Search Vacation Homes in Eastern Kentucky

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Eastern Kentucky vacation homes

Beach

Treetop Escape | Hot Tub | Fire Pit & Epic Views

Treetop Escape | Hot Tub | Fire Pit & Epic Views
Rogers
10.0 out of 10, Exceptional, (26 reviews)
"Great two night stay for the entire family!"
United States
Justin F.
The price is ￥23,679
￥43,075 total
includes taxes & fees
Mar 11 - Mar 12
Treetop Escape | Hot Tub | Fire Pit & Epic Views
2 bedrooms, iron/ironing board, free WiFi, bed sheets

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,

4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Middlesboro
10.0 out of 10, Exceptional, (27 reviews)
"Very nice and extra clean great time"
United States
Johnny C.
The price is ￥18,776
￥35,657 total
includes taxes & fees
Mar 23 - Mar 24
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Property grounds

Canoe Believe It at The Ridge

Canoe Believe It at The Ridge
Powell County
10.0 out of 10, Exceptional, (1 review)
"Great place! Would stay again!"
United States
Rachel B.
The price is ￥19,559
￥36,366 total
includes taxes & fees
Mar 11 - Mar 12
Canoe Believe It at The Ridge
Dining

360 Degree Mountain View

360 Degree Mountain View
Jenkins
9.8 out of 10, Exceptional, (8 reviews)
"Very clean and comfortable. Everything we needed was there and available. "
United States
Sue T.
The price is ￥14,207
￥47,160 total
includes taxes & fees
Mar 11 - Mar 12
360 Degree Mountain View
Fridge, microwave, oven, stovetop

Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg
Prestonsburg
9.8 out of 10, Exceptional, (10 reviews)
"Clean but noisy location late into night"
United States
Juanita S.
The price is ￥15,344
￥28,146 total
includes taxes & fees
Mar 11 - Mar 12
Cozy Home in Heart of Prestonsburg
Terrace/patio

Spacious Country Home - uniquely located for great family fun

Spacious Country Home - uniquely located for great family fun
Pine Knot
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely beautiful place! Brittany replied to me immediately when i messaged her. Will definitely stay here again soon. "
United States
Janice D.
The price is ￥28,273
￥47,003 total
includes taxes & fees
Mar 16 - Mar 17
Spacious Country Home - uniquely located for great family fun
Property grounds

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky

Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Pineville
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here for a wedding weekend in Pineville, KY, and it was absolutely perfect from start to finish. The home was spotless, cozy, and had everything we could possibly need. The beds were so comfortable, and we instantly felt at home the moment we walked in.What truly set this stay apart was the host’s kindness and above-and-beyond hospitality. We got lost in the middle of the night trying to find the property, and the host stayed on the phone with us, patiently guiding us right to the...
United States
Samantha P.
The price is ￥18,318
￥36,890 total
includes taxes & fees
Mar 23 - Mar 24
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
Terrace/patio

Scenic Cabin | Hot Tub | Sleeps 4 | Modern Comfort

Scenic Cabin | Hot Tub | Sleeps 4 | Modern Comfort
Rogers
10.0 out of 10, Exceptional, (3 reviews)
"We had Ana amazing stay at this beautiful cabin. Very modern and comfortable with a nice coffee bar, towels, and blankets for the fire pit. The road to get there is a little steep so make sure you have 4x4. Cute little creek in the back yard and amazing bathroom. We would stay here again! "
United States
Tamara W.
The price is ￥38,028
￥68,173 total
includes taxes & fees
Mar 24 - Mar 25
Scenic Cabin | Hot Tub | Sleeps 4 | Modern Comfort
Interior

Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Campton,
8.4 out of 10, Very Good, (13 reviews)
"Though we had some slight issues accessing the cabin, overall we had a great stay in this cute a-frame!! "
United States
Natalie H.
The price is ￥28,400
￥47,485 total
includes taxes & fees
Mar 19 - Mar 20
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
TV

Private house near Cumberland Falls, Daniel Boone Forest and Laural River Lake

Private house near Cumberland Falls, Daniel Boone Forest and Laural River Lake
Corbin
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful place to stay. Nice quiet area to relax and unwind"
United States
Priscilla
The price is ￥14,207
￥27,845 total
includes taxes & fees
Mar 31 - Apr 1
Private house near Cumberland Falls, Daniel Boone Forest and Laural River Lake
Smart TV, fireplace, books

Relax with the whole family at this peaceful place. Nestled in the woods of KY.

