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Prestonsburg Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Prestonsburg vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. 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 AED 357
AED 655 total
includes taxes & fees
28 Sep - 29 Sep
Cozy Home in Heart of Prestonsburg
Dining

2. 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 557 total
includes taxes & fees
27 Sep - 28 Sep
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Property grounds

3. 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, (6 reviews)
"Great host and property!"
United States
Brad M.
The price is AED 459
AED 1,239 total
includes taxes & fees
27 Sep - 28 Sep
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Smart TV

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 AED 584
AED 887 total
includes taxes & fees
21 Oct - 22 Oct
Inspiration Station
Smart TV

5. 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 AED 489
AED 777 total
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
Smart TV, fireplace

6. 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 740 total
includes taxes & fees
26 Sep - 27 Sep
Appalachian Hideaways Cabin #2
Outdoor dining

7. 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 AED 338
AED 599 total
includes taxes & fees
27 Sep - 28 Sep
Modern Escape
Interior

8. 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 AED 327
AED 468 total
includes taxes & fees
28 Sep - 29 Sep
NO RV? NO PROBLEM! STAY IN OUR FAMILY-FRIENDLY, COZY COTTAGES.
Terrace/patio

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

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (5 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is AED 674
AED 1,095 total
includes taxes & fees
27 Sep - 28 Sep
The Mountain Magnolia *Hot tub on private deck*
Property grounds

10. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
The price is AED 317
AED 1,279 total
includes taxes & fees
27 Sep - 28 Sep
The Boons Camp Cabin
Exterior

11. 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 AED 304
AED 522 total
includes taxes & fees
28 Sep - 29 Sep
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Outdoor dining

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

Ryder's Retreat overlooking the city of Williamson!
Williamson
9.2 out of 10, Wonderful, (7 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 661
AED 1,185 total
includes taxes & fees
28 Sep - 29 Sep
Ryder's Retreat overlooking the city of Williamson!
Dining

13. 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 AED 459
AED 883 total
includes taxes & fees
4 Oct - 5 Oct
Suite 1 Trail 10 HMT
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

Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

10/10 Excellent
"Plenty of parking and near Speedway"
Robert 1-night trip
Posted 15 hours ago
Days Inn by Wyndham Paintsville

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 Jenny Wiley State Resort Park and Archer 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.