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Jackson Holiday Rentals

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Holiday Rentals 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)
"Absolutely beautiful place!!!!"
The price is AU$146
includes taxes & fees
8 Dec - 9 Dec
Natural Bridge State Resort Park

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (265)
"Perfect mountain get away. Very clean and quiet location. We would for sure stay again! "
The price is AU$317
includes taxes & fees
2 Dec - 3 Dec
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

Secluded Cabin with a private waterfall at Spirit Lake and internet

9.4 out of 10, Exceptional, (69)
"Cabin was awesome, cozy in a beautiful setting. Way off the road with no noise. Absolutely amazing."
Secluded Cabin with a private waterfall at Spirit Lake and internet

The Stillhouse Cabin, mins from Red River Gorge

9.6 out of 10, Exceptional, (53)
"Can't say enough good things about the cabin and our stay. It feels secluded and the views are amazing, yet there are neighbors nearby (but out of sight). It was very clean and well-maintained/updated as well and we will definitely be returning."
The price is AU$266
includes taxes & fees
1 Dec - 2 Dec
The Stillhouse Cabin, mins from Red River Gorge

Hot Tub & WiFi - Small Family Cabin - Sunrise - Retreat in Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (228)
"Very nice place to stay. The cabin overall was nicely kept and location wise was very close to all the things I wanted to do and see! Yes, the drive way is steep and I would not consider attempting it without an SUV or truck. (The pot holes are pretty deep!) Also, unfortunately the view from the porch is now obscured by a fence put up by the neighboring property and it looks like you're sitting behind a billboard. Regardless, I had a lovely stay and soaking in the hot tub after days of...
The price is AU$322
includes taxes & fees
1 Dec - 2 Dec
Hot Tub & WiFi - Small Family Cabin - Sunrise - Retreat in Red River Gorge, Kentucky!

Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB

10.0 out of 10, Exceptional, (121)
"Very clean and well taken care of! The owner was very flexible after we had to reschedule"
The price is AU$380
includes taxes & fees
2 Dec - 3 Dec
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB

Nestled in the beautiful mountains of the Red River Gorge Area

8.8 out of 10, Excellent, (5)
"Cabin was great but absolutely 0 service or wifi. Offered a great getaway from reality "
Nestled in the beautiful mountains of the Red River Gorge Area

The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!

10.0 out of 10, Exceptional, (85)
"This unique property was perfect for my husband and I. Close to all the hiking trails and Natural Bridge State Park but still secluded. Amazing view from the property. We will definitely be back!"
The price is AU$388
includes taxes & fees
8 Dec - 9 Dec
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!

WiFi & Waterfront - Cozy Creek - Minimalist Camper's Cabin in Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (89)
"Cute cabin, excellent location. Just lacked cleanliness "
The price is AU$226
includes taxes & fees
26 Nov - 27 Nov
WiFi & Waterfront - Cozy Creek - Minimalist Camper's Cabin in Red River Gorge, Kentucky!

The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!

10.0 out of 10, Exceptional, (290)
"We loved this cabin. The location felt isolated but was 5 minutes from everything. Cabin felt new and very clean. You can stargaze and even see the Milky Way. Host was responsive and accommodating. Be sure to check out Toad's Bar and Grill just a couple of minutes away."
The price is AU$473
includes taxes & fees
2 Dec - 3 Dec
The Original Shipping Container Cabin in Red River Gorge-Hot Tub and a View!

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (130)
"We love this place. Second time staying here. We'll be back!"
The price is AU$382
includes taxes & fees
8 Dec - 9 Dec
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

Cabin Unit 1 Turning Leaf in the Red River Gorge• Pet Friendly• Hi Speed 🛜

10.0 out of 10, Exceptional, (88)
"Central to everything we had planned to do. Great host!"
Cabin Unit 1 Turning Leaf in the Red River Gorge• Pet Friendly• Hi Speed 🛜

Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private

10.0 out of 10, Exceptional, (267)
"Comfy, cozy place to stay. So quiet. Enjoyed the hot tub several times and the outdoor firepit both evenings. Convenient to all the trails. Amanda was terrific to answer any and all questions. We will definitely stay at one of her places when we come back to the Gorge."
The price is AU$434
includes taxes & fees
8 Dec - 9 Dec
Shipping Container Cabin in the Woods of Red River Gorge-HotTub-Secluded-Private

WiFi - Small Family Cabin - Soul Sister - 150 acres in Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (180)
"My wife and I had a nice weekend retreat celebrating our fourth anniversary. It was a great place to stay and we will definitely be doing it again."
The price is AU$294
includes taxes & fees
2 Dec - 3 Dec
WiFi - Small Family Cabin - Soul Sister - 150 acres in Red River Gorge, Kentucky!

Mountain Chalet | hot tub | RRG

9.2 out of 10, Wonderful, (29)
"We had a very peaceful stay, would stay again! The only issue was back door is really hard to open."
Mountain Chalet | hot tub | RRG

Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!

9.0 out of 10, Wonderful, (143)
"Nice place for a visit-- very comfortable and close to local attractions. It is a very steep drive and there isn't a view despite its name "Gorgeous View". Overall, we were pleased with everything!"
The price is AU$369
includes taxes & fees
26 Nov - 27 Nov
Hot Tub & WiFi - Gorgeous View Cabin - Large Family Cabin in Red River Gorge, Kentucky!

Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (66)
"Liked the property and the inside was neat and tidy. Only gripe about the inside is that the stairs are steep and slippery even with grippy strips on them. Not a lot going on outside, but it was fine as we didn't desire doing much on the outside of the property. Only actual gripe on the outside was the driveway. This property is literally the very last one on the road, and there was no way to turn around or pull out straight. Had to back halfway down the main road to get turned around. Other...
The price is AU$380
includes taxes & fees
2 Dec - 3 Dec
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!

Furnished Teepee/Glamping/Kayak Ramp Access on the Red River

10.0 out of 10, Exceptional, (14)
"Too short of a vacation. Had a great stay would gladly recommend it to anyone."
The price is AU$224
includes taxes & fees
26 Nov - 27 Nov
Furnished Teepee/Glamping/Kayak Ramp Access on the Red River
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 types of properties in Jackson you may be interested in

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)
"Absolutely beautiful place!!!!"
The price is AU$146
includes taxes & fees
8 Dec - 9 Dec
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Jackson?

Yes, there are holiday rentals close to the most popular sights in Jackson, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jackson has to offer?

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!: This holiday home rental outside of Jackson is located in the mountains, and has a selection of games, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Jackson?

Explore the area and family-friendly sights such as Lee County Recreational Center, or get out into nature at a spot like Buckhorn Lake State Resort Park. Sag Hollow Golf Club and Memory Hill Foundation Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Jackson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jackson. Holiday rentals feature extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.