Prestonsburg Holiday Rentals

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Holiday 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 HK$816
HK$1,495 total
includes taxes & fees
1 Jan - 2 Jan 2025
Cozy Home in Heart of 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, (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
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

Near Scenic Parks: Convenient Home in Prestonsburg
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
Newly est. cabin close to trails, gas and great food!
Interior

Newly est. cabin close to trails, gas and great food!

10.0 out of 10, Exceptional, (31)
"The place was great and the location was perfect for us."
Newly est. cabin close to trails, gas and great food!
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Shower, jetted bath, hair dryer, towels

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
Williamson Cottage ~ 2 Mi to Town + Trails!
Exterior

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”
Property grounds

💙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”
The Red Dog Chalet Couples Retreat w/ Hot Tub
Interior

The Red Dog Chalet Couples Retreat w/ Hot Tub

9.4 out of 10, Exceptional, (6)
"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
Turkey Creek Retreats
Exterior

Turkey Creek Retreats

10.0 out of 10, Exceptional, (24)
"The location of this home was so conveniently located for us. It was spacious and just what we needed!"
Turkey Creek Retreats
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, (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$1,623
HK$2,097 total
includes taxes & fees
3 Jan - 4 Jan 2025
New 3 Bdrm unit w/ great location & ex. amenities
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
Exterior detail

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

10.0 out of 10, Exceptional, (17)
"I grew up in the area and come in to visit family. My choices are usually hotels (which are not close) it the lodge at the lake (not convenient). This was the best of both worlds: close to where I needed and PERFECT for a group. We even did the whole family for Thanksgiving here!"
'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)
"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$1,165
HK$2,221 total
includes taxes & fees
27 Dec - 28 Dec
Ryder's Retreat overlooking the city of Williamson!
Appalachian Hideaways
Living area

Appalachian Hideaways

9.0 out of 10, Wonderful, (4)
"If you are there for trail riding, this location is perfect! It is also very close to gas stations, fast food places and stores. Cabin was very clean and it was so nice to have two bathrooms. We used the grill and gas fire pit which was a great addition to the cabin. Plenty of parking. Communication with the owner was great! I would definitely stay here again! "
Appalachian Hideaways
Jmeez cabin rentals
Exterior

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!"
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, (34)
"The Red Dog Cottage is second to none! It is more beautiful than the pics show! The owners are wonderful and provide the best hospitality. We had such a fun time riding trails and coming back to the cottage to relax and unwind! Highly recommend staying at the Red Dog Cottage!"
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, (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
Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace
Interior

Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace

10.0 out of 10, Exceptional, (1)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace
Appalachian Hideaways Cabin #2
Microwave, oven, stovetop, dishwasher

Appalachian Hideaways Cabin #2

9.6 out of 10, Exceptional, (5)
"We came to Williamson to ride the trail system and this cabin worked well. Two (minor) things I noticed. There is a traditional coffee maker but would love to see a keurig instead. And second, the floors are very cold. I suspect there is no insulation underneath but I just know the floors stayed pretty cold. Other than that, Tammy took good care of us. The place was clean and tidy and the beds were comfortable. Had a nice stay. "
The price is HK$932
HK$1,685 total
includes taxes & fees
27 Dec - 28 Dec
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
Desk, blackout curtains, iron/ironing board, free cots/infant beds

Comfort Suites Prestonsburg West

2.5 star property
8.6 out of 10, Excellent, (588)
"e"
The price is HK$720
HK$816 total
includes taxes & fees
13 Jan - 14 Jan 2025
Comfort Suites Prestonsburg West
Super 8 by Wyndham Prestonsburg
Exterior

Super 8 by Wyndham Prestonsburg

2.0 star property
6.6 out of 10, (462)
"Great place "
The price is HK$462
HK$509 total
includes taxes & fees
26 Jan - 27 Jan 2025
Super 8 by Wyndham Prestonsburg
Jenny Wiley State Resort Park
Lake

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
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?

Cozy Home in Heart of Prestonsburg: This highly rated holiday home rental in Prestonsburg is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

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 Middle Creek National Battlefield 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.