Holiday Homes in Eastern Kentucky

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Next weekend
10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Featured Holiday Homes in Eastern Kentucky

Robin's Nest luxury cabin, Red River Gorge
Outdoor spa tub

Robin's Nest luxury cabin, Red River Gorge

9.8 out of 10, Exceptional, (147)
"Great cabin. Steep drive probably should have 4WD. Very clean and spacious. "
Robin's Nest luxury cabin, Red River Gorge
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Interior

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

9.0 out of 10, Wonderful, (7)
"Little hard to find using a gps but your directions got us there with no problem "
The price is NZ$518
includes taxes & fees
1 Oct - 2 Oct
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Small Town Charmer - Rent Entire Home
Property grounds

Small Town Charmer - Rent Entire Home

10.0 out of 10, Exceptional, (63)
"We had a wonderful stay at this beautiful house! The home itself was spotless, well-maintained, and full of charm. One of our favorite features was the lovely back porch—perfect for relaxing in the morning with coffee or winding down in the evening.The location was central and convenient, with easy access to nearby lakes and only about two hours from both the Kentucky Horse Park and Natural Bridge State Resort Park. It made for a perfect base for day trips and outdoor adventures.Would definitely...
Small Town Charmer - Rent Entire Home
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Interior

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

9.0 out of 10, Wonderful, (18)
"LOVE THE PLACE"
The price is NZ$539
includes taxes & fees
1 Oct - 2 Oct
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Interior

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

9.8 out of 10, Exceptional, (11)
"We loved our stay, so many things to do. We loved the pool and the hot tub. More than enough space. "
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Treetop Escape | Hot Tub | Fire Pit & Epic Views
Beach

Treetop Escape | Hot Tub | Fire Pit & Epic Views

10.0 out of 10, Exceptional, (20)
"Cute and fun cabin that’s about 20 minutes away from all the must see attractions and restaurants! The cabin is made for a family of four with great outdoor space. "
The price is NZ$457
includes taxes & fees
1 Oct - 2 Oct
Treetop Escape | Hot Tub | Fire Pit & Epic Views
Ranch home American Spa hot tub for 6, sleep number bed , pool table, smart tvs!
Fridge, microwave, oven, stovetop

Ranch home American Spa hot tub for 6, sleep number bed , pool table, smart tvs!

9.8 out of 10, Exceptional, (10)
"Everything was clean and we loved the hot tub!!! The location was great for us,close to restaurants and shopping!!!"
Ranch home American Spa hot tub for 6, sleep number bed , pool table, smart tvs!
Private brick home in the woods near lake
Terrace/patio

Private brick home in the woods near lake

10.0 out of 10, Exceptional, (47)
"Wonderful property and graceous host. Home was incredible. "
Private brick home in the woods near lake
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (16)
"Our group had a wonderful time staying at Uncle Ernie's! Everything was neat, tidy, and felt like home. We definitely will be back next time we are in the area!"
The price is NZ$361
includes taxes & fees
2 Oct - 3 Oct
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Family Friendly-Queen beds- Large deck-Spacious kitchen
Outdoor dining

Family Friendly-Queen beds- Large deck-Spacious kitchen

10.0 out of 10, Exceptional, (1)
"Outstanding! I was truly impressed with everything. Check-in and entrance to the house was simple. Angelia sent clear and concise directions to the home and how to gain entrance. There were six of us, and we had all the space we needed and then some. At night we rested very well in the comfortable queen beds with crisp clean sheets. The home is beautiful, and so clean! As we entered the front door there was a console table with a basket of snacks! The spacious living room had very comfortable...
Family Friendly-Queen beds- Large deck-Spacious kitchen
Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.
Fridge, microwave, oven, stovetop

Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.

10.0 out of 10, Exceptional, (26)
"Great location and amazing views from the porch. Host was responsive and considerate. The house is comfortable, clean and well supplied. Highly recommend!"
Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.
Guest Favorite | Forest Retreat | Hot Tub
Beach

Guest Favorite | Forest Retreat | Hot Tub

10.0 out of 10, Exceptional, (8)
"Wonderful accommodations, beautiful setting, hikes and red river gorge as well as natural bridge were close by. We had a lovely weekend."
The price is NZ$570
includes taxes & fees
6 Oct - 7 Oct
Guest Favorite | Forest Retreat | Hot Tub
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, (6)
"The house is beautiful, and located in the mountains overlooking breathtaking scenery. It is surrounded by a golf course. It is an easy drive to Prestonsburg. Our host was lovely, and checked on us regularly. We really could not have been more pleased. Thank you!"
Luxury Estate nestled atop stunning mountaintop golf course!
King Luxe Retreat - Pets Welcome, Fenced Yard,
Private kitchen

King Luxe Retreat - Pets Welcome, Fenced Yard,

10.0 out of 10, Exceptional, (14)
"We had a wonderful week in London - the house was clean, rooms were spacious, the neighborhood was peaceful! Would definitely stay again!"
The price is NZ$465
includes taxes & fees
6 Oct - 7 Oct
King Luxe Retreat - Pets Welcome, Fenced Yard,
Tranquil retreat minutes to I-75 w/amazing views!
Outdoor dining

Tranquil retreat minutes to I-75 w/amazing views!

9.8 out of 10, Exceptional, (17)
"Very nice stay and we would definitely stay again in the future. Thank you Celli"
The price is NZ$1,265
includes taxes & fees
1 Oct - 2 Oct
Tranquil retreat minutes to I-75 w/amazing views!
Relax and Retreat four bedroom home
Terrace/patio

Relax and Retreat four bedroom home

2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great time and the house was located in a great area for what we were going. Very clean and comfortable. Would stay there again for sure"
Relax and Retreat four bedroom home
All Four Seasons RRG | King Beds | Hot Tub | Fire Pit
TV, fireplace

All Four Seasons RRG | King Beds | Hot Tub | Fire Pit

10.0 out of 10, Exceptional, (15)
"Wonderful place to stay, locationswas great, wonderful experiences. We will definitely be back"
All Four Seasons RRG | King Beds | Hot Tub | Fire Pit
1928 Home in the heart of Cumberland Gap
Exterior

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (91)
"Prominent house in historic Cumberland Gap.Family friendly and comfortable accommodations. Lots of different seating options inside and out. We would stay here again."
1928 Home in the heart of Cumberland Gap
Turkey Creek Retreats
Exterior

Turkey Creek Retreats

10.0 out of 10, Exceptional, (27)
"Would definitely recommend for everyone"
Turkey Creek Retreats
Welcome to Alberta's Place
Microwave, oven, stovetop, dishwasher

Welcome to Alberta's Place

10.0 out of 10, Exceptional, (2)
"Very clean, we had everything we needed it was conveniently located, I would definitely rent this property again "
Welcome to Alberta's Place
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

Hampton Inn Williamsburg

Hampton Inn Williamsburg

10/10 Excellent
"Thus is a great hotel located close to restaurants Wal-Mart and 75. The property is professionally staffed; The breakfast is deliciously stocked with an array of choices. It is a quiet hotel, with beautiful rooms and conforable beds."
Deborah 1-night trip
Posted 2 days ago
Hampton Inn Williamsburg

Find out more about Eastern Kentucky

Find out more about Eastern Kentucky

Eastern Kentucky Holiday Homes information

Number of reviews
533
Accommodation
114 Holiday Homes
Lowest Price
NZ$361
Highest Price
NZ$1,265

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