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Compare 51 Vacation Homes in Jackson with updated reviews, rates, and availability.

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

9.0 out of 10, Wonderful, (7)
"LOVE THE PLACE"
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, (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!

9.6 out of 10, Exceptional, (14)
"Needed some time away and we like the nature. "
The price is SAR 469
SAR 933 total
includes taxes & fees
24 Nov - 25 Nov
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

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

9.6 out of 10, Exceptional, (39)
"We loved our stay at Ursa Major. The cabin is in a great location and a lovely setting, especially for autumn colors. The design and decor are thoughtful and the cabin is well-appointed for guest comfort and convenience. The large side patio with sliding door access to both bedrooms is a nice design. The large outdoor table even expands for large groups. We made use of the barbecue grill, fire pit, and hot tub. We slept like babies in the peaceful setting and comfortable bed. We enjoyed...
The price is SAR 407
SAR 972 total
includes taxes & fees
24 Nov - 25 Nov
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

Candlelight Cabin Red River Gorge

10.0 out of 10, Exceptional, (14)
"Wonderfully cozy."
The price is SAR 619
SAR 1,094 total
includes taxes & fees
24 Nov - 25 Nov
Candlelight Cabin Red River Gorge

Peregrine Cabin - Off the Grid, hike-in cabin

9.8 out of 10, Exceptional, (10)
"Been to this cabin multiple times for weekend getaways and it’s one of our favorites in the area!"
The price is SAR 361
SAR 617 total
includes taxes & fees
24 Nov - 25 Nov
Peregrine Cabin - Off the Grid, hike-in cabin

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

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

Pond Paradise at Red River Gorge

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 901 total
includes taxes & fees
26 Nov - 27 Nov
Cozy Home in Heart of Prestonsburg

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 1,516 total
includes taxes & fees
4 Dec - 5 Dec
Hot-Tub/WiFi /Secluded - A Red River Barnhouse

Huckleberry Farmhouse | 2 Bed, 1 Bath

9.8 out of 10, Exceptional, (16)
"the house was le"
The price is SAR 617
SAR 1,231 total
includes taxes & fees
27 Nov - 28 Nov
Huckleberry Farmhouse | 2 Bed, 1 Bath

Luxury Estate nestled atop stunning mountaintop golf course!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We were coming to town to celebrate my son's wedding and we needed a big house. Not easy to find in this area. This house fit the bill and was simply AMAZING! The house is easily the best house that we have ever stayed at...hands down! Plenty of rooms and everything you could ever need to play, cook, and relax with family and friends. I could not more highly recommend this house. We LOVED it!!! John"
Luxury Estate nestled atop stunning mountaintop golf course!

Whistling Wind Cabin Unit 3 in RRG

9.8 out of 10, Exceptional, (39)
"The host was quick to answer any and all questions. Everything I needed was available and the property was clean. The host went as far as giving us the connecting unit at no extra charge for my family and I to have more room. It was nice being able to walk out onto the shared porch and spend time together. The fire pits were a great time and the extra fire wood that was supplied came in handy. Would hook here again for sure :) "
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 SAR 596
SAR 1,170 total
includes taxes & fees
24 Nov - 25 Nov
.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 2,323
SAR 3,588 total
includes taxes & fees
25 Nov - 26 Nov
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!

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 SAR 1,321
SAR 2,186 total
includes taxes & fees
24 Nov - 25 Nov
Tradewinds Treehouse | 3 Bed, 1 Bath
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, (339)
"I really enjoyed this place. It is my ideal home."
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, (258)
"Great views, great times, great memories made. Beautiful property. "
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, (1460)
"best "
The price is SAR 341
SAR 376 total
includes taxes & fees
25 Nov - 26 Nov
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.