
Pikeville Holiday Rentals
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Our top choices for Pikeville holiday rentals

1. Backwoods Bungalow
Backwoods Bungalow
2. Inspiration Station
Inspiration Station
3. Modern Escape
Modern Escape
4. Wanderers Oasis
Wanderers Oasis
5. Historic Cottage Near PMC, UPIKE and Arena
Historic Cottage Near PMC, UPIKE and Arena
6. Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
7. Tranquil 2-bedroom apartment in McDowell with AC, WiFi
Tranquil 2-bedroom apartment in McDowell with AC, WiFi
8. Cozy Home in Heart of Prestonsburg
Cozy Home in Heart of Prestonsburg
9. Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
10. Appalachian Hideaways Cabin #2
Appalachian Hideaways Cabin #2
11. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
12. Coal Town Gem
Coal Town Gem
13. Breaks Home: 3 Mi to ATV Trails!
Breaks Home: 3 Mi to ATV Trails!
14. The 100 Acre Woods located in the Appalachian mountains Clintwood Va
The 100 Acre Woods located in the Appalachian mountains Clintwood Va
15. Breaks Home: 3 Mi to ATV Trails!
Breaks Home: 3 Mi to ATV Trails!
16. NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
17. 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
18. Spacious 5-bedroom house in town-within walking distance to everything
Spacious 5-bedroom house in town-within walking distance to everything
19. The Boons Camp Cabin
The Boons Camp Cabin
20. Ryder's Retreat overlooking the city of Williamson!
Ryder's Retreat overlooking the city of Williamson!Find holiday rentals that suit your style
Top Pikeville Hotel Reviews

Gateway To The Breaks Motel
Find out more about Pikeville
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pikeville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Pikeville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pikeville. Seeing all the best attractions is bound to make you fall in love with Pikeville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pikeville short-term rentals, that won’t be hard to do.




































































