Holiday Rentals in Prestonsburg

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Holiday Rentals in Prestonsburg

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 €187
includes taxes & fees
16 Jun - 17 Jun
Cozy Home in Heart of Prestonsburg
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
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 €210
includes taxes & fees
16 Jun - 17 Jun
Jmeez cabin rentals
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
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
'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!
7.0 out of 10, Good, (2)
"Parking will hold 4 trucks with trailers and this includes on street parking and the gravel parking area. We had to park a car on the trailer so we had room for the side by sides to park in the gravel area. There is no privacy other than bathrooms. The house otherwise was clean and held 10 guests. There are alot of run down or abandoned properties right around the area. There was alot of late night traffic."
Ryder's Retreat overlooking the city of Williamson!
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
Newly est. cabin close to trails, gas and great food!
10.0 out of 10, Exceptional, (23)
"Everything was nice. The owners were friendly and helpful. Location was great. The only thing negative was that the house needed dusting. Maybe no one had stayed there in a while."
Newly est. cabin close to trails, gas and great food!
Turkey Creek Retreats
10.0 out of 10, Exceptional, (21)
"We rented this house to join friends on a sxs trip. It was a cute cozy home and great location! The owners were very nice! Thanks, Tina for allowing us to stay in your home!"
Turkey Creek Retreats
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."
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
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
New 3 Bdrm unit w/ great location & ex. amenities
9.8 out of 10, Exceptional, (9)
"This was our third stay here. The property is clean, well-located and comfortable. The Host is very nice and communication is excellent."
The price is €249
includes taxes & fees
16 Jun - 17 Jun
New 3 Bdrm unit w/ great location & ex. amenities
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 €181
includes taxes & fees
16 Jun - 17 Jun
Jmeez cabin rentals
The Red Dog Cottage In The Woods w/ Hot Tub
10.0 out of 10, Exceptional, (29)
"Awesome place to stay, very clean, accommodating owners, peaceful, quiet, owners are close if you need anything it is provided quickly. Hot tub to relax in, close to town, riding trails in W. Virginia are just minutes away and very exciting. Just can't say enough to describe this cottage you won't be disappointed. The W. Virginia Mountains are beautiful!"
The Red Dog Cottage In The Woods w/ Hot Tub
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
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
10.0 out of 10, Exceptional, (22)
"Home was clean and well maintained. Location worked out great for getting to the Buffalo Mountain and Devil Anse trails. We really enjoyed our stay in the area."
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
Cozy trail house at the Hatfield McCoy Trails
10.0 out of 10, Exceptional, (32)
"The home was lovely. Well maintained and stocked with promised items and more. Just far away to enjoy the country but close enough to Williamson to do things in town or access the many trails in the area. Owners were fantastic with communication and checked in daily to make sure everything was well. Highly recommended if you are planning to be in the area."
Cozy trail house at the Hatfield McCoy Trails
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
Appalachian Hideaways Cabin #2
10.0 out of 10, Exceptional, (1)
"It was great"
The price is €203
includes taxes & fees
16 Jun - 17 Jun
Appalachian Hideaways Cabin #2
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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
3.0 star property
8.4 out of 10, Very good, (368)
"It was a nice area and getaway"
The price is €153
includes taxes & fees
16 Jun - 17 Jun
Jenny Wiley State Resort Park
Super 8 by Wyndham Prestonsburg
2.0 star property
6.4 out of 10, (417)
"So basically, my thinking is that the base rating for a hotel should be a 3/5. I liked the shower pressure so that brought it up a point, and I also thought the beds were comfortable so that also brings it up another point. However, the building is like in disrepair and falling apart to the point where I have to take a point away as funny as it was. No bugs or inconveniences or anything like that, but I don’t feel like it deserves to be on the same level as like Embassy Suites and Home2. So to...
The price is €69
includes taxes & fees
21 Jun - 22 Jun
Super 8 by Wyndham Prestonsburg
Comfort Suites Prestonsburg West
2.5 star property
8.6 out of 10, Excellent, (539)
"Super clean and updated! New carpeting, painting, and fixtures. Cleanliness seemed a priority. The coffee cups were individually wrapped. The breakfast was very good. Eggs, sausage, biscuits and gravy along with all the usuals. Well done and tasty! Highly recommend this hotel…."
The price is €116
includes taxes & fees
21 Jun - 22 Jun
Comfort Suites Prestonsburg West
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Prestonsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Prestonsburg holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Prestonsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Prestonsburg holiday rentals we have selected for you start as low as €181 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Prestonsburg rentals

At Expedia, we put the best Prestonsburg holiday 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 holiday.

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 holiday rental in Prestonsburg?

Yes, there are holiday rentals in Prestonsburg close to East Kentucky Science Center and Planetarium, or you can select 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 theatres during your trip.

How many holiday rentals will I find in Prestonsburg?

Expedia has 3 holiday 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 holiday rental in Prestonsburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Prestonsburg. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.

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