Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

 Hikers Gem• Handcrafted Cabin in RRG • Pet Friendly• Fire Pit

Hikers Gem• Handcrafted Cabin in RRG • Pet Friendly• Fire Pit

Pine Ridge KY
With a stay at this vacation home in Pine Ridge, you'll be within a 15-minute drive of Natural Bridge State Park and Red River Gorge Geological Area.
Opens in a new window Hikers Gem• Handcrafted Cabin in RRG • Pet Friendly• Fire Pit
Red Oak Cottage

Red Oak Cottage

Sassafras KY
This vacation home is 3.9 mi (6.3 km) from Carr Creek State Park and 12.4 mi (20 km) from Hazard Country Club.
Opens in a new windowRed Oak Cottage
Modern RRG Cabin | Epic Treetop Views | Hot Tub & Fire Pit

Modern RRG Cabin | Epic Treetop Views | Hot Tub & Fire Pit

Rogers KY
The price is AU$393 per night from 17 May to 18 May
AU$393
17 May - 18 May
includes taxes & fees
Located in Rogers, this vacation home is in the mountains, within a 15-minute drive of Graining Fork Nature Preserve and Ashland Wildlife Management Area.
Opens in a new windowModern RRG Cabin | Epic Treetop Views | Hot Tub & Fire Pit
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Very peaceful 3 bedroom, 2 1/2 baths cabin  within minutes of RRGorge and NB.

Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.

Beattyville KY
When you stay at this vacation home in Beattyville, you'll be in the mountains, within a 5-minute drive of Ashland Wildlife Management Area and Lee County Recreational ...
Opens in a new windowVery peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.

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

Campton KY
The price is AU$439 per night from 17 May to 18 May
AU$439
17 May - 18 May
includes taxes & fees
Located in Campton, this vacation home is in the mountains, within a 15-minute drive of Red River Gorge Geological Area and Muir Valley.
Opens in a new windowHillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly

Campton, KY
The price is AU$418 per night from 17 May to 18 May
AU$418
17 May - 18 May
includes taxes & fees
Located in Campton, this vacation home is in a rural location, within a 15-minute drive of Red River Gorge Geological Area and Muir Valley.
Opens in a new windowOverlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly
Doc Hollywood, Luxury Cabin w/ 2 King suites

Doc Hollywood, Luxury Cabin w/ 2 King suites

Stanton KY
With a stay at this vacation home in Stanton, you'll be 3.3 mi (5.3 km) from Natural Bridge State Park and 7.9 mi (12.6 km) from Ashland Wildlife Management ...
Opens in a new windowDoc Hollywood, Luxury Cabin w/ 2 King suites
Aesthetic RRG Cabin | Hot Tub |Girl's Trip Approved

Aesthetic RRG Cabin | Hot Tub |Girl's Trip Approved

Rogers KY
The price is AU$389 per night from 17 May to 18 May
AU$389
17 May - 18 May
includes taxes & fees
Located in Rogers, this vacation home is in the mountains, within a 15-minute drive of Graining Fork Nature Preserve and Ashland Wildlife Management Area.
Opens in a new windowAesthetic RRG Cabin | Hot Tub |Girl's Trip Approved
3BR/3BA large house near Red River Gorge

3BR/3BA large house near Red River Gorge

Beattyville KY
Located in Beattyville, this vacation home is in the mountains, a 4-minute drive from Happy Top and 8 minutes from Lee County Recreational Center.
Opens in a new window3BR/3BA large house near Red River Gorge
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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.

Jackson Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Jackson vacation homes are the perfect way for you to wing it.

Holiday houses in Jackson let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Jackson in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Jackson adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Jackson with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Jackson vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Jackson Holiday Homes essential information

Accommodation
99 Holiday Homes
Lowest Price
AU$314
Highest Price
AU$439
Popular accommodation
Hikers Gem• Handcrafted Cabin in RRG • Pet Friendly• Fire Pit, Red Oak Cottage, Modern RRG Cabin | Epic Treetop Views | Hot Tub & Fire Pit, Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB., Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome., Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly, Doc Hollywood, Luxury Cabin w/ 2 King suites, Aesthetic RRG Cabin | Hot Tub |Girl's Trip Approved, 3BR/3BA large house near Red River Gorge

Top trending hotels in Jackson

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

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

Jackson KY
The price is AU$383 per night from 4 June to 5 June
AU$383
4 June - 5 June
includes taxes & fees
When you stay at this cabin in Jackson, you'll be in the mountains and 13 minutes by car from Kentucky River Medical Center.
Opens in a new windowSecluded 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

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

Jackson KY
The price is AU$314 per night from 26 May to 27 May
AU$314
26 May - 27 May
includes taxes & fees
When you stay at this cabin in Jackson, you'll be in the mountains and 13 minutes by car from Kentucky River Medical Center.
Opens in a new windowSecluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice

Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice

Jackson KY
When you stay at this cabin in Jackson, you'll be 14 minutes by car from Kentucky River Medical Center.
Opens in a new windowSleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice
Save an average of 15% on thousands of hotels when you're signed in
Secluded with amazing view

Secluded with amazing view

Jackson KY
When you stay at this cabin in Jackson, you'll be in the mountains and 12 minutes by car from Kentucky River Medical Center.
Opens in a new windowSecluded with amazing view
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See all available properties in Jackson
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.