Holiday Homes in Eastern Kentucky

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Eastern Kentucky

Hot-Tub/WiFi /Secluded - A Red River Barnhouse
Enjoy a peaceful retreat with a deck and forest views from this serene room.

Hot-Tub/WiFi /Secluded - A Red River Barnhouse

9.6 out of 10, Exceptional, (29)
"Had a nice time. Had all the amenities you could need."
The price is AU$516
includes taxes & fees
10 Aug - 11 Aug
Hot-Tub/WiFi /Secluded - A Red River Barnhouse
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Stroll up to the charming front entrance, flanked by two windows with shutters, and enter through the green door.

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

9.4 out of 10, Exceptional, (23)
"Location is good for Gorge & Natural Bridge"
The price is AU$390
includes taxes & fees
10 Aug - 11 Aug
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Peaceful Country Cottage with Game Room & Hot Tub
Situated on a serene lawn, this charming house features a covered porch and a gabled roof.

Peaceful Country Cottage with Game Room & Hot Tub

10.0 out of 10, Exceptional, (180)
"We wanted calm and peace. We certainly got exactly what we needed! "
Peaceful Country Cottage with Game Room & Hot Tub
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
Relax in comfort with a large bed, plush armchair, and two bedside tables with lamps.

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

10.0 out of 10, Exceptional, (10)
"Uncle Ernie's was amazing and beautiful! We enjoyed everything about our stay there. Monica and Terry were great host. We will definitely stay here again for our future visits."
The price is AU$330
includes taxes & fees
17 Aug - 18 Aug
4.6 miles from LMU. Cozy 2-bedroom Lustron home located in Middlesboro, Ky,
King Luxe Retreat - Pets Welcome, Fenced Yard,
Enjoy cooking in this well-equipped kitchen with a sleek island, stainless steel appliances, and white cabinetry.

King Luxe Retreat - Pets Welcome, Fenced Yard,

10.0 out of 10, Exceptional, (10)
"Very nice home to stay at for our trip. "
The price is AU$419
includes taxes & fees
13 Aug - 14 Aug
King Luxe Retreat - Pets Welcome, Fenced Yard,
Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and wooden floor.

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

10.0 out of 10, Exceptional, (24)
"Very pretty house and gorgeous view. comfy furniture and a short drive to Beattyville. We will stay again."
Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.
Treetop Escape | Hot Tub | Fire Pit & Epic Views
Surrounded by rugged rock formations, this serene pool features a waterfall and a clear view of the sandy bottom.

Treetop Escape | Hot Tub | Fire Pit & Epic Views

10.0 out of 10, Exceptional, (18)
"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 AU$493
includes taxes & fees
10 Aug - 11 Aug
Treetop Escape | Hot Tub | Fire Pit & Epic Views
Tranquil retreat minutes to I-75 w/amazing views!
Relax on the deck with a serene forest view, perfect for outdoor dining and unwinding.

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

10.0 out of 10, Exceptional, (14)
"We had a wonderful time!!! The place was great and well as the property manager. I highly recommend staying here!!!"
The price is AU$1,151
includes taxes & fees
10 Aug - 11 Aug
Tranquil retreat minutes to I-75 w/amazing views!
Gray Vacation Rental w/ Deck + Pond Access!
Enjoy cooking in this well-equipped kitchen with a stove, oven, and microwave, and dine in the adjacent dining area.

Gray Vacation Rental w/ Deck + Pond Access!

2.0 star property
9.6 out of 10, Exceptional, (11)
"We enjoyed our stay, while in town for our family reunion."
Gray Vacation Rental w/ Deck + Pond Access!
Uncle Jim's Country Hide-a-way
Effortlessly prepare meals in this well-equipped kitchen with a central island, refrigerator, microwave, coffee maker, and ample countertop space.

Uncle Jim's Country Hide-a-way

2.0 star property
10.0 out of 10, Exceptional, (12)
"The house was wonderful, 3 bedrooms with plenty of space. My group was pleased with all aspects of the house. If our family does another reunion next year, I am sure we will be contacting the owner for another stay."
The price is AU$405
includes taxes & fees
10 Aug - 11 Aug
Uncle Jim's Country Hide-a-way
WiFi & Hot Tub - Fels Haus RRG
Situated at the end of a gravel driveway, this cabin features a gabled roof and a wooden deck with a staircase.

