Search Vacation Homes in Eastern Kentucky

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Compare 92 Vacation Homes in Eastern Kentucky with updated reviews, rates, and availability.

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.
8.8 out of 10, Excellent, (6)
"Loved the cabin! Only a couple of suggestions-having hooks for coats and towels would really help. Also there was no toaster which was surprising. Biggest concern was the directions. GPS did not register the cabin at all so we drove around a lot. More direct directions in the website would be much helpful. The host was very responsive and helpful when we were lost!"
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Robin's Nest luxury cabin, Red River Gorge
Interior
Robin's Nest luxury cabin, Red River Gorge
9.8 out of 10, Exceptional, (139)
"Easy trip to the park. All of the trails were fabulous. Property was really easy w the kids and teens. The teens stayed ip top and we took the smll bedroom across frkm the bunkned roo. "
Robin's Nest luxury cabin, Red River Gorge
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
9.6 out of 10, Exceptional, (14)
"Needed some time away and we like the nature. "
The price is SAR 488
SAR 949 total
includes taxes & fees
16 Dec - 17 Dec
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Charming 3BR/3BA Retreat Ideal for Families and Groups
Exterior
Charming 3BR/3BA Retreat Ideal for Families and Groups
9.6 out of 10, Exceptional, (21)
"Thoughtful owner. Well equipped home. Very comfortable property!"
The price is SAR 552
SAR 1,284 total
includes taxes & fees
15 Dec - 16 Dec
Charming 3BR/3BA Retreat Ideal for Families and Groups
Inviting 2 bedroom home near Laurel Lake, hiking, and more
Exterior
Inviting 2 bedroom home near Laurel Lake, hiking, and more
10.0 out of 10, Exceptional, (45)
"This place was very clean and had a very comfortable mattress on the bed. I recently had neck/back surgery so I was worried about the bed being uncomfortable but it was very comfortable. The house was very cute- definitely will go back. "
Inviting 2 bedroom home near Laurel Lake, hiking, and more
Looking Glass | 3 Bed, 1 Bath
Looking Glass Bedroom
Looking Glass | 3 Bed, 1 Bath
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 SAR 942
SAR 1,721 total
includes taxes & fees
17 Nov - 18 Nov
Looking Glass | 3 Bed, 1 Bath
Small Town Charmer - Rent Entire Home
Welcome to the Small Town Charmer! Hazard's best home away from home!
Small Town Charmer - Rent Entire Home
9.8 out of 10, Exceptional, (56)
"Since our last stay, there is a new couch and new television in the living room. The updated pillows and throw blankets make it feel even cozier as the weather turns colder. Beautiful fall colors on the drive in and out as well. "
Small Town Charmer - Rent Entire Home
Pond Paradise at Red River Gorge
3 web or mls 169 state hwy 1036
Pond Paradise at Red River Gorge
Pond Paradise at Red River Gorge
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
Exterior
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
8.0 out of 10, Very Good, (1)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.
5 minutes from LMU!
Terrace/patio
5 minutes from LMU!
10.0 out of 10, Exceptional, (2)
"Another very pleasant stay at this property. Owner is always responsive to needs. Will definitely do again."
The price is SAR 447
SAR 1,027 total
includes taxes & fees
15 Dec - 16 Dec
5 minutes from LMU!
1928 Home in the heart of Cumberland Gap
1928 Home in the heart of Cumberland Gap
9.8 out of 10, Exceptional, (74)
"Had a wonderful quiet, two nights stay with our dogs. The home is decorated beautifully and the relationship to Cumberland gap is perfect! The town is quaint and cute and everyone is very friendly. The owners were easy to communicate with, and on top of things. We really appreciated all of the books in the house And the comforts of home."
The price is SAR 751
SAR 956 total
includes taxes & fees
10 Dec - 11 Dec
1928 Home in the heart of Cumberland Gap
Turkey Creek Retreats
Living room offers a full size hideaway bed and fireplace.
Turkey Creek Retreats
10.0 out of 10, Exceptional, (24)
"The location of this home was so conveniently located for us. It was spacious and just what we needed!"
Turkey Creek Retreats
London Lakefront! Now booking for December events!
Fall views galore!
London Lakefront! Now booking for December events!
10.0 out of 10, Exceptional, (45)
"This lake property was not far from Wildcat off road park. It has amazing views and great space for all our rigs and crew. We will be back soon!"
