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Prestonsburg Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Prestonsburg vacation rentals

Private kitchen

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.
$157 nightly
The price is $178
Aug 30 - Aug 31
Total with taxes and fees
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, (13 reviews)
"Everything was perfect until bed time. I the place but the mattress killed my back. "
United States
Danail H.
$138 nightly
The price is $152
Aug 30 - Aug 31
Total with taxes and fees
Cozy Tiny Home Quiet 1/1 Close to Riding Trails
Outdoor dining

3. 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.
$134 nightly
The price is $144
Aug 30 - Aug 31
Total with taxes and fees
Modern Escape
Property grounds

4. 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)
"was a great weekend"
United States
Marvin M.
$315 nightly
The price is $337
Aug 30 - Aug 31
Total with taxes and fees
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
Living area

5. 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.
$160 nightly
The price is $172
Aug 30 - Aug 31
Total with taxes and fees
Inspiration Station
Property grounds

6. The Boons Camp Cabin

The Boons Camp Cabin
Boons Camp
$350 nightly
The price is $354
Aug 27 - Aug 28
Total with taxes and fees
The Boons Camp Cabin
Exterior

7. 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)
"Perfect little cottage "
Canada
Alisha G.
$127 nightly
The price is $141
Aug 31 - Sep 1
Total with taxes and fees
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Living area

8. 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.
$181 nightly
The price is $201
Aug 27 - Aug 28
Total with taxes and fees
Appalachian Hideaways Cabin #2
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.
$296 nightly
The price is $298
Aug 27 - Aug 28
Total with taxes and fees
The Mountain Magnolia *Hot tub on private deck*
Outdoor dining

10. 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.
$292 nightly
The price is $325
Sep 7 - Sep 8
Total with taxes and fees
Ryder's Retreat overlooking the city of Williamson!
Living area

11. South Williamson Suites 2 br 2 bath

South Williamson Suites 2 br 2 bath
South Williamson
$252 nightly
The price is $280
Aug 30 - Aug 31
Total with taxes and fees
South Williamson Suites 2 br 2 bath
Dining

12. Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT
South Williamson
$218 nightly
The price is $243
Aug 27 - Aug 28
Total with taxes and fees
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

Holiday Inn Express Hotel & Suites Pikeville by IHG

Holiday Inn Express Hotel & Suites Pikeville by IHG

10/10 Excellent
"Clean room comfortable bed great breakfast courteous staff"
Janelle 2-night trip
Posted 13 hours ago
Holiday Inn Express Hotel & Suites Pikeville by IHG

Find out more about Prestonsburg

Everything you need to know about Prestonsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Prestonsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Prestonsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Prestonsburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Prestonsburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Prestonsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Prestonsburg rentals

At Expedia, we put the best Prestonsburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Prestonsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Prestonsburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Prestonsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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. Samuel May House and StoneCrest Golf Course 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.