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Search Vacation Homes in Eastern Kentucky

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19 Dec - 21 Dec
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26 Dec - 28 Dec
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9 Jan - 11 Jan
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6 Feb - 8 Feb

Vacation Homes in Eastern Kentucky

Property grounds
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, (6)
"Wonderful place to stay. Nice quiet area to relax and unwind"
United States
Priscilla
The price is AED 331
AED 587 total
includes taxes & fees
13 Dec - 14 Dec
Private house near Cumberland Falls, Daniel Boone Forest and Laural River Lake
Terrace/patio
Modern Cabin | Hot Tub | Sleeps 4 | Pet Friendly

Modern Cabin | Hot Tub | Sleeps 4 | Pet Friendly

2.0 star property
Rogers
10.0 out of 10, Exceptional, (1)
"WONDERFUL! Beautiful view, great place-wonderful communication! We will be back!!"
United States
Liberte
The price is AED 521
AED 1,131 total
includes taxes & fees
7 Jan - 8 January 2026
Modern Cabin | Hot Tub | Sleeps 4 | Pet Friendly
Interior
Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

Prestonsburg
9.8 out of 10, Exceptional, (9)
"We loved our stay at The Shotgun House! It was very clean, peaceful and safe. The bed was super comfortable, and we lacked for nothing as the host has the place fully stocked. Super easy check-in and out process. The location is perfect! You’re in town and within minutes of food, shopping and local entertainment. We will definitely stay again soon. "
United States
Tracey N.
The price is AED 347
AED 644 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Home in Heart of Prestonsburg
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, (22)
"Great property! Very clean and homey!"
United States
Lillian I.
The price is AED 437
AED 842 total
includes taxes & fees
9 Dec - 10 Dec
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
5 bedrooms, iron/ironing board, free WiFi, bed sheets
360 Degree Mountain View

360 Degree Mountain View

Jenkins
9.8 out of 10, Exceptional, (8)
"Very clean and comfortable. Everything we needed was there and available. "
United States
Sue T.
The price is AED 422
AED 1,227 total
includes taxes & fees
16 Dec - 17 Dec
360 Degree Mountain View
Exterior
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

West Liberty
9.0 out of 10, Wonderful, (9)
"Jody and Darby were very friendly and welcoming! I was here for a month and would absolutely recommend it for someone staying in the area. I would recommend a car with either AWD or a high clearance. I would also recommend bringing an instapot, air fryer, or hot pot if you plan on cooking food here"
United States
Alana L.
The price is AED 165
AED 452 total
includes taxes & fees
10 Dec - 11 Dec
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
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, (4)
"Over all we loved our stay! Manager was very responsive to our calls/texts. Property was nice and clean! "
United States
William W.
The price is AED 658
AED 1,094 total
includes taxes & fees
9 Dec - 10 Dec
Spacious Country Home - uniquely located for great family fun
Interior
Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath

Stearns
10.0 out of 10, Exceptional, (1)
"This house is the perfect location for a romantic getaway. We celebrated our 10 year wedding anniversary and couldn’t have chosen a better place to stay! The decor inside is gorgeous and the property is great for taking walks and enjoying the outdoors. The house was stocked with snacks, special gifts and lots of homey touches making this a wonderful home away from home. We give this property 5 stars!"
United States
Emily R.
The price is AED 437
AED 1,000 total
includes taxes & fees
21 Dec - 22 Dec
Relaxing Country Getaway, 3BR/2Bath
Property grounds
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)
"It met our needs for a nice getaway. We'll be back!"
United States
Ronn B.
The price is AED 275
AED 790 total
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom house in fabulous London with AC, WiFi
Exterior
Vibrant Silo House | King Beds | Sleep 6 | Hot Tub

Vibrant Silo House | King Beds | Sleep 6 | Hot Tub

2.0 star property
Beattyville
10.0 out of 10, Exceptional, (1)
"We enjoyed the location of the house. We were working near Beattyville and this was a very good location for us. The house was immaculate and very cozy. "
United States
Sandra R.
The price is AED 401
AED 1,123 total
includes taxes & fees
9 Dec - 10 Dec
Vibrant Silo House | King Beds | Sleep 6 | Hot Tub
Beach
Guest Favorite | Forest Retreat | Hot Tub

Guest Favorite | Forest Retreat | Hot Tub

Rogers
10.0 out of 10, Exceptional, (13)
"Wonderful accommodations, beautiful setting, hikes and red river gorge as well as natural bridge were close by. We had a lovely weekend."
United States
Carrie C.
The price is AED 551
AED 1,002 total
includes taxes & fees
22 Dec - 23 Dec
Guest Favorite | Forest Retreat | Hot Tub
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)
"My family and I stayed 2 nights. Such a cute place and beautiful view. "
United States
Jaimi T.
The price is AED 551
AED 1,002 total
includes taxes & fees
9 Dec - 10 Dec
Treetop Escape | Hot Tub | Fire Pit & Epic Views
Exterior
Tail End at The Ridge

Tail End at The Ridge

2.0 star property
Powell County
The price is AED 360
AED 768 total
includes taxes & fees
7 Jan - 8 January 2026
Tail End at The Ridge
Terrace/patio
Peaceful & Private! Pet-Friendly Williamsburg Home

Peaceful & Private! Pet-Friendly Williamsburg Home

2.0 star property
Williamsburg
The price is AED 323
AED 1,116 total
includes taxes & fees
9 Dec - 10 Dec
Peaceful & Private! Pet-Friendly Williamsburg Home
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)
"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 AED 585
AED 1,078 total
includes taxes & fees
9 Dec - 10 Dec
Charming 3-bedroom house with WiFi, AC in Pineville Kentucky
3 bedrooms, desk, iron/ironing board, travel crib
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Middlesboro
9.2 out of 10, Wonderful, (5)
"We enjoyed our stay. "
United States
Emily S.
The price is AED 643
AED 1,364 total
includes taxes & fees
9 Dec - 10 Dec
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.
Interior
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

Campton
8.6 out of 10, Excellent, (22)
"LOVE THE PLACE"
United States
Sarah
The price is AED 661
AED 1,142 total
includes taxes & fees
9 Dec - 10 Dec
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Property grounds
Welcoming 3-bedroom house with AC in charming Middlesboro

Welcoming 3-bedroom house with AC in charming Middlesboro

Middlesboro
The price is AED 493
AED 968 total
includes taxes & fees
9 Dec - 10 Dec
Welcoming 3-bedroom house with AC in charming Middlesboro
Outdoor dining
Tranquil retreat minutes to I-75! Amazing views! Executive friendly!

Tranquil retreat minutes to I-75! Amazing views! Executive friendly!

Laurel County
9.8 out of 10, Exceptional, (17)
"We had a great 3-night stay and will return. "
United States
Sarah S.
Tranquil retreat minutes to I-75! Amazing views! Executive friendly!
Outdoor dining
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)
The price is AED 558
AED 1,276 total
includes taxes & fees
9 Dec - 10 Dec
Newly Listed-Private 25-Acre Escape Near Red River Gorge
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 Eastern Kentucky Hotel Reviews

Baymont by Wyndham London KY

Baymont by Wyndham London KY

10/10 Excellent
"Upon our late arrival, the front desk employee was very polite and explained everything as check-in was simple. Their breakfast was nice and the morning staff greeted us. Checkout was a breeze too. The room was well kept. "
Heather 1-night trip
Posted 2 days ago
Baymont by Wyndham London KY

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