Holiday Rentals in Prestonsburg

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Holiday Rentals in Prestonsburg

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 €183
includes taxes & fees
4 Mar - 5 Mar
Cozy Home in Heart of Prestonsburg

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was perfect from the booking to checkout. My husband and I live out of state but wanted to host our family and friends. This property exceeded expectations! The home was spacious and decorated beautifully for Christmas. It was both clean and well stocked with supplies. There is also plenty of parking. I highly recommend!"
Luxury Estate nestled atop stunning mountaintop golf course!

New to the area? Stop by and see the most recent bachelor pad on the scene

2.0 out of 10, (1)
"The place does not exist. Could not find it. Called the host. Host had phone on not accepting calls. I was in the area for my mom's funeral. Had to scramble to find another place to stay. "
New to the area? Stop by and see the most recent bachelor pad on the scene

Near Scenic Parks: Convenient Home in Prestonsburg

Near Scenic Parks: Convenient Home in Prestonsburg

Near Scenic Parks: Convenient Home in Prestonsburg

3.0 star property
Near Scenic Parks: Convenient Home in Prestonsburg

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

10.0 out of 10, Exceptional, (3)
"This was our second time staying at Bluegrass Palace. This was for our annual staff retreat for Bolts & Quarters Quilt Shop in Parkersburg, West Virginia."
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Williamson Cottage ~ 2 Mi to Town + Trails!

2.0 star property
7.0 out of 10, Good, (2)
"My husband, my mom, and I stayed at this cozy little cottage, and we just loved it! It was very clean, smelled amazing (like autumn), and it was just so fun! I highly recommend!"
Williamson Cottage ~ 2 Mi to Town + Trails!

💙The Mountain Mama💛 Trail Riders “Home Away From Home”

10.0 out of 10, Exceptional, (25)
"Beautiful home. Tons of room. Beds everywhere. Didnt see in the add that it had a pool table in the basement! "
💙The Mountain Mama💛 Trail Riders “Home Away From Home”

4 Bedroom home less than a mile to Hatfield/McCoy trails

10.0 out of 10, Exceptional, (27)
"This was a great place for me & friends to stay while in the area to ride SXS trails. Great access to Buffalo Mountain Trail and 12 miles to Devil Anse Trail. We did not receive access code & could not get into the home. We were very lucky the basement door was not locked:) "
4 Bedroom home less than a mile to Hatfield/McCoy trails

NEW Clean Build 2 Bed Studio Unit by Outlaw Trails! Unit 1

10.0 out of 10, Exceptional, (3)
"Very clean and easy check-in. Our 4th stay "
NEW Clean Build 2 Bed Studio Unit by Outlaw Trails! Unit 1

11 bed 7 bath large home and able to ride right from the home to the HMT trails

2.0 star property
11 bed 7 bath large home and able to ride right from the home to the HMT trails

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

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (2)
"I liked that the property was very secluded and quiet the owner was very cool and was easy going I also loved the cabin feel for the property I was there for a weekend and enjoyed my stay the picture doesn't do any justice the inside is bigger than it looks "
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

The price is €364
includes taxes & fees
24 Feb - 25 Feb
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Country Charm

10.0 out of 10, Exceptional, (30)
"The cabin was very impressive! It was clea"
Country Charm

NEW Entire Build 4 Studio Units by Outlaw Trails! Sleeps 15!

10.0 out of 10, Exceptional, (2)
"Great place this is second time staying at this location and would definitely book again"
NEW Entire Build 4 Studio Units by Outlaw Trails! Sleeps 15!

Secluded cabin conveniently located near The Mine Made Adventure Park.

10.0 out of 10, Exceptional, (1)
"We rented this house because we were working in the area. John was great and the location was perfect for us. Plenty of space and we each had our own room. "
The price is €509
includes taxes & fees
20 Feb - 21 Feb
Secluded cabin conveniently located near The Mine Made Adventure Park.

4 bedroom Trail House in Williamson, WV

9.8 out of 10, Exceptional, (37)
"We highly recommend (group of 8) We stayed right after Hurricane Helene had passed through the area. Our home owner made sure we had everything we needed to make due while the communtity dealt with a few power and water issues. She went above and beyond to make sure we weeetaken carw of. "
4 bedroom Trail House in Williamson, WV

Cozy Tiny Home Quiet 1/1 Close to Riding Trails

10.0 out of 10, Exceptional, (2)
"My husband and I stayed here for a week visiting our daughter. The property was clean and cozy. It had all the amenities we needed for the two of us. We worked remotely for a week and had very few problems. We did lose power once but we just went to a coffee shop (Lizzie B’s) which was a nice change of scenery. We did have some trouble finding it once we made the turn on the road (second house on the right) as it was dark and we didn’t have cell service. Cindy and her husband were so friendly...
The price is €157
includes taxes & fees
20 Feb - 21 Feb
Cozy Tiny Home Quiet 1/1 Close to Riding Trails

Ryder's Retreat overlooking the city of Williamson!

8.8 out of 10, Excellent, (5)
"The owner was very quick at responding, and willing to alleviate any concerns immediately. The property was very clean and well taken care of. The inside had many cosmetic upgrades. There were a few minor broken things (toilet paper holder broketoilet lidtttoilet lid"
The price is €281
includes taxes & fees
20 Feb - 21 Feb
Ryder's Retreat overlooking the city of Williamson!
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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Other types of properties in Prestonsburg you may be interested in

Comfort Suites Prestonsburg West

2.5 star property
8.6 out of 10, Excellent, (597)
"This place is very nice "
The price is €110
includes taxes & fees
22 Feb - 23 Feb
Comfort Suites Prestonsburg West

Super 8 by Wyndham Prestonsburg

2.0 star property
6.6 out of 10, (467)
"I would go back there"
Super 8 by Wyndham Prestonsburg

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 star property
8.0 out of 10, Very good, (262)
"Clean well maintained property. Great location. Hotel staff was excellent"
The price is €102
includes taxes & fees
20 Feb - 21 Feb
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
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.

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.

What are some of the best holiday rentals that Prestonsburg has to offer?

Luxury Estate nestled atop stunning mountaintop golf course!: This highly rated holiday home rental in Prestonsburg offers a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most 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 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 Archer Park and Jenny Wiley State Resort 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.