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Compare 106 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 SAR 750
SAR 936 total
includes taxes & fees
4 Apr - 5 Apr
1928 Home in the heart of Cumberland Gap

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

Robin's Nest luxury cabin, Red River Gorge

9.8 out of 10, Exceptional, (141)
"My family spent the weekend at this cabin to celebrate our Thanksgiving. The kids had a blast in the hot tub, singing karaoke in the living room, making ornaments at the huge kitchen table, roasting marshmallows around the fire pit, and eating Miguel’s pizza while watching football on Sunday! We will definitely return! "
Robin's Nest luxury cabin, Red River Gorge

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

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

10.0 out of 10, Exceptional, (49)
"We arrived in the dark made for really hard to find but overall really nice host an beautiful home thanks for the stay "
Dolly inspired 1940s 2 bedroom Bungalow near Laurel Lake, hiking, and more

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

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!

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

WiFi & Hot Tub - Fels Haus RRG

10.0 out of 10, Exceptional, (3)
"Up for the weekend. Everything was great "
The price is SAR 764
SAR 1,347 total
includes taxes & fees
30 Mar - 31 Mar
WiFi & Hot Tub - Fels Haus RRG

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 SAR 386
SAR 838 total
includes taxes & fees
17 Mar - 18 Mar
Relax with the whole family at this peaceful place. Nestled in the woods of KY.

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

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!

'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

10.0 out of 10, Exceptional, (20)
"The house was great. The weather was exceptionally bad but the house was provided a bright spot for us. Kentucky home at it's best. Will go back."
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

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!"
Looking Glass | 3 Bed, 1 Bath

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

Hidden Acres Escape: A Bluegrass Retreat

10.0 out of 10, Exceptional, (11)
"We had a wonderful time for our family Christmas. The tree was beautiful the pool excellent house was great"
Hidden Acres Escape: A Bluegrass Retreat

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

9.6 out of 10, Exceptional, (16)
"It was nice and quiet. I will definitely be back "
The price is SAR 620
SAR 1,088 total
includes taxes & fees
3 Apr - 4 Apr
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

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 SAR 585
SAR 1,294 total
includes taxes & fees
7 Apr - 8 Apr
Charming 3BR/3BA Retreat Ideal for Families and Groups

King Luxe Retreat - Pets Welcome, Fenced Yard,

10.0 out of 10, Exceptional, (1)
"We couldn't have asked for more. Home was great. Had everything we needed and more. Very clean home. "
The price is SAR 544
SAR 1,063 total
includes taxes & fees
25 Mar - 26 Mar
King Luxe Retreat - Pets Welcome, Fenced Yard,

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
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, (1501)
"2nd year here and love it!"
The price is SAR 416
SAR 459 total
includes taxes & fees
16 Mar - 17 Mar
Natural Bridge State Resort Park

Secluded Cabin with a private waterfall at Spirit Lake and internet

9.4 out of 10, Exceptional, (74)
"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 SAR 592
SAR 1,140 total
includes taxes & fees
16 Mar - 17 Mar
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 SAR 456
SAR 870 total
includes taxes & fees
1 Apr - 2 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.