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Compare 56 Vacation Homes in Jackson with updated reviews, rates, and availability.

Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Interior
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
8.8 out of 10, Excellent, (5)
"Super clean and spacious cabin for a small family. Well laid out with a nice hot tub, large TV, good WiFi, fire pit, and great views. Wouldn’t go there without 4 wheel drive and a little confidence. It’s pretty far back a few gravel drives, one steep incline. Beautiful place would visit again!"
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Robin's Nest luxury cabin, Red River Gorge
Interior
Robin's Nest luxury cabin, Red River Gorge
9.8 out of 10, Exceptional, (137)
"We had an amazing time! Beautiful property. Beautiful scenery. Listing was accurate. Host was helpful and responsive. We had an amazing trip!"
Robin's Nest luxury cabin, Red River Gorge
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
9.6 out of 10, Exceptional, (12)
"Great house to come home to after a day of hiking! The location allowed us the opportunity to enjoy the local restaurants "
The price is AED 477
AED 894 total
includes taxes & fees
1 Dec - 2 Dec
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
Dining Area
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
9.6 out of 10, Exceptional, (38)
"In an area of country-themed, wood-walled cabins, finding an updated, pet-friendly home with nice views plus privacy is a find. We enjoyed our stay, thank you."
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
Candlelight Cabin Red River Gorge
1e993f60-3cdc-4b04-8f5c-63862e2e0849
Candlelight Cabin Red River Gorge
10.0 out of 10, Exceptional, (12)
"We enjoyed our stay at this cabin. It was great for 4 people. The hot tub and deck areas were very nice. We enjoyed the fire pit as well. The cabin is in close proximity to everything "Gorge" related. We enjoyed the glow kayaking, the scenic drive, and several hikes. "
The price is AED 606
AED 1,063 total
includes taxes & fees
12 Nov - 13 Nov
Candlelight Cabin Red River Gorge
Peregrine Cabin - Off the Grid, hike-in cabin
Peregrine Cabin
Peregrine Cabin - Off the Grid, hike-in cabin
10.0 out of 10, Exceptional, (8)
"We absolutely loved everything about the cabin and our stay! The communication was great, the location was perfect and we would 100% love to come back and stay again!!"
The price is AED 263
AED 501 total
includes taxes & fees
7 Nov - 8 Nov
Peregrine Cabin - Off the Grid, hike-in cabin
Looking Glass | 3 Bed, 1 Bath
Looking Glass Bedroom
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
Welcome to the Small Town Charmer! Hazard's best home away from home!
Small Town Charmer - Rent Entire Home
9.8 out of 10, Exceptional, (55)
"The house was clean and comfortable. The Wi-Fi is fast and it’s a great place to stay while in Hazard for work. "
Small Town Charmer - Rent Entire Home
Pond Paradise at Red River Gorge
3 web or mls 169 state hwy 1036
Pond Paradise at Red River Gorge
Pond Paradise at Red River Gorge
Cozy Home in Heart of Prestonsburg
Living area
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 529
AED 894 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Home in Heart of Prestonsburg
Hot-Tub/WiFi /Secluded - A Red River Barnhouse
Check out this beautiful open concept dining and living room area with plenty of windows for an awesome view! Plenty of room for all your family to gather together while in the Red River Gorge area.
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 AED 859
AED 1,416 total
includes taxes & fees
6 Nov - 7 Nov
Hot-Tub/WiFi /Secluded - A Red River Barnhouse
Huckleberry Farmhouse | 2 Bed, 1 Bath
The main kitchen
Huckleberry Farmhouse | 2 Bed, 1 Bath
9.8 out of 10, Exceptional, (15)
"Great spot. Quick responses. Very "gorgy"."
Huckleberry Farmhouse | 2 Bed, 1 Bath
Luxury Estate nestled atop stunning mountaintop golf course!
Front view from circular drive.
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
Room
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
Dometown Interior
.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
Recreational Room
Peaceful Country Cottage with Game Room & Hot Tub
10.0 out of 10, Exceptional, (174)
"This was by far the best vrbo rental we have ever had! Absolutely imaculate clean, easy checkin and out, perfect location, best hosts ever! We were going to stop using VRBO due to previous stays but this rental was perfect. Well stocked and supplies. Plenty of towels, wash cloths, spices and coffee, utensils and bowls/plates/pans etc. The hosts will reply to you FAST with any questions! Can't say enough good about this rental."
Peaceful Country Cottage with Game Room & Hot Tub
Cliff Dweller | 1 Bed, 1 Bath
Birdseye view
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 1,390
AED 2,351 total
includes taxes & fees
6 Nov - 7 Nov
Cliff Dweller | 1 Bed, 1 Bath
3BR/3BA large house near Red River Gorge
Outdoor spa tub
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!
Miscellaneous
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
A view of the kitchen and bedroom treehouses and slide.
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 1,031
AED 1,797 total
includes taxes & fees
6 Nov - 7 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!!!
Property grounds
Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!
10.0 out of 10, Exceptional, (338)
"Me and my husband have stayed multiple times and this cabin is always wonderful!!! We will definitely be back next spring!"
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
Sun setting behind cabin
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
Hiking
Natural Bridge State Resort Park
3.5 star property
8.6 out of 10, Excellent, (1450)
"Beautiful setting in a state park. Great view from our room and porch. Quiet, serene and relaxing. "
The price is AED 352
AED 389 total
includes taxes & fees
10 Nov - 11 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.