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Prestonsburg Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Prestonsburg vacation rentals

A kitchen with a built-in oven, microwave, and stainless steel range.

1. Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
10.0 out of 10, Exceptional, (14 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 AED 357
AED 622 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Home in Heart of Prestonsburg
A wooden deck overlooking a river with dense greenery and trees.

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

NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
Staffordsville
10.0 out of 10, Exceptional, (2 reviews)
"I booked this for my parents coming from Florida and the hosts were amazing, the place was perfectly clean, and they were excellent with communication!!! VERY HIGHLY RECOMMEND!!! Would 1,000% stay again!!!"
United States
Andrew
The price is AED 273
AED 379 total
includes taxes & fees
10 Nov - 11 Nov
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
A dining area with a wooden table, two chairs, a vase with a plant, a wall clock, and a door with a window.

3. 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 AED 248
AED 524 total
includes taxes & fees
12 Nov - 13 Nov
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
A large, historic house with a prominent turret, a fountain, and a well-maintained lawn.

4. Private 2BR Renovated Guest Suite in Historic Home with Kitchen

Private 2BR Renovated Guest Suite in Historic Home with Kitchen
Paintsville
The price is AED 430
AED 1,599 total
includes taxes & fees
19 Nov - 20 Nov
Private 2BR Renovated Guest Suite in Historic Home with Kitchen
A wooden interior with a sofa, a blue armchair, and a potted plant.

5. Inspiration Station

Inspiration Station
Pikeville
9.4 out of 10, Exceptional, (11 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 AED 367
AED 598 total
includes taxes & fees
11 Nov - 12 Nov
Inspiration Station
A covered deck with a grill, two chairs, and a table.

6. 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 AED 331
AED 559 total
includes taxes & fees
10 Nov - 11 Nov
Wanderers Oasis
A covered outdoor area with a barbecue grill and a table, overlooking a forested area.

7. Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Salyersville
9.8 out of 10, Exceptional, (7 reviews)
"Great host and property!"
United States
Brad M.
The price is AED 459
AED 1,176 total
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
A rustic cabin surrounded by lush greenery and a fenced area.

8. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is AED 391
AED 1,262 total
includes taxes & fees
10 Nov - 11 Nov
The Boons Camp Cabin
A covered deck with a grill, two chairs, and a table.

9. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Nice and cozy , we had a great time while in the area . Nice amenities for the price, was a wonderful stay. Thanks to the host for having us"
United States
Morris D.
The price is AED 272
AED 496 total
includes taxes & fees
8 Dec - 9 Dec
Modern Escape
A two-story house with a porch and a staircase.

10. 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, (11 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 AED 331
AED 519 total
includes taxes & fees
10 Nov - 11 Nov
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A hot tub with seating and a table, surrounded by a wooden deck and trees.

11. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (6 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is AED 699
AED 1,014 total
includes taxes & fees
10 Dec - 11 Dec
The Mountain Magnolia *Hot tub on private deck*
A wooden cabin with a porch, a dog, and a person sitting on a swing.

12. Historic Cottage Near PMC, UPIKE and Arena

Historic Cottage Near PMC, UPIKE and Arena
Pikeville
10.0 out of 10, Exceptional, (1 review)
"Beautiful little cottage! We absolutely loved the decor and the historic artifacts with accompanying literature! Fav part by far is the bunkbeds and LED lighting with historic copies of newspaper articles. Very close to town! We would definitely return!"
United States
Jamie V.
The price is AED 459
AED 795 total
includes taxes & fees
12 Nov - 13 Nov
Historic Cottage Near PMC, UPIKE and Arena
A cozy living room with a sofa, a chair, a TV, and a fireplace.

13. 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 AED 397
AED 704 total
includes taxes & fees
10 Nov - 11 Nov
Appalachian Hideaways Cabin #2
A wooden deck with red Adirondack chairs and a table, overlooking a town and mountains.

14. Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
8.6 out of 10, Excellent, (8 reviews)
"The house was very nice. We didn’t care for the neighborhood. The people that owned the house was nice and very helpful!!! "
United States
Linda P.
The price is AED 918
AED 1,557 total
includes taxes & fees
10 Nov - 11 Nov
Ryder's Retreat overlooking the city of Williamson!
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 Prestonsburg Hotel Reviews

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"We stayed 1 night this past weekend for the Matt Matthew’s show. Everything was clean and the room smelled nice. Walking distance to arena and restaurants. Would stay again!"
Jennifer 1-night trip
Posted 1 hour ago
The Landmark Hotel

Frequently asked questions

Can I find a vacation rental in Prestonsburg?

Yes, we have vacation rentals in Prestonsburg close to Mountain Arts Center, or you can choose a more secluded option if you're looking for a relaxing stay. Prestonsburg is known for its live music and riverfront. Make sure you have time to check out the entertainment choices and theaters during your trip.

What are some of the best vacation rentals in Prestonsburg?

Luxury Estate nestled atop stunning mountaintop golf course!: Visitors give good reviews to this Prestonsburg vacation home rental, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Some other top choices in Prestonsburg are Cozy Home in Heart of Prestonsburg and Near Scenic Parks: Convenient Home in Prestonsburg.

How many vacation rentals will I find in Prestonsburg?

Expedia has 3 vacation rentals for your stay in Prestonsburg.

What’s there to see and do in Prestonsburg?

Cultural attractions include Mountain Arts Center and East Kentucky Science Center & Varia Planetarium, whereas Archer Park and Jenny Wiley State Resort Park are a couple of picturesque spots to enjoy the outdoors. StoneCrest Golf Course and Samuel May House are other places to visit while you're in town.

What’s a vacation rental in Prestonsburg like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Prestonsburg. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.