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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 AED 477
AED 920 total
includes taxes & fees
26 Jan - 27 Jan
WiFi, Hot Tub, Pets, Prime Location in 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 AED 841
AED 1,556 total
includes taxes & fees
26 Jan - 27 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

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

'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 AED 386
AED 707 total
includes taxes & fees
4 Feb - 5 Feb
Cozy Home in Heart of Prestonsburg

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.

Tupelo Honey Home - Stylish w/ Hot Tub!

9.4 out of 10, Exceptional, (3)
"This house is so cute and well decorated. We loved the projection TV, especially since the weather kept us in all weekend. The kitchen was well equipped.Our only complaint was that the floors were not very clean. We found a water bottle under the couch and a ton of dog hair under the master bedroom bed. "
The price is AED 841
AED 1,540 total
includes taxes & fees
25 Jan - 26 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!

Bigfoot Bungalow / RRG / Hot Tub!

10.0 out of 10, Exceptional, (1)
"The cabin is very nice and it was in a nice quiet area, which is exactly what I was looking for. Convenient location to great hiking spots. I would gladly stay here again, it was great. "
Bigfoot Bungalow / RRG / Hot Tub!

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

.Cloud Dome Treehouse | 1 Bed, 1 Bath

10.0 out of 10, Exceptional, (3)
"Beautiful domes and wonderful memories."
The price is AED 841
AED 1,477 total
includes taxes & fees
25 Jan - 26 Jan
.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 AED 841
AED 1,609 total
includes taxes & fees
11 Feb - 12 Feb
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 AED 530
AED 1,114 total
includes taxes & fees
25 Jan - 26 Jan
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

Tradewinds Treehouse | 3 Bed, 1 Bath

8.0 out of 10, Very Good, (2)
"Took the family here (kids aged 5-9) and had a great time. Fantastic property located next to a great park."
The price is AED 841
AED 1,547 total
includes taxes & fees
26 Jan - 27 Jan
Tradewinds Treehouse | 3 Bed, 1 Bath

New Barndo/Kayak Launch/ 2 Private Hot Tubs

10.0 out of 10, Exceptional, (3)
"This place was perfect! So picturesque and peaceful. Great location, amenities and the owners were wonderful. Highly recommend and will definitely be back!"
The price is AED 1,190
AED 2,887 total
includes taxes & fees
26 Jan - 27 Jan
New Barndo/Kayak Launch/ 2 Private Hot Tubs

Peregrine Cabin - Off the Grid, hike-in cabin

10.0 out of 10, Exceptional, (11)
"Wonderful little property, enjoyed having a fire with some tea on the kettle, swinging in the hammocks and looking at the stars. Quiet and peaceful, perfect for a reset from the hustle and bustle. Would definitely stay again"
The price is AED 353
AED 604 total
includes taxes & fees
26 Jan - 27 Jan
Peregrine Cabin - Off the Grid, hike-in cabin
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)
"Relaxing "
The price is AED 397
AED 779 total
includes taxes & fees
23 Feb - 24 Feb
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, (263)
"The cabin was cozy and felt like home. We would definitely come back! "
The price is AED 419
AED 810 total
includes taxes & fees
27 Jan - 28 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, (1487)
"This was our second time staying here. The staff at the hotel are very friendly and helpful. The rooms are clean and well maintained. Our only complaint about the room is that during the winter season they are cold. There are no heavy blankets or comforters provided. Only a thin bedspread. Also the breakfast is very sparse. Only waffles, toast, bagels, cold cereal and instant oatmeal. The coffee is really bad as well, very muddy"
The price is AED 316
AED 348 total
includes taxes & fees
26 Jan - 27 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.