Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

Hot-Tub/WiFi /Secluded - A Red River Barnhouse

Hot-Tub/WiFi /Secluded - A Red River Barnhouse

Campton
The price is AU$520 per night from 25 Aug to 26 Aug
AU$520
25 Aug - 26 Aug
includes taxes & fees
With a stay at this vacation home in Campton, you'll be in the mountains, and 24.9 mi (40 km) from Red River Gorge and 14.1 mi (22.7 km) from Natural Bridge ...
Hot-Tub/WiFi /Secluded - A Red River Barnhouse
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$392 per night from 21 Aug to 22 Aug
AU$392
21 Aug - 22 Aug
includes taxes & fees
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!
Peaceful Country Cottage with Game Room & Hot Tub

Peaceful Country Cottage with Game Room & Hot Tub

Beattyville
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 ...
Peaceful Country Cottage with Game Room & Hot Tub
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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
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 ...
Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB.
Treetop Escape | Hot Tub | Fire Pit & Epic Views

Treetop Escape | Hot Tub | Fire Pit & Epic Views

Rogers
The price is AU$439 per night from 21 Aug to 22 Aug
AU$439
21 Aug - 22 Aug
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.
Treetop Escape | Hot Tub | Fire Pit & Epic Views
WiFi & Hot Tub - Fels Haus RRG

WiFi & Hot Tub - Fels Haus RRG

Campton
The price is AU$470 per night from 2 Sept to 3 Sept
AU$470
2 Sept - 3 Sept
includes taxes & fees
Located in Zoe, this vacation home is in the mountains, a 1-minute drive from Cliffview Recreational Preserve and 8 minutes from Ashland Wildlife Management ...
WiFi & Hot Tub - Fels Haus RRG
The Looking Glass:  A Pair of Mirrored Treehouses

The Looking Glass: A Pair of Mirrored Treehouses

Campton
The price is AU$2,530 per night from 29 Aug to 30 Aug
AU$2,530
29 Aug - 30 Aug
includes taxes & fees
With a stay at this vacation home in Rogers, you'll be within a 5-minute drive of Natural Bridge State Park and Graining Fork Nature Preserve.
The Looking Glass: A Pair of Mirrored Treehouses
Whistling Wind Cabin Unit 3 in RRG

Whistling Wind Cabin Unit 3 in RRG

Pine Ridge
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.
Whistling Wind Cabin Unit 3 in RRG
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Langley
Located in Langley, this vacation home is in the mountains, within a 15-minute drive of ARH Our Lady of the Way and McDowell ARH Hospital.
Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace
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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
86 Holiday Homes
Lowest Price
AU$321
Highest Price
AU$2,530
Popular accommodation
Hot-Tub/WiFi /Secluded - A Red River Barnhouse, WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!, Peaceful Country Cottage with Game Room & Hot Tub, Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB., Treetop Escape | Hot Tub | Fire Pit & Epic Views, WiFi & Hot Tub - Fels Haus RRG, The Looking Glass: A Pair of Mirrored Treehouses, Whistling Wind Cabin Unit 3 in RRG, Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace

Top trending hotels in Jackson

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
When you stay at this cabin in Jackson, you'll be 14 minutes by car from Kentucky River Medical Center.
Sleeps 11, an amazing view. See 3 states on a clear day. Pic don’t do it justice
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$329 per night from 24 Aug to 25 Aug
AU$329
24 Aug - 25 Aug
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.
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$321 per night from 25 Aug to 26 Aug
AU$321
25 Aug - 26 Aug
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.
Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
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
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 7 minutes by foot from Hoedown ...
Natural Bridge State Resort Park
Don't see what you're looking for?
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.

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^Subject to availability and chosen travel dates.