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Compare 70 Vacation Homes in Jackson with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (15)
"It was nice and quiet. I will definitely be back "
The price is SAR 488
SAR 941 total
includes taxes & fees
11 Feb - 12 Feb
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

Whistling Wind Cabin Unit 3 in RRG

9.8 out of 10, Exceptional, (40)
"Our stay was wonderful. The place was clean and comfortable. Becky was awesome and provided great ideas on things to do. I will stay here again when I visit the Red River Gorge area again."
Whistling Wind Cabin Unit 3 in RRG

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

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 859
SAR 1,590 total
includes taxes & fees
17 Jan - 18 Jan
Looking Glass | 3 Bed, 1 Bath

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

Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace

10.0 out of 10, Exceptional, (2)
"Excellent service, very friendly"
Kentucky's Majestic Mountaintop Estate: The Bluegrass Palace

'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!

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 394
SAR 723 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Home in Heart of Prestonsburg

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

9.2 out of 10, Wonderful, (9)
"LOVE THE PLACE"
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

All Four Seasons RRG |NEW | Hot Tub | Hand Crafted

10.0 out of 10, Exceptional, (7)
"Hubby & I really enjoyed this beautiful clean, modern home with super high ceilings and tons of natural light in the common areas as well as the master bedroom. The step down into Hot tub was amazing and we could see so many stars! We even enjoyed the fire pit and the solar lights were an added bonus. Both beds were comfortable and also loved the 3 heads in the huge showers. Loved the gas FP in the Living Room too! Highly recommend!"
All Four Seasons RRG |NEW | Hot Tub | Hand Crafted

Tupelo Honey Home - Stylish w/ Hot Tub!

10.0 out of 10, Exceptional, (2)
"My family stayed in this home for 2 nights— we were 1 couple, 1 single adult, 2 children and 1 dog! The home is not large, but still felt spacious and SO much has been done to make it feel like home (including very comfortable beds!) The "adventure" design aesthetic has been very thoughtfully implemented throughout the house, making it feel like you're on a Wes Anderson set! There was plenty of space in the back bedroom for my dog's large crate, and enough distance from the neighbors for...
The price is SAR 859
SAR 1,562 total
includes taxes & fees
12 Jan - 13 Jan
Tupelo Honey Home - Stylish w/ Hot Tub!

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (3)
"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!

Candlelight Cabin Red River Gorge

10.0 out of 10, Exceptional, (15)
"Our stay at candlelight was wonderful! The space was comfortable and had almost everything we needed. We especially loved the dog friendly accommodations like the leads by the fireplace, the deck gate, and dog bowls in the kitchen. It was very cold this week so the cabin was a little chilly, but plenty of blankets and the fireplace kept us cozy. Happy Thanksgiving! "
The price is SAR 638
SAR 1,104 total
includes taxes & fees
14 Jan - 15 Jan
Candlelight Cabin Red River Gorge

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

.Cloud Dome Treehouse | 1 Bed, 1 Bath

10.0 out of 10, Exceptional, (3)
"Beautiful domes and wonderful memories."
.Cloud Dome Treehouse | 1 Bed, 1 Bath

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

Cliff Dweller | 1 Bed, 1 Bath

10.0 out of 10, Exceptional, (4)
"This was an amazing experience we will never forget it, the directions were easy to follow. It rained a little on us but it was amazing sitting on the swing in the rain, we loved sitting under the overhang it was our favorite place. Waking up is so breathtaking in the master bedroom!! 😍 sunsets and sunrises are beautiful from the top also. I could brag all day, if your on the fence about this one just do it, you'll never forget the experience. Uncomparable to any of the other cabins I've stayed...
The price is SAR 859
SAR 1,645 total
includes taxes & fees
28 Jan - 29 Jan
Cliff Dweller | 1 Bed, 1 Bath

3BR/3BA large house near Red River Gorge

10.0 out of 10, Exceptional, (5)
"We have stayed at this propery several times and we love it. Lots of room, comfy beds, everything we need, inside and out. Matt is a great host."
3BR/3BA large house near Red River Gorge

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!

Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

9.8 out of 10, Exceptional, (43)
"We enjoyed the simplicity, artfulness and easy connection with the beautiful nature surrounding the cabin this stay offered.Close to hiking/ cozy to stay inside, fun games offered and engaging book collection.The home made soap was a "
The price is SAR 564
SAR 1,168 total
includes taxes & fees
12 Jan - 13 Jan
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
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 Jackson

Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!

10.0 out of 10, Exceptional, (345)
"This little cabin was everything we expected the second time visiting! We visited two years ago and had to come back because of the serenity and seclusion! It’s convenient for quick needs of you forget anything! We visited the Red River Gorge which was about 45 mins out. Perfect weekend getaway for relaxing and site-seeing. The host was perfect! Accommodated all of our needs and was very kind and personable. "
The price is SAR 428
SAR 836 total
includes taxes & fees
27 Jan - 28 Jan
Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!

Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed

10.0 out of 10, Exceptional, (261)
"Love the property. Our 4th time here and we enjoy it every time. Love the seclusion, peace and quiet and the local wildlife. "
The price is SAR 428
SAR 828 total
includes taxes & fees
13 Jan - 14 Jan
Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1481)
"We stayed in a cabin and the satellite tv did not work. We put in a work order on the same day but no one came to fix it until we were checking out. "
The price is SAR 323
SAR 356 total
includes taxes & fees
12 Jan - 13 Jan
Natural Bridge State Resort Park
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.