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

Holiday Rentals in Pike County

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Our top choices for Pike County holiday rentals

A two-story house with a porch and a staircase.

1. 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
10.0 out of 10, Exceptional, (9 reviews)
"Could not have asked for a smoother check-in and out! The property is perfect for what I needed and the attention to the little details that made my stay easier (coffee pods, etc) was so appreciated!! Will stay here again when I come back to Pike Co for sure!!"
United States
Deborah C.
The price is €129
includes taxes & fees
14 Oct - 15 Oct
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A covered deck with a grill, two chairs, and a table.

2. 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 €148
includes taxes & fees
4 Oct - 5 Oct
Modern Escape
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

3. 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 €190
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
A wooden interior with a sofa, a blue armchair, and a potted plant.

4. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
The price is €190
includes taxes & fees
8 Oct - 9 Oct
Inspiration Station
Interior

5. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is €208
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A spacious dining area with a wooden table and chairs, a kitchen in the background, and a ceiling with a grid pattern.

6. 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 €214
includes taxes & fees
4 Oct - 5 Oct
Suite 1 Trail 10 HMT
A dining area with a marble table, black chairs, a potted plant, a window with a view of greenery, and a mounted TV.

7. Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
Harold
9.4 out of 10, Exceptional, (3 reviews)
"Our host stayed in good contact and the place was very cute and felt super comfortable. We were very happy with our stay :)"
United States
Lacy S.
The price is €137
includes taxes & fees
30 Sept - 1 Oct
Cozy studio on US 23 between Pikeville and Prestonsburg
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."

8. 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 €137
includes taxes & fees
29 Sept - 30 Sept
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A kitchen with a built-in oven, microwave, and stainless steel range.

9. 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 €161
includes taxes & fees
29 Sept - 30 Sept
Cozy Home in Heart of Prestonsburg
A cozy living room with a sofa, a chair, a TV, and a fireplace.

10. 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 €178
includes taxes & fees
29 Sept - 30 Sept
Appalachian Hideaways Cabin #2
A covered porch with white railings, a brick wall, and a view of a forested area.

11. 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 €452
includes taxes & fees
4 Oct - 5 Oct
Breaks Home: 3 Mi to ATV Trails!
A compact kitchen with a refrigerator, microwave, stove, and cabinets.

12. 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, (16 reviews)
"Everything about the place was excellent! I have not one negative thing to say."
United States
Michael
The price is €168
includes taxes & fees
29 Sept - 30 Sept
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A covered outdoor area with wooden flooring, a wooden fence, and several Adirondack chairs.

13. 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 €132
includes taxes & fees
29 Sept - 30 Sept
Coal Town Gem
A living room with a sofa, a fireplace, a TV, and a dining area with a table and chairs.

14. 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.
The price is €99
includes taxes & fees
5 Oct - 6 Oct
Your Private Mountain Retreat Awaits!
A covered porch with white railings, a brick wall, and a view of a forested area.

15. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
3.0 star property
Breaks
The price is €450
includes taxes & fees
4 Oct - 5 Oct
Breaks Home: 3 Mi to ATV Trails!
A rustic cabin surrounded by lush greenery and a fenced area.

16. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is €299
includes taxes & fees
29 Sept - 30 Sept
The Boons Camp Cabin
A house with a covered porch and a staircase leading to the entrance.

17. Charming 2-bedroom house in Wise, Virginia

Charming 2-bedroom house in Wise, Virginia
Wise
10.0 out of 10, Exceptional, (14 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 €188
includes taxes & fees
29 Sept - 30 Sept
Charming 2-bedroom house in Wise, Virginia
A bathroom with a wooden vanity, a mirror with lights, a towel rack, and a patterned floor.

18. Cozy 1-bedroom studio in the beautiful town of Clintwood, Virginia.

Cozy 1-bedroom studio in the beautiful town of Clintwood, Virginia.
Clintwood
The price is €142
includes taxes & fees
29 Sept - 30 Sept
Cozy 1-bedroom studio in the beautiful town of Clintwood, Virginia.
A single-story building with a covered outdoor area, a wooden staircase, and a garden bed with mulch.

19. NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
Staffordsville
The price is €116
includes taxes & fees
30 Sept - 1 Oct
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
A covered porch with white columns, outdoor furniture, and potted plants.

20. 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 €131
includes taxes & fees
29 Sept - 30 Sept
Nottingham Turret Rm w Queen Bed, Near UVaWise & Main St, Private Detached Bath
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

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Holiday Homes in Pike County

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