Two boats on a rocky riverbank with greenery in the background.

Pike County Holiday Rentals

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Our top choices for Pike County holiday rentals

A wooden interior with a sofa, a blue armchair, and a potted plant.

1. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (10 reviews)
"Everything was wonderful. It was peaceful and quiet. We loved the resident cat. Just a beautiful cabin and beautiful place! We will stay down here anytime we come to visit in the area."
United States
Susan
The price is AU$249
includes taxes & fees
19 Oct - 20 Oct
Inspiration Station
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

2. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is AU$232
includes taxes & fees
19 Oct - 20 Oct
Backwoods Bungalow
A two-story house with a porch and a staircase.

3. Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Forest Hills
9.8 out of 10, Exceptional, (10 reviews)
"It was a peaceful and quiet place. Very clean and tidy. Has it's own driveway to park. The host was amazing, nice and very responsive."
United States
deborah j.
The price is AU$214
includes taxes & fees
19 Oct - 20 Oct
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A covered deck with a grill, two chairs, and a table.

4. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is AU$209
includes taxes & fees
19 Oct - 20 Oct
Modern Escape
A wooden interior with two doors, a sign reading 'Wanda's Cafe,' and two woven plates on the wall.

5. Wanderers Oasis

Wanderers Oasis
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Very quaint and quiet. Nice relaxing evening in the woods and mountains."
United States
Paul F.
The price is AU$233
includes taxes & fees
8 Nov - 9 Nov
Wanderers Oasis
Interior

6. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is AU$342
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A bedroom with a wooden bed, a dresser, a mirror, and a painting on the wall.

7. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
The price is AU$361
includes taxes & fees
21 Oct - 22 Oct
Historic Cottage Near PMC, UPIKE and Arena
A spacious dining area with a wooden table and chairs, a kitchen in the background, and a ceiling with a grid pattern.

8. Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT
South Williamson
10.0 out of 10, Exceptional, (1 review)
"Great value for the accommodations. Great location. Some difficulty in getting checking information from host. Otherwise a good experience overall and would stay there again."
United States
Cammy R.
The price is AU$347
includes taxes & fees
18 Oct - 19 Oct
Suite 1 Trail 10 HMT
A wooden deck with two plastic chairs and a view of a grassy area with trees.

9. The 100 Acre Woods located in the Appalachian mountains Clintwood Va

The 100 Acre Woods located in the Appalachian mountains Clintwood Va
Clintwood
10.0 out of 10, Exceptional, (5 reviews)
"Stay was great everything was satisfactory. Great host"
United States
Ernest C.
The price is AU$303
includes taxes & fees
16 Oct - 17 Oct
The 100 Acre Woods located in the Appalachian mountains Clintwood Va
A dining area with a marble table, black chairs, a potted plant, a window with a view of greenery, and a mounted TV.

10. Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
Harold
9.6 out of 10, Exceptional, (5 reviews)
"I stayed at this place for a 2nd time on a hunting trip. Nice little place to lay your head."
United States
Jeremy
Cozy studio on US 23 between Pikeville and Prestonsburg
A kitchen with a built-in oven, microwave, and stainless steel range.

11. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (13 reviews)
"The house was very convenient to downtown area. Everything was clean and we really enjoyed our stay. We will definitely book again on our next trip!"
United States
Ashleigh g.
The price is AU$258
includes taxes & fees
19 Oct - 20 Oct
Cozy Home in Heart of Prestonsburg
A covered outdoor area with wooden flooring, a wooden fence, and several Adirondack chairs.

12. Coal Town Gem

Coal Town Gem
Haysi
9.6 out of 10, Exceptional, (31 reviews)
"Enjoyed our stay in the small town of Haysi. It gave us easy access to the Breaks Interstate Park. We also enjoyed visiting the gift shop located below the VRBO."
United States
Bob T.
The price is AU$212
includes taxes & fees
20 Oct - 21 Oct
Coal Town Gem
A wooden dining table with a woven placemat, a tray with a mug and a sign saying "STAY COZY," and a small sign that reads "let it."

13. Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Martin
9.6 out of 10, Exceptional, (14 reviews)
"We found it to be a very clean, cozy, and quiet get-away!"
United States
Kimberly H.
The price is AU$220
includes taxes & fees
25 Oct - 26 Oct
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A covered porch with white railings, a brick wall, and a view of a forested area.

14. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
Breaks
10.0 out of 10, Exceptional, (7 reviews)
"Loved this place. Its very well appointed and my kids enjoyed playing in the creek. My favorite was the front porch. Very comfortable and the property managers were very responsive."
United States
Leah G.
The price is AU$725
includes taxes & fees
26 Oct - 27 Oct
Breaks Home: 3 Mi to ATV Trails!
A rustic cabin surrounded by lush greenery and a fenced area.

15. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is AU$489
includes taxes & fees
28 Oct - 29 Oct
The Boons Camp Cabin
A compact kitchen with a refrigerator, microwave, stove, and cabinets.

16. 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 AU$272
includes taxes & fees
21 Oct - 22 Oct
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A cozy living room with a sofa, a chair, a TV, and a fireplace.

17. Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.4 out of 10, Exceptional, (16 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is AU$290
includes taxes & fees
25 Oct - 26 Oct
Appalachian Hideaways Cabin #2
A covered porch with white columns, outdoor furniture, and potted plants.

18. Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath

Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
Wise
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable stay! "
United States
Chasity F.
The price is AU$234
includes taxes & fees
26 Oct - 27 Oct
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
A covered porch with white railings, a brick wall, and a view of a forested area.

19. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
3.0 star property
Breaks
The price is AU$735
includes taxes & fees
28 Oct - 29 Oct
Breaks Home: 3 Mi to ATV Trails!
A house with a covered porch and a staircase leading to the entrance.

20. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (15 reviews)
"Such a beautiful place with so many special touches. We love being here and enjoying Wise County. The host creates a beautiful and comfortable space."
United States
Chasity F.
The price is AU$306
includes taxes & fees
22 Oct - 23 Oct
Charming 2-bedroom house in Wise, Virginia
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

The Landmark Hotel

The Landmark Hotel

8/10 Good
"Norm"
Aleksei 1-night trip
Posted 16 hours ago
The Landmark Hotel

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 favourite 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 depend 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 chosen for you start as low as 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.