Prestonsburg Vacation Rentals

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In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
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In four months
Mar 6 - Mar 8

Vacation Rentals in Prestonsburg

Interior
Luxury Estate nestled atop stunning mountaintop golf course!

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
Prestonsburg
10.0 out of 10, Exceptional, (7)
"This estate was a perfect family gathering to celebrate a milestone birthday. The host gave important information in a timely manner and the housekeeper answered questions quickly and precisely. The place is kept up and nestled in a beautiful location. Three of the family members played golf one night. Two family members enjoyed runs and the rest explored hiking. There was ample room for everyone; fun activities like ping pong and corn hole. We just had the best time and I am glad I found this...
United States
Holly T.
Luxury Estate nestled atop stunning mountaintop golf course!
Interior
Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

Prestonsburg
10.0 out of 10, Exceptional, (8)
"House is clean and decor is great. Location to town is easy and a walkable distance. Enjoyed Prestonsburg and surrounding areas. Property manager was very responsive. Great place!"
United States
Kathy B.
The price is ￥14,559
￥26,998 total
includes taxes & fees
Nov 18 - Nov 19
Cozy Home in Heart of Prestonsburg
Private kitchen
New to the area? Stop by and see the most recent bachelor pad on the scene

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

Prestonsburg
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. "
United States
Glenda
New to the area? Stop by and see the most recent bachelor pad on the scene
House (1 Bedroom) | Interior
Near Scenic Parks: Convenient Home in Prestonsburg

Near Scenic Parks: Convenient Home in Prestonsburg

3.0 star property
Prestonsburg
Near Scenic Parks: Convenient Home in Prestonsburg
Interior
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

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

Langley
9.8 out of 10, Exceptional, (12)
"Excellent service, very friendly"
United States
Briseida S.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Outdoor dining
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

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

Williamson
9.8 out of 10, Exceptional, (17)
"House is updated and super clean. We appreciated the craftsmanship in the home and furniture as well as the tasteful decor! Place was convenient for the guys to ride their Atvs, the women to go shopping and the adult kids to claim movie day at the house❤️.Elisha was friendly and incredibly accommodating! Definitely will stay again!"
United States
Heather M.
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home
Exterior
Turkey Creek Retreats

Turkey Creek Retreats

Belfry
10.0 out of 10, Exceptional, (30)
"Would definitely recommend for everyone"
United States
Shawn T.
Turkey Creek Retreats
Living area
Appalachian Hideaways

Appalachian Hideaways

Williamson
9.2 out of 10, Wonderful, (9)
"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."
United States
Walter G.
Appalachian Hideaways
Fridge, microwave, oven, stovetop
Country Charm

Country Charm

Williamson
10.0 out of 10, Exceptional, (40)
"Very nice cabin"
United States
Christopher
Country Charm
2 bedrooms, free WiFi, bed sheets
The Red Dog Cottage In The Woods w/ Hot Tub

The Red Dog Cottage In The Woods w/ Hot Tub

Williamson
10.0 out of 10, Exceptional, (40)
"We had the best quick two night stay at Red Dog Cottage! We loved everything about the cottage, great location, and wonderful host! Thank you again for opening up your adorable cottage to us! "
United States
Erica A.
The Red Dog Cottage In The Woods w/ Hot Tub
3 bedrooms, desk, iron/ironing board, travel crib
New 3 Bdrm unit w/ great location & ex. amenities

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

Pikeville
9.6 out of 10, Exceptional, (19)
"After staying here a year ago, I was happy to book a second stay. Our stay was great, with very pleasant communications with Amelia and a seamless arrival. We enjoyed the thoughtful updates to the property that made it even more comfortable. The property remains spotlessly clean, with comfy beds and kitchen basics supplied. We enjoyed the assortment of coffee. It was short drive to anywhere we wanted to go and we easily walked to all downtown destinations. We enjoyed meeting the family staying...
United States
Blaine S.
New 3 Bdrm unit w/ great location & ex. amenities
Fridge, microwave, oven, stovetop
Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!

Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!

Louisa
9.4 out of 10, Exceptional, (3)
"Fully furnished pit stop for your mountain activities....People are very nice...thanks Curtis :-)"
United States
Carla D.
Private Cottage Near The Lake with 3 bedrooms, 2 baths, and a gameroom!
Fridge, microwave, oven, stovetop
The Nook in Downtown Pikeville

The Nook in Downtown Pikeville

Pikeville
9.0 out of 10, Wonderful, (4)
"The unit is spotless, greatly appreciate how immaculate it is. It was not explicitly stated it was on the second floor only accessible by outside stairs. Yes, the was a picture of the stairs in the listing but there was also a picture of the front of the building and several doors. I did communicate this to the owner and was told I should have known from the picture. Highly disappointed by the response. "
United States
Mary C.
The Nook in Downtown Pikeville
Property grounds
The Boons Camp Cabin

The Boons Camp Cabin

Boons Camp
The price is ￥12,941
￥25,648 total
includes taxes & fees
Nov 16 - Nov 17
The Boons Camp Cabin
Smart TV
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Forest Hills
10.0 out of 10, Exceptional, (2)
"Sarah was an amazing host, provided absolutely anything we needed and was always available to help with anything. Loved the home and everything else."
United States
James C.
The price is ￥15,252
￥24,691 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
Exterior
11 bed 7 bath large home and able to ride right from the home to the HMT trails

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

2.0 star property
Williamson
10.0 out of 10, Exceptional, (2)
"This was a very big house the slept 16 adults comfortably with rooms to spare. We had a wonderful time. We came to ride sxs in the trails. Very close to trails, gas and restaurants."
United States
Brandi F.
11 bed 7 bath large home and able to ride right from the home to the HMT trails
Property grounds
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

Williamson
10.0 out of 10, Exceptional, (28)
"We had a excellent time very close to trails pool is very nice house was very clean host are super nice "
United States
Seth L.
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
Outdoor pool
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

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

Williamson
9.4 out of 10, Exceptional, (24)
"The home is beautiful and very spacious for a large group but parking gets challenging beyond 2 trucks and trailers. One neighbor was super friendly, one on the other side just kept to herself but didn’t make any fuss about our large group with trucks and trailers. The neighborhood is pretty rough in appearance but everyone we came into contact with was super nice."
United States
Justin H.
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails
Fridge, microwave, stovetop, coffee/tea maker
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature

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

2.0 star property
Pikeville
8.8 out of 10, Excellent, (6)
"The cabin is exactly what it looks like in the pictures. Everything appears to be brand new. It is very clean and well stocked with everything you need to enjoy your stay. There’s no cell phone signal but the Wi-Fi is strong. Josh was very responsive in communication, I will likely stay here again."
United States
Steve G.
The price is ￥13,172
￥24,093 total
includes taxes & fees
Nov 16 - Nov 17
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Property grounds
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

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

Chattaroy
9.8 out of 10, Exceptional, (8)
"Loved the house had a great experience would definitely stay again"
United Kingdom
Gregory S.
The price is ￥23,109
￥42,859 total
includes taxes & fees
Nov 18 - Nov 19
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
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

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"The beds were very comfortable and the room was spacious "
Jennifer 1-night trip
Posted 1 day ago
The Landmark Hotel

Find out more about Prestonsburg

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Frequently asked questions

Can I find a vacation rental in Prestonsburg?

Yes, we have vacation rentals in Prestonsburg close to East Kentucky Science Center & Varia Planetarium, or you can choose 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 theaters during your trip.

What are some of the best vacation rentals in Prestonsburg?

Luxury Estate nestled atop stunning mountaintop golf course!: Visitors give good reviews to this Prestonsburg vacation home rental, which offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Our travelers also rate Cozy Home in Heart of Prestonsburg as a favorite home for rent in Prestonsburg.

How many vacation rentals will I find in Prestonsburg?

Expedia has 3 vacation 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 & Varia 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 vacation rental in Prestonsburg like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Prestonsburg. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.