Relax with the whole family at this peaceful place. Nestled in the woods of KY.
Gray
9.2 out of 10, Wonderful, (7 reviews)
"I just wish we could have spent more time here. It was one of the cleanest properties any of us had ever stayed in. The kitchen had everything needed for a longer stay and one of my favorite parts of our stay…lots of extra clean, very soft blankets for everyone. If we ever return to this area, I would definitely stay here again."
United States
Debbie W.
The price is ￥18,470
￥37,416 total
includes taxes & fees
Mar 15 - Mar 16
Relax with the whole family at this peaceful place. Nestled in the woods of KY.
Beach

Guest Favorite | Forest Retreat | Hot Tub

Guest Favorite | Forest Retreat | Hot Tub
Rogers
10.0 out of 10, Exceptional, (13 reviews)
"Everything was great! Very nice and peaceful/quiet place. "
United States
Kevin N.
The price is ￥34,887
￥56,274 total
includes taxes & fees
Mar 24 - Mar 25
Guest Favorite | Forest Retreat | Hot Tub
Exterior

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
West Liberty
9.2 out of 10, Wonderful, (11 reviews)
"Room was very clean, bed was comfy, amenities were good. "
United States
Bridget M.
The price is ￥7,104
￥19,436 total
includes taxes & fees
Mar 17 - Mar 18
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
Exterior

Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life

Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Louisa
10.0 out of 10, Exceptional, (7 reviews)
"It’s a beautiful home that was perfect location for my large family to meet for an early Thanksgiving dinner. We had plenty of rooms and a large kitchen."
United States
Lisa G.
The price is ￥47,169
￥119,174 total
includes taxes & fees
Mar 16 - Mar 17
Family friendly 12 bed, Serene small town Louisa. Cozy with wifi, AC & farm life
Property grounds

NEW KY Derby Silo | Hot Tub | 3 Kings | Yard Games

NEW KY Derby Silo | Hot Tub | 3 Kings | Yard Games
Beattyville
The price is ￥31,083
￥66,965 total
includes taxes & fees
Mar 11 - Mar 12
NEW KY Derby Silo | Hot Tub | 3 Kings | Yard Games
Dining

The Ranger's Retreat

The Ranger's Retreat
London
7.6 out of 10, Good, (8 reviews)
"I loved that it was in the park. It was beautifully and tastefully decorated. They provided options for toddlers which was very considerate"
United States
Olivia
The price is ￥30,120
￥63,092 total
includes taxes & fees
Mar 11 - Mar 12
The Ranger's Retreat
Exterior

Newly Listed-Private 25-Acre Escape Near Red River Gorge

Newly Listed-Private 25-Acre Escape Near Red River Gorge
Lee County
10.0 out of 10, Exceptional, (1 review)
The price is ￥19,723
￥48,654 total
includes taxes & fees
Mar 13 - Mar 14
Newly Listed-Private 25-Acre Escape Near Red River Gorge
Interior

Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath
Stearns
10.0 out of 10, Exceptional, (2 reviews)
"Clean and tidy house. All the necessities and close to the train station - we were there for the polar express. We saw a few dogs and cats - all friendly. "
United States
Whitney S.
Relaxing Country Getaway, 3BR/2Bath
Interior

Charming 1-bedroom house in fabulous London with AC, WiFi

Charming 1-bedroom house in fabulous London with AC, WiFi
London
10.0 out of 10, Exceptional, (1 review)
"It met our needs for a nice getaway. We'll be back!"
United States
Ronn B.
The price is ￥10,656
￥32,632 total
includes taxes & fees
Mar 11 - Mar 12
Charming 1-bedroom house in fabulous London with AC, WiFi
Terrace/patio

The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (1 review)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is ￥28,178
￥44,750 total
includes taxes & fees
Mar 11 - Mar 12
The Mountain Magnolia *Hot tub on private deck*
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Kentucky Hotel Reviews

Baymont by Wyndham London KY

Baymont by Wyndham London KY

10/10 Excellent
"Building under renovation. Puzzling maze of inside rooms and outside rooms with exterior doors on partially indoor areas. Our rooms were inside, they were clean and very comfortable. We were even able to get an extra rollaway bed for only $10. Pet fees extremely reasonable, only $12. Breakfast was amazing. It was more like Hot Breakfast than continental. Waffles, sausages, good selection. Good budget stay. "
Sarah 1-night trip
Posted 3 hours ago
Baymont by Wyndham London KY

Find out more about Eastern Kentucky

Eastern Kentucky Vacation Homes information

Number of reviews
143
Accommodation
139 Vacation Homes
Lowest Price
￥19,436
Highest Price
￥119,174

Explore a world of travel with Expedia