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Compare 131 Vacation Homes in Eastern Kentucky with updated reviews, rates, and availability.

1928 Home in the heart of Cumberland Gap

9.8 out of 10, Exceptional, (80)
"Nice spot that is conveniently located in Cumberland Gap. Highly recommend!!!"
The price is AED 735
AED 938 total
includes taxes & fees
25 Mar - 26 Mar
1928 Home in the heart of Cumberland Gap

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

9.2 out of 10, Wonderful, (10)
"This cabin is beyond amazing. We did get lost trying to find it, but the owner called us on christmas day and walked us thru getting there. Its very secluded. We explored the mountainside and walked down the creek and found a valley. The cabin has everything u need to unwind for a few days. We will definetly be back!"
The price is AED 588
AED 1,061 total
includes taxes & fees
31 Mar - 1 Apr
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

Robin's Nest luxury cabin, Red River Gorge

9.8 out of 10, Exceptional, (142)
"the cabin is located in great area, beautiful and very comfortable.it was my girlfriends and we pic a different spot every year to have girls only weekendit was clean and had everything we needed.few things to mention, the pics show a wood stove in the main living area, it is not useable, officially closed off.we had an issue getting the main tv to work. , tried everything and did talk to the hosts.even talking to them we could not get any signal or input would help.no worries we just wanted to...
Robin's Nest luxury cabin, Red River Gorge

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

10.0 out of 10, Exceptional, (50)
"The Jolene house was very cute and nicely decorated, and was very clean. It had everything we needed for a relaxing weekend stay and was a comfortable place to hang out and feel at ease. "
Dolly inspired 1940s 2 bedroom Bungalow near Laurel Lake, hiking, and more

Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy

9.6 out of 10, Exceptional, (113)
"This was a very nice cabin and was actually larger than we expected from the pictures. It was just the two of us but we wanted a convenient location so we chose this three bedroom two bath. It would be great for a group of six to eight. Plenty of comfortable seating inside and out. We loved the convenient location. Two very good restaurants close by, a small grocery and an ice cream shop. Also the southeast access to the RRG was less than five minutes away. The trade off for convenience is...
Climb On Inn-RRG- 3BD & 2BA - Outdoor Adventure Paradise- Pet Friendly -Cozy

Peaceful Country Cottage with Game Room & Hot Tub

10.0 out of 10, Exceptional, (175)
"There were 4 siblings with significant other and a niece/ nephew college student that stayed at the house. We had such a wonderful time. The house was perfect!! We enjoyed making dinner and sitting at the table eating with each other. The hot tub was most enjoyable after spending the day hiking the trails. At night we star gazed then had a ping pong and dart challenge. Wish we could have stayed longer Would highly recommend staying here!!! Elizabeth was wonderful to work with and...
Peaceful Country Cottage with Game Room & Hot Tub

WiFi & Hot Tub - Fels Haus RRG

10.0 out of 10, Exceptional, (3)
"Up for the weekend. Everything was great "
The price is AED 573
AED 1,072 total
includes taxes & fees
15 Apr - 16 Apr
WiFi & Hot Tub - Fels Haus RRG

No Place Like Home | Private Bar| Views|XL Hot Tub

10.0 out of 10, Exceptional, (4)
"Beautifully decorated and situated home backing up to the gorge. Spectacular sunrise and sunset off the two tier deck. It was about a 20 - 30 minute drive to the Indian Staircase and Courthouse Rock hikes. But minutes from Natural Bridge which was nice."
No Place Like Home | Private Bar| Views|XL Hot Tub

Private brick home in the woods near lake

10.0 out of 10, Exceptional, (34)
"Our family has grown by leaps and bounds so we needed a spacious place to stay while in London visiting family. This house was the perfect spot. Had the right amount of bedrooms, plenty of parking, close to interstate and our local family. Will definitely stay here again!"
Private brick home in the woods near lake

Gray Vacation Rental w/ Deck + Pond Access!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay, while in town for our family reunion."
Gray Vacation Rental w/ Deck + Pond Access!

Farmhouse by the Lake with FAST Fiber Internet + Washer/Dryer!

9.4 out of 10, Exceptional, (45)
"Very Cute place - we had plenty of room for 10 adults. It was very clean - a couple of things: * outdoor furniture could be updated - the home has great outdoor space that could be used more if a little more comfortable. to be fair - it rained the whole time we were there so we were not able to use the fire pit - so the deck would have been a great option for us to use. * beds were very firm! not sure if good or bad - no tvs in the room - this would be a nice option. * we had no idea...
Farmhouse by the Lake with FAST Fiber Internet + Washer/Dryer!

