Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

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$454 per night from 16 Dec to 17 Dec
AU$454
16 Dec - 17 Dec
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
Tiny Home in the Heart of Red River Gorge

Tiny Home in the Heart of Red River Gorge

2 out of 5
Stanton KY
Located in Stanton, this vacation home is within a 10-minute drive of Kentucky Reptile Zoo and Osborne Bend Trail.
Opens in a new windowTiny Home in the Heart of Red River Gorge
New Barndominium /Sleeps 24/ 4 Kitchens / 4 Hot Tubs / 4 Firepits

New Barndominium /Sleeps 24/ 4 Kitchens / 4 Hot Tubs / 4 Firepits

Stanton KY
The price is AU$1,702 per night from 16 Dec to 17 Dec
AU$1,702
16 Dec - 17 Dec
includes taxes & fees
Located in Stanton, this vacation home is within a 15-minute drive of Kentucky Reptile Zoo and Natural Bridge State Park.
Opens in a new windowNew Barndominium /Sleeps 24/ 4 Kitchens / 4 Hot Tubs / 4 Firepits
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Treetop Escape | Hot Tub | Fire Pit & Epic Views

Treetop Escape | Hot Tub | Fire Pit & Epic Views

Rogers KY
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 windowTreetop Escape | Hot Tub | Fire Pit & Epic Views
Pet-Friendly Tiny Cabin - Pine Point

Pet-Friendly Tiny Cabin - Pine Point

Pine Ridge KY
Located in Pine Ridge, this vacation home is on a lake, within a 5-minute drive of Red River Gorge Geological Area and Muir Valley.
Opens in a new windowPet-Friendly Tiny Cabin - Pine Point
Quiet retreat in the Daniel Boone National Forest, near the Red River Gorge.

Quiet retreat in the Daniel Boone National Forest, near the Red River Gorge.

Irvine KY
With a stay at this vacation home in Irvine, you'll be 10.6 mi (17 km) from Veterans Memorial Park and 11.4 mi (18.3 km) from Bear Track Park.
Opens in a new windowQuiet retreat in the Daniel Boone National Forest, near the Red River Gorge.
Guest Favorite | Forest Retreat | Hot Tub

Guest Favorite | Forest Retreat | Hot Tub

Rogers KY
The price is AU$422 per night from 16 Dec to 17 Dec
AU$422
16 Dec - 17 Dec
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 windowGuest Favorite | Forest Retreat | Hot Tub
No Place Like Home | Private Bar| Views|XL Hot Tub

No Place Like Home | Private Bar| Views|XL Hot Tub

Rogers KY
Located in Rogers, this vacation home is in the mountains, a 3-minute drive from Natural Bridge State Park and 6 minutes from Graining Fork Nature Preserve.
Opens in a new windowNo Place Like Home | Private Bar| Views|XL Hot Tub
Peaceful Country Cottage with Game Room & Hot Tub

Peaceful Country Cottage with Game Room & Hot Tub

Beattyville KY
Located in Beattyville, this vacation home is in a rural location, within a 10-minute drive of Lee County Recreational Center and Bald Rock Fork Recreational ...
Opens in a new windowPeaceful Country Cottage with Game Room & 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
91 Holiday Homes
Lowest Price
AU$313
Highest Price
AU$1,702
Popular accommodation
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly, Tiny Home in the Heart of Red River Gorge, New Barndominium /Sleeps 24/ 4 Kitchens / 4 Hot Tubs / 4 Firepits, Treetop Escape | Hot Tub | Fire Pit & Epic Views, Pet-Friendly Tiny Cabin - Pine Point, Quiet retreat in the Daniel Boone National Forest, near the Red River Gorge., Guest Favorite | Forest Retreat | Hot Tub, No Place Like Home | Private Bar| Views|XL Hot Tub, Peaceful Country Cottage with Game Room & 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 KY
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$313 per night from 17 Dec to 18 Dec
AU$313
17 Dec - 18 Dec
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
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 out of 5
2135 Natural Bridge Road Slade KY
With a stay at Natural Bridge State Resort Park in Slade, you'll be in a state park, just a 1-minute walk from Natural Bridge State Park and 7 minutes by foot ...
Opens in a new windowNatural Bridge State Resort Park
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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.

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^Subject to availability and chosen travel dates.