana F.
The price is NZ$315
includes taxes & fees
19 Dec - 20 Dec
The Nook in Downtown Pikeville

Cabin in Pikeville

2.0 star property
8.8 out of 10, Excellent, (6)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
United States
Lyle G.
The price is NZ$288
includes taxes & fees
14 Dec - 15 Dec
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

Condo in South Williamson

The price is NZ$1,596
includes taxes & fees
7 Jan - 8 Jan 2026
South Williamson Suites 8br 6 bath

Cabin in Williamson

9.6 out of 10, Exceptional, (12)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is NZ$347
includes taxes & fees
10 Dec - 11 Dec
Appalachian Hideaways Cabin #2

Holiday Home in Delbarton

10.0 out of 10, Exceptional, (1)
"We absolutely loved this home. Plenty of rooms and parking for our rides and a nice garage to empty in so we didn’t drag mud and dirt everywhere. Love the decorating fall touches made you feel welcomed. Definitely will be back. "
United States
Martha
The price is NZ$1,429
includes taxes & fees
10 Dec - 11 Dec
Large spacious house with ample parking for large groups.

Cabin in Gilbert

10.0 out of 10, Exceptional, (25)
"Quiet and peaceful"
United States
Marsha K.
The price is NZ$846
includes taxes & fees
29 Dec - 30 Dec
KING BED Cozy Cabin on the Hatfield McCoy trails

Holiday Home in Delbarton

9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is NZ$325
includes taxes & fees
10 Dec - 11 Dec
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

Cottage in Matewan

10.0 out of 10, Exceptional, (2)
"The host was a great communicator. She was excessively accommodating and went above and beyond to meet our requests without charging extra. Highly recommend renting from this host. "
United States
sandy f.
The price is NZ$329
includes taxes & fees
10 Dec - 11 Dec
Charming 2-bedroom cottage in Matewan with WiFi and AC

Holiday Home in Prestonsburg

9.8 out of 10, Exceptional, (9)
"We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. "
United States
Tracey N.
The price is NZ$303
includes taxes & fees
16 Dec - 17 Dec
Cozy Home in Heart of Prestonsburg

Holiday Home in Sarah Ann

10.0 out of 10, Exceptional, (7)
"We throughly enjoyed our stay. Gary is an excellent host. We’ll definitely stay again when we are in the area. "
United States
Jessica R.
The price is NZ$357
includes taxes & fees
10 Dec - 11 Dec
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Holiday Home in Sarah Ann

10.0 out of 10, Exceptional, (13)
"The house is a great location to trail ride. Ample space for our group of 9. There was a hornet nest on the side of the house but Gary was quick to take care of it. We would stay here again. "
United States
Kelly C.
The price is NZ$359
includes taxes & fees
13 Dec - 14 Dec
Papa Bear's Den!! “The perfect location to visit the trails”

Holiday Home in Wise

10.0 out of 10, Exceptional, (6)
"We had everything we needed and the neighborhood was quiet. Will definitely stay again! "
United States
Kendra T.
The price is NZ$346
includes taxes & fees
10 Dec - 11 Dec
Charming 2-bedroom house in Wise, Virginia

Holiday Home in Jenkins

9.8 out of 10, Exceptional, (8)
"Very clean and comfortable. Everything we needed was there and available. "
United States
Sue T.
The price is NZ$567
includes taxes & fees
16 Dec - 17 Dec
360 Degree Mountain View

Cabin in Boons Camp

The price is NZ$608
includes taxes & fees
10 Dec - 11 Dec
The Boons Camp Cabin

Apartment in Harold

2.0 star property
9.0 out of 10, Wonderful, (2)
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again. "
United States
Zach S.
The price is NZ$262
includes taxes & fees
10 Dec - 11 Dec
Cozy studio on US 23 between Pikeville and Prestonsburg

Holiday Home in lenore

10.0 out of 10, Exceptional, (5)
"It was a great place to stay, quiet and peaceful. The lake was right up the road and the whole house just felt like home. The owners were very nice and helpful. Anytime I needed something they were there to answer any questions I had. Would definitely stay there again!"
United States
Christy
The price is NZ$450
includes taxes & fees
10 Dec - 11 Dec
Sheppard's Holler: Your WV Adventure Home

Holiday Home in Delbarton

9.8 out of 10, Exceptional, (41)
"Amazing place close to Hatfield and McCoy trail systems and local places to eat, will highly stay again "
United States
Douglas H.
The price is NZ$453
includes taxes & fees
10 Dec - 11 Dec
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
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

Find out more about Pike County

Everything you need to know about Pike County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pike County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pike County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pike County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pike County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pike County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pike County holiday rentals we have selected for you start as low as NZ$252 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pike County rentals

At Expedia, we put the best Pike County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pike County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pike County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pike County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.