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 AED 1,267
AED 2,162 total
includes taxes & fees
6 Apr - 7 Apr
Looking Glass | 3 Bed, 1 Bath

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

10.0 out of 10, Exceptional, (3)
"This was our second time staying at Bluegrass Palace. This was for our annual staff retreat for Bolts & Quarters Quilt Shop in Parkersburg, West Virginia."
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Charming 3BR/3BA Retreat Ideal for Families and Groups

9.6 out of 10, Exceptional, (24)
"Setting the standard for VRBO's, this place is top shelf. The owner was very accommodating and we loved our stay. "
The price is AED 562
AED 1,259 total
includes taxes & fees
7 Apr - 8 Apr
Charming 3BR/3BA Retreat Ideal for Families and Groups

Modern Red River Gorge Vacation Home Fiber WiFi + W/D

10.0 out of 10, Exceptional, (24)
"Everything was as presented on website. Great location for our family visit. Also, having a single level rental was very important for us, since we are not young anymore!"
Modern Red River Gorge Vacation Home Fiber WiFi + W/D

Pet-Friendly Corbin Vacation Rental ~ 4 Mi to Town

10.0 out of 10, Exceptional, (9)
"The lodging was close to Cumberland Falls as well as other scenic drives. The hostess had it well supplied, so no trips to pick items up. Miss Joyce was welcoming and not intrusive. A thoroughly relaxing and enjoyable stay."
Pet-Friendly Corbin Vacation Rental ~ 4 Mi to Town

'Grandma's Farm House' on 125 Acres w/ Fire Pit!

10.0 out of 10, Exceptional, (80)
"My family of 5 (2 parents and 3 teenagers) stayed here as a change of pace for thanksgiving. The house and property are very well maintained and we enjoyed the quiet and the scenic drive though the rolling hills. The proximity to red river gorge was perfect for some outdoor activities. Angela was very quick to respond to questions (even on thanksgiving) and was an excellent host. "
'Grandma's Farm House' on 125 Acres w/ Fire Pit!

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

8.0 out of 10, Very Good, (3)
"Overall, this place was wonderful. It was very cute and clean. As someone with allergies, I appreciated that it was quite clean and fresh, but without using harsh fragrances or air fresheners. The bed was comfy and the surrounds were quiet. One note: if you're 6 feet tall or taller, you'll bump into the light fixtures, which hang low in many rooms. We'd come back any day for a getaway. "
The price is AED 378
AED 800 total
includes taxes & fees
25 Mar - 26 Mar
Relax with the whole family at this peaceful place. Nestled in the woods of KY.

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

10.0 out of 10, Exceptional, (1)
"The property manager was kind enough to let us check in a night early. He only charged a small fee. Upon arriving the house was very clean. We absolutely loved our stay. We will be booking this one again. If you have kids this is the perfect rental. It has a large fenced back yard, lots of beds, and plenty of seating. "
The price is AED 705
AED 1,446 total
includes taxes & fees
28 Mar - 29 Mar
Charming 3-bedroom house in the Crater City near State Parks, LMU, & hospitals.

Family focused Lakefront w/private dock! Now booking for 2025 stays!

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!"
Family focused Lakefront w/private dock! Now booking for 2025 stays!
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

3.5 star property
8.6 out of 10, Excellent, (1508)
"Great property"
The price is AED 463
AED 510 total
includes taxes & fees
26 Mar - 27 Mar
Natural Bridge State Resort Park

Secluded Cabin with a private waterfall at Spirit Lake and internet

9.4 out of 10, Exceptional, (75)
"We stayed during a rainy valentines weekend. We got to watch the trickle of the water turn into a powerful spectacle of breathtaking beauty. 100% recommend to couples seeking a quiet romantic getaway. Private from the other cabins in the area. You’ll sleep like a baby with the waterfall sounds echoing through the cabin. "
The price is AED 580
AED 1,116 total
includes taxes & fees
7 Apr - 8 Apr
Secluded Cabin with a private waterfall at Spirit Lake and internet

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (282)
"Had an excellent stay, but departure was horrific in the snow. Rolled our car down the side of the mountain."
The price is AED 340
AED 721 total
includes taxes & fees
15 Apr - 16 Apr
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
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.