London Lakefront! Now booking for December events!
Cozy Home in Heart of Prestonsburg
Living area
Cozy Home in Heart of Prestonsburg
10.0 out of 10, Exceptional, (6)
"Stopped in the area to visit family that has passed on and to find our family cemetery. Was unable to find the cemetery but still enjoyed my trip. We also visted Loretta Lynns place."
The price is SAR 541
SAR 906 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Home in Heart of Prestonsburg
Private brick home in the woods near lake
Exterior
Private brick home in the woods near lake
10.0 out of 10, Exceptional, (32)
"This home is even more impressive than the picture. Quiet and private. It blew our expectations away when we opened the door and saw how spacious it was. Pool table and fire pit kept us entertained at night. I will definitely stay again next time we go to Wildcat Offroad Park."
Private brick home in the woods near lake
Ranch home American Spa hot tub for 6, sleep number bed , pool table, smart tvs!
Living area
Ranch home American Spa hot tub for 6, sleep number bed , pool table, smart tvs!
9.8 out of 10, Exceptional, (7)
"Very clean and beautiful. Host is very kind and responsive "
Ranch home American Spa hot tub for 6, sleep number bed , pool table, smart tvs!
Hot-Tub/WiFi /Secluded - A Red River Barnhouse
Check out this beautiful open concept dining and living room area with plenty of windows for an awesome view! Plenty of room for all your family to gather together while in the Red River Gorge area.
Hot-Tub/WiFi /Secluded - A Red River Barnhouse
9.6 out of 10, Exceptional, (27)
"This house was perfect in every way! Great location and so nice to relax after a long day of hiking. Will definitely be back!"
The price is SAR 879
SAR 1,506 total
includes taxes & fees
16 Dec - 17 Dec
Hot-Tub/WiFi /Secluded - A Red River Barnhouse
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Exterior
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
Kentucky’s luxurious hideaway @ Woods Edge Estates
Room
Kentucky’s luxurious hideaway @ Woods Edge Estates
4.4 out of 10, (5)
"The property manager has very poor communication. I tried to contact her for 3 days before check in no response until the morning of check in. Her phone said not available and couldn’t leave a message her messages were all full. She then text and said the property was not available to call and cancel it. But no response until the day of. That’s a scary and embarrassing feeling when you have people depending on you. Please don’t try to rent this property thru VRBO. VRBO NEEDS TO REMOVE HER AND...
Kentucky’s luxurious hideaway @ Woods Edge Estates
The Ranger's Retreat
Dining Room
The Ranger's Retreat
7.6 out of 10, Good, (4)
"We had a long drive and this was an awesome place to rest. Beds were very comfortable and the home had all the conveniences we needed."
The price is SAR 756
SAR 1,546 total
includes taxes & fees
17 Nov - 18 Nov
The Ranger's Retreat
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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Other property types in Eastern Kentucky

Natural Bridge State Resort Park
Hiking
Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1459)
"Everyone was so friendly."
The price is SAR 342
SAR 377 total
includes taxes & fees
25 Nov - 26 Nov
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (264)
"The Cozy Cabin was a great set up for our annual hiking trip. The cabin was very clean, had everything we needed and was very comfortable. All instructions were accurate and the listing was exactly as described. The hot tub was key after long days out on the trails. The host was very helpful and able to send over replacement propane tanks for the fire pit, which was much appreciated. We had a wonderful trip and would absolutely stay here again. "
The price is SAR 348
SAR 774 total
includes taxes & fees
2 Dec - 3 Dec
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Secluded Cabin with a private waterfall at Spirit Lake and internet
Secluded Cabin with a private waterfall at Spirit Lake and internet
9.4 out of 10, Exceptional, (69)
"Overall, very good! We stay in many cabins as we go on hiking trips. We have never stayed at a cabin with better surrounding features and view. The cabin is a good cabin. It would be wise to spend 3 to 4 thousand dollars and buy some quality leather chairs, sofa and kitchen table/chairs. The bed was of good quality and comfortable, but the rest of the furniture was surprisingly poor."
Secluded Cabin with a private waterfall at Spirit Lake and internet
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.