Book Holiday Homes in Jackson

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Jackson

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.
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
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$386 per night from 24 Nov to 25 Nov
AU$386
includes taxes & fees
24 Nov - 25 Nov
When you stay at this vacation home in Stanton, you'll be in the mountains, within a 15-minute drive of Natural Bridge State Park and Red River Gorge.
WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!
Save an average of 15% on thousands of hotels when you're signed in
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge

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

Stanton
The price is AU$402 per night from 24 Nov to 25 Nov
AU$402
includes taxes & fees
24 Nov - 25 Nov
When you stay at this vacation home in Stanton, you'll be steps from Daniel Boone National Forest.
Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge
Candlelight Cabin Red River Gorge

Candlelight Cabin Red River Gorge

Stanton
The price is AU$453 per night from 24 Nov to 25 Nov
AU$453
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Stanton, you'll be within a 5-minute drive of Natural Bridge State Park and Daniel Boone National Forest.
Candlelight Cabin Red River Gorge
Peregrine Cabin - Off the Grid, hike-in cabin

Peregrine Cabin - Off the Grid, hike-in cabin

Stanton
The price is AU$256 per night from 24 Nov to 25 Nov
AU$256
includes taxes & fees
24 Nov - 25 Nov
Located in Stanton, this vacation home is within a 15-minute drive of Red River Gorge and Natural Bridge State Park.
Peregrine Cabin - Off the Grid, hike-in cabin
Looking Glass | 3 Bed, 1 Bath

Looking Glass | 3 Bed, 1 Bath

Campton
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
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
Pond Paradise at Red River Gorge

Pond Paradise at Red River Gorge

Lee County
Located in Campton, this vacation home is on the waterfront, a 1-minute drive from Daniel Boone National Forest and 8 minutes from Lee County Recreational ...
Pond Paradise at Red River Gorge
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.

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
51 Holiday Homes
Lowest Price
AU$152
Highest Price
AU$453
Popular accommodation
Hillside Hideaway! NEW hot tub! Family sized loft cabin, RRG, Pets welcome., Robin's Nest luxury cabin, Red River Gorge, WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!, Ursa Major Cabin - 10 mins from Natural Bridge State Park, Red River Gorge, Candlelight Cabin Red River Gorge, Peregrine Cabin - Off the Grid, hike-in cabin, Looking Glass | 3 Bed, 1 Bath, Small Town Charmer - Rent Entire Home, Pond Paradise at 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
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
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$154 per night from 25 Nov to 26 Nov
AU$154
includes taxes & fees
25 Nov - 26 Nov
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
Save an average of 15% on thousands of hotels when you're signed in
Black Bear Lodge Motel

Black Bear Lodge Motel

2.5 out of 5
781 Natural Bridge Rd, Slade, KY
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 24 Nov to 25 Nov
AU$152
includes taxes & fees
24 Nov - 25 Nov
When you stay at Black Bear Lodge Motel in Slade, you'll be in the mountains, just steps from Natural Bridge State Park and Daniel Boone National Forest.
Black Bear Lodge Motel
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.

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