Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

Slade
The price is AU$384 per night from 9 Feb to 10 Feb
AU$384
includes taxes & fees
9 Feb - 10 Feb
When you stay at this vacation home in Stanton, you'll be in the mountains, within a 15-minute drive of Red River Gorge and Natural Bridge State Park.
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Small Town Charmer - Rent Entire Home

Small Town Charmer - Rent Entire Home

Hazard
A stay at this vacation home places you in the heart of Hazard, within a 5-minute drive of Bobby Davis Museum and Hazard Community & Technical College.
Small Town Charmer - Rent Entire Home
Looking Glass | 3 Bed, 1 Bath

Looking Glass | 3 Bed, 1 Bath

Campton
The price is AU$680 per night from 9 Feb to 10 Feb
AU$680
includes taxes & fees
9 Feb - 10 Feb
With a stay at this vacation home in Rogers, you'll be within a 5-minute drive of Natural Bridge State Park and Daniel Boone National Forest.
Looking Glass | 3 Bed, 1 Bath
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Robin's Nest luxury cabin, Red River Gorge

Robin's Nest luxury cabin, Red River Gorge

Slade
When you stay at this vacation home in Slade, you'll be in the mountains, within a 15-minute walk of Natural Bridge State Park and Daniel Boone National ...
Robin's Nest luxury cabin, Red River Gorge
Luxury Estate nestled atop stunning mountaintop golf course!

Luxury Estate nestled atop stunning mountaintop golf course!

2 out of 5
Prestonsburg
Located in Prestonsburg, this vacation home is a 2-minute drive from StoneCrest Golf Course and 7 minutes from Jenny Wiley State Resort Park.
Luxury Estate nestled atop stunning mountaintop golf course!
'Grandma's Farm House' on 125 Acres w/ Fire Pit!

'Grandma's Farm House' on 125 Acres w/ Fire Pit!

Beattyville
When you stay at this vacation home in Beattyville, you'll be in the mountains and 5 minutes by car from Daniel Boone National Forest.
'Grandma's Farm House' on 125 Acres w/ Fire Pit!
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
Located in Campton, this vacation home is in the mountains, a 1-minute drive from Daniel Boone National Forest and 7 minutes from Red River Gorge Geological ...
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome.
Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

Prestonsburg
The price is AU$310 per night from 10 Feb to 11 Feb
AU$310
includes taxes & fees
10 Feb - 11 Feb
A stay at this vacation home places you in the heart of Prestonsburg, within a 5-minute drive of Samuel May House and Archer Park.
Cozy Home in Heart of Prestonsburg
Bigfoot Bungalow / RRG / Hot Tub!

Bigfoot Bungalow / RRG / Hot Tub!

Stanton
With a stay at this vacation home in Stanton, you'll be within a 15-minute drive of Daniel Boone National Forest and Kentucky Reptile Zoo.
Bigfoot Bungalow / RRG / Hot Tub!
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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
70 Holiday Homes
Lowest Price
AU$151
Highest Price
AU$680
Popular accommodation
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!, Small Town Charmer - Rent Entire Home, Looking Glass | 3 Bed, 1 Bath, Robin's Nest luxury cabin, Red River Gorge, Luxury Estate nestled atop stunning mountaintop golf course!, 'Grandma's Farm House' on 125 Acres w/ Fire Pit!, Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome., Cozy Home in Heart of Prestonsburg, Bigfoot Bungalow / RRG / Hot Tub!

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
The price is AU$345 per night from 23 Feb to 24 Feb
AU$345
includes taxes & fees
23 Feb - 24 Feb
When you stay at this cabin in Jackson, you'll be in the mountains and 13 minutes by car from Kentucky River Medical Center.
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

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

Jackson
The price is AU$351 per night from 10 Feb to 11 Feb
AU$351
includes taxes & fees
10 Feb - 11 Feb
When you stay at this cabin in Jackson, you'll be in the mountains and 13 minutes by car from Kentucky River Medical Center.
Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road, Slade, KY
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 9 Feb to 10 Feb
AU$151
includes taxes & fees
9 Feb - 10 Feb
When you stay at Natural Bridge State Resort Park in Slade, you'll be in a state park, just steps from Natural Bridge State Park and Daniel Boone National ...
Natural Bridge State Resort Park
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Mountain Chalet |  hot tub | RRG

Mountain Chalet | hot tub | RRG

Campton
With a stay at this cabin in Rogers, you'll be in the mountains, within a 15-minute drive of Natural Bridge State Park and Daniel Boone National Forest.
Mountain Chalet | hot tub | RRG
Don't see what you're looking for?
See all available properties in Jackson
View all properties
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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^Subject to availability and chosen travel dates.