Prestonsburg Vacation Rentals

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Vacation Rentals in Prestonsburg

Cozy Home in Heart of Prestonsburg
Interior
Cozy Home in Heart of Prestonsburg
10.0 out of 10, Exceptional, (6)
"Stopped in the area to visit family that has passed on and to find our family cemetery. Was unable to find the cemetery but still enjoyed my trip. We also visted Loretta Lynns place."
The price is ￥19,284
per night
Jun 30 - Jul 1
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
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Exterior
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
10.0 out of 10, Exceptional, (15)
"Lovely home that easily accommodated our little family gathering. Perfect place for us to be together after 6 long years!"
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
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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."
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
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, (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!
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 ￥19,959
per night
Jul 9 - Jul 10
Jmeez cabin rentals
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Shower, hair dryer, towels, soap
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
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 with pool, Ride to trails
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
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
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
Turkey Creek Retreats
Exterior
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
New 3 Bdrm unit w/ great location & ex. amenities
3 bedrooms, desk, iron/ironing board, WiFi
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 ￥31,774
per night
Jul 3 - Jul 4
New 3 Bdrm unit w/ great location & ex. amenities
Ryder's Retreat overlooking the city of Williamson!
Fridge, microwave, stovetop, coffee/tea maker
Ryder's Retreat overlooking the city of Williamson!
8.0 out of 10, Very Good, (3)
"My husband and I chose this VRBO because of its location in the heart of Hatfield and McCoy trails and because they allowed our dog to stay there as well. Given the home has 6 beds, it was a bit large for us since we only had 2 persons and dog. LOL! The home is situated in Williamson, which is not a wealthy town by any means, but the people were all soo friendly and kind to us during our stay, including Charlie and his wife, Michelle! There are eating places close by and we even found a park for...
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 ￥19,959
per night
Jul 9 - Jul 10
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, (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
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
💙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, (23)
"Stayed at location for our first visit to HMT. The house was convenient and worked out well. We had a party of 10 and we had plenty of space. Plenty of room for vehicles and trailers as well. We planned our riding were we ended in Williamson for dinner at 3guys which was a short road ride ride back to the house. Owner is very responsive to any questions! The provided blackstone made doing breakfast quick and easy for the group. Would stay 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, (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
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, (3)
"Location and the red dog chalet is beautiful! Chalet is clean and cozy! Close to trails for riding. Host is very personable, wonderful and kind. We would love to come back one day! Highly recommend!"
The Red Dog Chalet Couples Retreat w/ Hot Tub
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
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

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, (542)
"Nice place to stay and semi close to town."
The price is ￥17,621
per night
Jul 1 - Jul 2
Comfort Suites Prestonsburg West
Super 8 by Wyndham Prestonsburg
Exterior
Super 8 by Wyndham Prestonsburg
2.0 star property
6.4 out of 10, (420)
"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 ￥10,791
per night
Jul 3 - Jul 4
Super 8 by Wyndham Prestonsburg
Jenny Wiley State Resort Park
Lake
Jenny Wiley State Resort Park
3.0 star property
8.4 out of 10, Very Good, (369)
"Enjoyed the bar and restaurant and the pool"
The price is ￥21,847
per night
Jun 30 - Jul 1
Jenny Wiley State Resort Park
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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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

Jenny Wiley State Resort Park

Jenny Wiley State Resort Park

5/5 Excellent
"Enjoyed the bar and restaurant and the pool"
A verified traveler stayed at Jenny Wiley State Resort Park
Posted 3 days ago
Jenny Wiley State Resort Park