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Vacation rentals in Prestonsburg

Vacation rentals in Prestonsburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Prestonsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Dream On
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Dream On

    *If you book for 7 days or more, you will receive a 20% discount off your stay. This apartment is perfect for your time in Pikeville, whatever the reason. Enjoy the conveniences of a full kitchen and onsite laundry facility. The area is quiet and you can expect a peaceful night's sleep on a quality mattress. We are conveniently located down the street from a (Food City) grocery store, just 0.2 miles. We have cable TV and free Wifi. We are just a short 5 minute drive from downtown Pikeville.

    What guests are saying:

    “I was up in PIkeville for an ER rotation at the hospital. Heather worked with me in order to give me a discount even though I wasn't in town on consecutive nights, which was great! The place had everything I needed to prep meals and sleep, and it was a good size for two people. Thanks!”

  • The Falcon's Nest-Cozy Cabin, near Prestonsburg
    Entire cabin · 5 guests · 5 beds · 2 baths
    The Falcon's Nest-Cozy Cabin, near Prestonsburg

    The Falcon's Nest is a small community of cabins situated in a large hollow ("holler" if you're southern) on the campus of The David School, a private, non-profit, alternative high school for disadvantaged youth. We are located only 6 miles from the county seat of Prestonsburg and only a 30 minute drive to the current closest trail-head at the Dawkins Line Rail Trail in Royalton, KY. Access to our rental is by keyless entry with a coded lock. No stairs, only a small ramp.

    What guests are saying:

    “This cabin is tucked quietly & safely in the mountains with lots of natural springs & plenty of serenity. You may very well encounter a few pleasant surprises too! You'll have to come see for yourself what a wonderful place it really is!”

  • Black Bear Cabin
    SUPERHOSTEntire cabin · 4 guests · 3 beds · 1 bath
    Black Bear Cabin

    Two bed room Log Cabin, furnished with all new appliances, central heat & air conditioner. Located at 211 Scarlett Ln, off highway 805 on mountain side in eastern Kentucky. 2 miles from towns of Neon-6 miles from Jenkins- 8 miles from Whitesburg Kentucky. Only 7 miles from Virginia state line.

    What guests are saying:

    “Most amazing cabin in a perfect area for relaxation and mountain fresh air! Wish we were there for a couple days to enjoy it all.... fire pit , grill, front porch with an awesome view.... could go on and on! We were only in area for a concert but this place is definitely on my radar for a get away!”

Vacation rentals for every style

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Popular amenities for Prestonsburg vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Prestonsburg

Dream On
SUPERHOSTEntire apartment
Dream On
Price:$55 CAD/night
The Falcon's Nest-Cozy Cabin, near Prestonsburg
Entire cabin
The Falcon's Nest-Cozy Cabin, near Prestonsburg
Price:$103 CAD/night
Lazy Bear Cabin
SUPERHOSTEntire cabin
Lazy Bear Cabin
Price:$103 CAD/night
Whitt’s Haven
Entire cottage
Whitt’s Haven
Price:$62 CAD/night
Lower Level Efficiency
Entire apartment
Lower Level Efficiency
Price:$90 CAD/night
Devil Anse Hatfield's room
Private room
Devil Anse Hatfield's room
Price:$77 CAD/night
Cozy Studio Apartment
Entire apartment
Cozy Studio Apartment
Price:$55 CAD/night
Rustic Retreat in the heart of Appalachia
Entire house
Rustic Retreat in the heart of Appalachia
Price:$172 CAD/night
Spradlin Apartment Upstairs
Entire apartment
Spradlin Apartment Upstairs
Price:$48 CAD/night
The Quillen House
SUPERHOSTEntire house
The Quillen House
Price:$117 CAD/night
Trail 10 House & ATV Tours,Hatfield & McCoy Trails
SUPERHOSTEntire house
Trail 10 House & ATV Tours,Hatfield & McCoy Trails
Price:$124 CAD/night
Black Bear Cabin
SUPERHOSTEntire cabin
Black Bear Cabin
Price:$138 CAD/night
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