WiFi & Hot Tub - Fels Haus RRG

9.0 out of 10, Wonderful, (8)
"Family of five including children and grandparent. We all felt very safe and comfortable. Spent many nights in hot tub and made camp fires in the fire pit. The cabin was super clean and modern with many amenities. Close to all the activities that Red River Gorge has to offer!"
The price is AU$465
includes taxes & fees
2 Sept - 3 Sept
WiFi & Hot Tub - Fels Haus RRG
The Looking Glass: A Pair of Mirrored Treehouses
Treehouses elevated above the forest floor, offering a unique vantage point.

The Looking Glass: A Pair of Mirrored Treehouses

10.0 out of 10, Exceptional, (4)
"Literally out of a fairy tale. Loved this little alcove of treehouse properties nestled in a cool part of the country. We will definitely be back!"
The price is AU$1,035
includes taxes & fees
10 Aug - 11 Aug
The Looking Glass: A Pair of Mirrored Treehouses
Whistling Wind Cabin Unit 3 in RRG
Compact kitchen with granite countertop, stainless steel sink, and black appliances.

Whistling Wind Cabin Unit 3 in RRG

9.8 out of 10, Exceptional, (44)
"Very clean, comfortable and near the activities we wanted to do! Loved it!"
Whistling Wind Cabin Unit 3 in RRG
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
Stunning interior space with a grand staircase, ornate chandelier, and polished marble floor.

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

9.6 out of 10, Exceptional, (10)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
4 bedroom house WiFi/AC/deck/firepit/grill Laurel Lake/Cumberland Falls, Corbin
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a view of the living area.

4 bedroom house WiFi/AC/deck/firepit/grill Laurel Lake/Cumberland Falls, Corbin

10.0 out of 10, Exceptional, (4)
"Great location and well kept house. Very clean and comfortable for our family gathering. We will definitely stay here again!"
4 bedroom house WiFi/AC/deck/firepit/grill Laurel Lake/Cumberland Falls, Corbin
Robin's Nest luxury cabin, Red River Gorge
Relax in a hot tub surrounded by serene forest views.

Robin's Nest luxury cabin, Red River Gorge

9.8 out of 10, Exceptional, (146)
"Amazing cabin in the woods!! Location was great for enjoying activities in the Gorge. Enjoyed the outdoor spaces( deck and screened porch)! The road to the cabin is staight up!! Could use some better cookware but no complaints here!! "
Robin's Nest luxury cabin, Red River Gorge
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Stroll through this cozy cabin's hallway, featuring a central window and wooden beams.

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

8.4 out of 10, Very good, (5)
"Listing has "New Hot Tub" in it...the hot tub and the supporting deck for it had not been built. The owner failed to mention this to us, until 24 hours before we showed up. Then asked if we wanted a discount or refund on the stay. We asked for a discount. Still waiting on that discount to be refunded to my account... This place is hard to get to, the directions on the listing aern't great. The listing shows that it sleeps 4....the love seat is barely big enough to fit 1 human on it. Maybe two...
The price is AU$461
includes taxes & fees
17 Aug - 18 Aug
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Dolly inspired 1940s 2 bedroom Bungalow near Laurel Lake, hiking, and more
Relax in this serene outdoor space, complete with a sofa, dining table, and fire pit, perfect for al fresco dining and cozy gatherings.

Dolly inspired 1940s 2 bedroom Bungalow near Laurel Lake, hiking, and more

10.0 out of 10, Exceptional, (60)
"Nicely decorated and good value."
Dolly inspired 1940s 2 bedroom Bungalow near Laurel Lake, hiking, and more
Hidden Acres Escape: A Bluegrass Retreat
Relax in a spacious indoor area with a high ceiling, featuring a large hot tub, lounge chairs, and a hammock.

Hidden Acres Escape: A Bluegrass Retreat

10.0 out of 10, Exceptional, (15)
"This was the perfect place for our family to relax and have fun. The house is beautiful and the views are amazing. We will stay again. "
Hidden Acres Escape: A Bluegrass Retreat
Luxury Estate nestled atop stunning mountaintop golf course!
Relax in this inviting space with a grand staircase, arched window, and cozy seating area.

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (6)
"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!
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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