Prestonsburg Holiday Rentals

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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 HK$1,119
HK$1,848 total
includes taxes & fees
14 Nov - 15 Nov
Cozy Home in Heart of 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
Luxury Estate nestled atop stunning mountaintop golf course!
2.0 star property
10.0 out of 10, Exceptional, (1)
"We were coming to town to celebrate my son's wedding and we needed a big house. Not easy to find in this area. This house fit the bill and was simply AMAZING! The house is easily the best house that we have ever stayed at...hands down! Plenty of rooms and everything you could ever need to play, cook, and relax with family and friends. I could not more highly recommend this house. We LOVED it!!! John"
Luxury Estate nestled atop stunning mountaintop golf course!
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
Newly est. cabin close to trails, gas and great food!
10.0 out of 10, Exceptional, (30)
"I reserved this house for employees I had working in the area. The host is very responsive. The property is exactly as explained in the listing. They had everything they needed to rest and be ready for work each day, plus extra. "
Newly est. cabin close to trails, gas and great food!
Turkey Creek Retreats
10.0 out of 10, Exceptional, (23)
"The location of this home was so conveniently located for us. It was spacious and just what we needed!"
Turkey Creek Retreats
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
10.0 out of 10, Exceptional, (2)
"I reserved this place for employees we had working in the area. This place was perfect for their needs. They each had their own bedroom and bathroom, add in the comforts of home and it was the perfect place for them to relax after a long days work. Everything was clean, check in was easy, wifi worked great. The host is excellent! We communicated back and forth several times. She is exceptionally responsive and informative."
Appalachian Hideaways
Williamson Cottage ~ 2 Mi to Town + Trails!
2.0 star property
4.0 out of 10, (1)
"Shower walls are metal roof sheeting low water pressure abandoned property near by"
Williamson Cottage ~ 2 Mi to Town + Trails!
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
10.0 out of 10, Exceptional, (8)
"This location is exactly as described in the listing. What the listing might not say is how quiet the space is! We were down to move mom into a senior living center and wanted a space that was peaceful after long days of driving and unpacking. Larry's location was just that. The apartment is nextdoor to another apartment, but we never heard a peep! We will definitely stay again when we come down to visit mom or on our way to WNC. "
Cozy Apartment embedded in Kentucky mountains. Pet friendly.
💙The Mountain Mama💛 Trail Riders “Home Away From Home”
10.0 out of 10, Exceptional, (24)
"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”
Country Charm
10.0 out of 10, Exceptional, (28)
"Stayed 3 days and enjoyed the time there"
Country Charm
New 3 Bdrm unit w/ great location & ex. amenities
9.6 out of 10, Exceptional, (12)
"We came to Pikeville for our wedding shower and had such an amazing time at this property! It was very clean and had everything we needed. Would definitely recommend! "
The price is HK$1,624
HK$2,098 total
includes taxes & fees
9 Nov - 10 Nov
New 3 Bdrm unit w/ great location & ex. amenities
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
10.0 out of 10, Exceptional, (16)
"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!
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 HK$2,324
HK$3,651 total
includes taxes & fees
11 Nov - 12 Nov
Ryder's Retreat overlooking the city of Williamson!
Jmeez cabin rentals
8.4 out of 10, Very good, (7)
"Great place for a couple of people who want to ride Hatfield and McCoy trails!"
The price is HK$971
HK$1,487 total
includes taxes & fees
10 Nov - 11 Nov
Jmeez cabin rentals
The Red Dog Cottage In The Woods w/ Hot Tub
10.0 out of 10, Exceptional, (32)
"We absolutely loved the cottage and location. It was a very quiet and relaxing. Could not have asked for nicer property to stay at. "
The Red Dog Cottage In The Woods w/ Hot Tub
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
Appalachian Hideaways Cabin #2
10.0 out of 10, Exceptional, (4)
"Very nice place would stay again "
The price is HK$933
HK$1,686 total
includes taxes & fees
10 Nov - 11 Nov
Appalachian Hideaways Cabin #2
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, (578)
"I stayed here for a mountain bike race at Sugarcamp Mountain. I enjoyed my stay here. Parking was great, everything was clean, the staff were kind, etc. I'd happily stay here again - and probably will for next year's race!"
The price is HK$678
HK$769 total
includes taxes & fees
24 Nov - 25 Nov
Comfort Suites Prestonsburg West
Jenny Wiley State Resort Park
3.0 star property
8.6 out of 10, Excellent, (393)
"The property was clean and staff friendly"
Jenny Wiley State Resort Park
Super 8 by Wyndham Prestonsburg
2.0 star property
6.6 out of 10, (456)
"Nice. Good breakfast "
The price is HK$456
HK$502 total
includes taxes & fees
2 Dec - 3 Dec
Super 8 by Wyndham 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.

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.