Prestonsburg Holiday Rentals

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Check prices for these dates

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in Prestonsburg

Luxury Estate nestled atop stunning mountaintop golf course!
Interior

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
Interior

Cozy Home in Heart of Prestonsburg

10.0 out of 10, Exceptional, (8)
"Great location, quite, adequate"
The price is HK$742
HK$1,376 total
includes taxes & fees
28 Jul - 29 Jul
Cozy Home in Heart of Prestonsburg
Near Scenic Parks: Convenient Home in Prestonsburg
Interior

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
Private kitchen

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
Interior

Near Scenic Parks: Convenient Home in Prestonsburg

3.0 star property
Near Scenic Parks: Convenient Home in Prestonsburg
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Exterior

Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

2.0 star property
10.0 out of 10, Exceptional, (6)
"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
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Outdoor dining

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
Interior

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

9.6 out of 10, Exceptional, (9)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Exterior detail

'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!
Fridge, microwave, stovetop, coffee/tea maker

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 HK$1,413
HK$2,533 total
includes taxes & fees
28 Jul - 29 Jul
Ryder's Retreat overlooking the city of Williamson!
New 3 Bdrm unit w/ great location & ex. amenities
3 bedrooms, desk, iron/ironing board, travel cot

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

9.6 out of 10, Exceptional, (15)
"This place is exactly as advertised and quieter than expected. Hostess thought of everything. Lovely place for my family of 5. "
New 3 Bdrm unit w/ great location & ex. amenities
Williamson Cottage ~ 2 Mi to Town + Trails!
Interior

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
Outdoor pool

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
Microwave, oven, stovetop, dishwasher

Appalachian Hideaways Cabin #2

9.6 out of 10, Exceptional, (9)
"Very nice place would stay again "
The price is HK$848
HK$1,580 total
includes taxes & fees
26 Jul - 27 Jul
Appalachian Hideaways Cabin #2
Cozy trail house at the Hatfield McCoy Trails
Terrace/patio

Cozy trail house at the Hatfield McCoy Trails

10.0 out of 10, Exceptional, (40)
"Good place to stay if you plan on riding the trails. Location is good too, a few minutes up the highway from a town that has a Walmart that will have anything you might need while on your trip."
Cozy trail house at the Hatfield McCoy Trails
The Nook in Downtown Pikeville
Fridge, microwave, oven, stovetop

The Nook in Downtown Pikeville

8.8 out of 10, Excellent, (3)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
The Nook in Downtown Pikeville
11 bed 7 bath large home and able to ride right from the home to the HMT trails
Exterior

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
Appalachian Hideaways
Living area

Appalachian Hideaways

8.8 out of 10, Excellent, (5)
"Cabin is nice and host was very nice and helpful only complaint was the train near the cabin was loud at times but would stay again."
Appalachian Hideaways
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Fridge, microwave, stovetop, coffee/tea maker

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 HK$706
HK$1,267 total
includes taxes & fees
19 Aug - 20 Aug
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
💙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, (28)
"Nice place to stray close to town and close to the utv trails! Enjoyed our stay!"
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
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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Top Prestonsburg Hotel Reviews

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

10/10 Excellent
"Everything was clean and pleasing to the eye. Staff polite and helpful. Could use counter space in bathroom."
Pamela 1-night trip
Posted 4 days ago
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

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.