Prestonsburg Holiday Rentals

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Holiday Rentals in Prestonsburg

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (6)
"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!

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (6)
"Great location, quite, adequate"
The price is NZ$288
includes taxes & fees
17 July - 18 July
Cozy Home in Heart of Prestonsburg

Near Scenic Parks: Convenient Home in Prestonsburg

10.0 out of 10, Exceptional, (2)
"The inside was decorated beautifully, Loved the garage And( even though we didnt use) washer and dryer."
Near Scenic Parks: Convenient Home in Prestonsburg

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

3.0 star property
Near Scenic Parks: Convenient Home in Prestonsburg

Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

9.8 out of 10, Exceptional, (15)
"Great 4 wheeling from this location and a beautiful house. "
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

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

10.0 out of 10, Exceptional, (5)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

10.0 out of 10, Exceptional, (23)
"It was a great place to stay. We ride electric bikes. There were quite a few trails with easy access available. House was wonderful to stay in. Very neat and tidy."
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

Ryder's Retreat overlooking the city of Williamson!

8.8 out of 10, Excellent, (5)
"One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends."
The price is NZ$521
includes taxes & fees
7 July - 8 July
Ryder's Retreat overlooking the city of Williamson!

New 3 Bdrm unit w/ great location & ex. amenities

9.6 out of 10, Exceptional, (15)
"We travel often from SC to OH and stay the night half way in Pikeville. We used to stay in the Hampton Inn, but we found this gem VRBO about a year ago. The location is great, super clean, and very cool. Thx for giving us this option Amelia. 5 stars! "
The price is NZ$445
includes taxes & fees
16 July - 17 July
New 3 Bdrm unit w/ great location & ex. amenities

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (5)
"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 "
The price is NZ$229
includes taxes & fees
3 Aug - 4 Aug
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

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!

Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

9.6 out of 10, Exceptional, (21)
"Beautiful house"
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

Appalachian Hideaways Cabin #2

9.8 out of 10, Exceptional, (8)
"Very nice place would stay again "
The price is NZ$332
includes taxes & fees
6 July - 7 July
Appalachian Hideaways Cabin #2

Cozy trail house at the Hatfield McCoy Trails

10.0 out of 10, Exceptional, (39)
"Came here for a work trip and really enjoyed the home, our crew came to work at a local project and were blessed to stay here rather than a hotel. I can speak for the rest of the crew, we would absolutely stay and vacation here."
Cozy trail house at the Hatfield McCoy Trails

Tranquil 2-bedroom apartment in McDowell with AC, WiFi

The price is NZ$299
includes taxes & fees
7 July - 8 July
Tranquil 2-bedroom apartment in McDowell with AC, WiFi

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

2.0 star property
10.0 out of 10, Exceptional, (1)
11 bed 7 bath large home and able to ride right from the home to the HMT trails

Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

2.0 star property
7.4 out of 10, Good, (3)
"Great place to stay, nice new buildings. Owner is super easy to communicate with. Highly recommended!!!!👍"
The price is NZ$248
includes taxes & fees
3 Aug - 4 Aug
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

The Red Dog Cottage In The Woods w/ Hot Tub

10.0 out of 10, Exceptional, (39)
"Place is beautiful, cozy, relaxing, and will be back in the future!"
The Red Dog Cottage In The Woods w/ Hot Tub

Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi

"Secluded and peaceful. Well maintained with trails and pond to fish. Owners are extremely friendly "
The price is NZ$485
includes taxes & fees
14 July - 15 July
Charming 2-bedroom cabin + loft in fabulous Salyersville with AC and WiFi
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 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.