Prestonsburg Vacation Rentals

Vacation Rentals in Prestonsburg

Cozy Home in Heart of Prestonsburg
Interior
Cozy Home in Heart of Prestonsburg
10.0 out of 10, Exceptional, (5)
"House is clean and decor is great. Location to town is easy and a walkable distance. Enjoyed Prestonsburg and surrounding areas. Property manager was very responsive. Great place!"
The price is $105
$194 total
includes taxes & fees
Jun 10 - Jun 11
Cozy Home in Heart of Prestonsburg
New to the area? Stop by and see the most recent bachelor pad on the scene
Private kitchen
New to the area? Stop by and see the most recent bachelor pad on the scene
New to the area? Stop by and see the most recent bachelor pad on the scene
4 Bedroom home less than a mile to Hatfield/McCoy trails
Fridge, microwave, oven, stovetop
4 Bedroom home less than a mile to Hatfield/McCoy trails
10.0 out of 10, Exceptional, (23)
"Great place and hosts. Super close to what we needed. Would definitely book again in the future!"
4 Bedroom home less than a mile to Hatfield/McCoy trails
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Large 4BR Buffalo Mountain Retreat in Williamson
Shower, hair dryer, towels, soap
Large 4BR Buffalo Mountain Retreat in Williamson
9.6 out of 10, Exceptional, (19)
"We had a great time. The house is beautiful and very spacious. Location is perfect because it’s close to everything. Neighbors were very nice! Host was super nice and very accommodating. We will definitely come back and stay again! Dirt Days was a lot of fun for us and my nephews. The vendors were very friendly. The town has a lot of cool history."
Large 4BR Buffalo Mountain Retreat in Williamson
Appalachian Hideaways
Exterior
Appalachian Hideaways
10.0 out of 10, Exceptional, (1)
"We had a great time. Everything was very clean and owner was very helpful anyway she needed to be. If we ever go back that way we would stay here again!!"
Appalachian Hideaways
Appalachian Hideaways Cabin #2
Private kitchen
Appalachian Hideaways Cabin #2
10.0 out of 10, Exceptional, (1)
"It was great"
The price is $120
$217 total
includes taxes & fees
May 30 - May 31
Appalachian Hideaways Cabin #2
Newly est. cabin close to trails, gas and great food!
Smart TV
Newly est. cabin close to trails, gas and great food!
10.0 out of 10, Exceptional, (22)
"It was our second time back with our whole quad squad Framily crew and even all the kids loved it. The area is just beautiful and there's plenty of yard room to do fun activities and have the small kiddos ride around. Close to trails and can ride the quad pretty much anywhere. Brandon is always amazing with replying to messages and being quick about it. They're fantastic people to rent from and we will be continuing to go back bc we love it and them so much!!"
Newly est. cabin close to trails, gas and great food!
The Red Dog Chalet Couples Retreat w/ Hot Tub
Interior
The Red Dog Chalet Couples Retreat w/ Hot Tub
10.0 out of 10, Exceptional, (2)
"Beautiful place & close HMT & outlaw trails. Highly recommended"
The Red Dog Chalet Couples Retreat w/ Hot Tub
Turkey Creek Retreats
Exterior
Turkey Creek Retreats
10.0 out of 10, Exceptional, (20)
"Spent two nights here in early May. The place was clean and comfortable and very convenient to many places of interest."
Turkey Creek Retreats
Private entire home • Pikeville • 6 min. drive from PMC
3 bedrooms, free WiFi
Private entire home • Pikeville • 6 min. drive from PMC
9.6 out of 10, Exceptional, (10)
"We enjoyed our stay in Pikeville. The property was perfect for us. It was very clean and the owners were really nice. Will definitely stay there again."
Private entire home • Pikeville • 6 min. drive from PMC
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Exterior
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
10.0 out of 10, Exceptional, (14)
"The most clean rental I’ve ever been in. Loved the authenticity of the home."
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Ryder's Retreat overlooking the city of Williamson!
Fridge, microwave, stovetop, coffee/tea maker
Ryder's Retreat overlooking the city of Williamson!
Ryder's Retreat overlooking the city of Williamson!
Jmeez cabin rentals
Exterior
Jmeez cabin rentals
10.0 out of 10, Exceptional, (4)
"Just what we needed for a weekend riding the trails. A place to sleep and shower."
The price is $125
$191 total
includes taxes & fees
May 30 - May 31
Jmeez cabin rentals
The Red Dog Cottage In The Woods w/ Hot Tub
2 bedrooms, free WiFi, bed sheets
The Red Dog Cottage In The Woods w/ Hot Tub
10.0 out of 10, Exceptional, (28)
"The Red Dog Cottage is absolutely amazing! By far the nicest and best kept VRBO that we have ever stayed at. It had everything that we needed for our riding trip and is in a great location for single track riders. The hot tub was a wonderful surprise and very relaxing after a long day of riding. The Cool's are wonderful hosts! We appreciated the pre-arrival call and all of the information they provided. Their attention to detail, design, and the work put into the property is quite impressive."
The Red Dog Cottage In The Woods w/ Hot Tub
4 bedroom Trail House in Williamson, WV
Exterior
4 bedroom Trail House in Williamson, WV
9.8 out of 10, Exceptional, (34)
"Ashley was a wonderful host. She responded to all questions promptly and had plenty of information on Hatfield McCoy trails near the house. She left a list of nearby restaurants and SXS repair shops. House is in a quiet neighborhood. We plan to stay here again."
4 bedroom Trail House in Williamson, WV
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
Fridge, oven, stovetop
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
10.0 out of 10, Exceptional, (4)
"Out of the city, but close to major roads. So getting around is very convenient. My only real issue was: no ceiling fans. But the a/c works just fine in lieu. Better value and more space than local hotels."
The price is $95
$123 total
includes taxes & fees
May 31 - Jun 1
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
Property grounds
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
10.0 out of 10, Exceptional, (21)
"Great place to stay for the trails. Host was awesome! House house was nice and clean. Short ride by bike to Buffalo Mountain. Definitely would stay here again."
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
Cozy trail house at the Hatfield McCoy Trails
Aerial view
Cozy trail house at the Hatfield McCoy Trails
10.0 out of 10, Exceptional, (31)
"Owner was great! Location great! Trails great! House great! We all loved everything about it!"
Cozy trail house at the Hatfield McCoy Trails
Jmeez cabin rentals
Exterior
Jmeez cabin rentals
8.6 out of 10, Excellent, (8)
"Property was clean and worked well for our needs. Only issue we had is there were no blankets for beds or sheets for pullout"
The price is $125
$223 total
includes taxes & fees
May 30 - May 31
Jmeez cabin rentals
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Property grounds
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
10.0 out of 10, Exceptional, (9)
"We went riding from here for the second time and both times the riding and the house were great. There is plenty of room inside and out and the house is always very clean."
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Don't see what you're looking for?
See all available properties in Prestonsburg
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.

Other types of properties in Prestonsburg you may be interested in

Jenny Wiley State Resort Park
Lake
Jenny Wiley State Resort Park
3.0 star property
8.4 out of 10, Very Good, (366)
"It was a nice area and getaway"
The price is $136
$164 total
includes taxes & fees
May 30 - May 31
Jenny Wiley State Resort Park
Comfort Suites Prestonsburg West
Suite, 1 King Bed with Sofa bed, Accessible, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Comfort Suites Prestonsburg West
2.5 star property
8.6 out of 10, Excellent, (537)
"It was great. Everyone was very friendly and helpful to use. Well stay there again."
The price is $101
$115 total
includes taxes & fees
Jun 2 - Jun 3
Comfort Suites Prestonsburg West
Super 8 by Wyndham Prestonsburg
Exterior
Super 8 by Wyndham Prestonsburg
2.0 star property
6.4 out of 10, (412)
"We were on the first floor it sounded like a herd of elephants above us."
The price is $67
$74 total
includes taxes & fees
Jun 5 - Jun 6
Super 8 by Wyndham Prestonsburg
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.

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 $95 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.

Frequently asked questions

Can I find a vacation rental in Prestonsburg?

Yes, we have vacation rentals in Prestonsburg close to East Kentucky Science Center and Planetarium, 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?

Large 4BR Buffalo Mountain Retreat in Williamson: This vacation home rental outside of Prestonsburg is located in the city center and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 and 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.

Recent reviews of Prestonsburg properties
Expedia verified reviews

Quality Inn & Suites

Quality Inn & Suites

5/5 Excellent
"Attentive and friendly staff. Good breakfast. I booked for next year. "
A verified traveler stayed at Quality Inn & Suites
Posted 1 day ago
Quality Inn & Suites