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$427 per night from 23 Mar to 24 Mar
AU$427
23 Mar - 24 Mar
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
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
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
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Robin's Nest luxury cabin, Red River Gorge

Robin's Nest luxury cabin, Red River Gorge

Slade KY
With a stay at this vacation home in Slade, you'll be in the mountains, just a 4-minute walk from Kentucky Reptile Zoo and 15 minutes by foot from Natural Bridge ...
Opens in a new windowRobin's Nest luxury cabin, Red River Gorge
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.
Carrie`s Cottage- Hot Tub, Firepit, Covered Deck, 11 mins to Natural Bridge

Carrie`s Cottage- Hot Tub, Firepit, Covered Deck, 11 mins to Natural Bridge

Campton KY
Located in Rogers, this vacation home is within a 5-minute drive of Muir Valley and Cliffview Recreational Preserve.
Opens in a new windowCarrie`s Cottage- Hot Tub, Firepit, Covered Deck, 11 mins to Natural Bridge
Small Town Charmer - Hazards Best Airbnb!

Small Town Charmer - Hazards Best Airbnb!

Hazard KY
Located in Hazard, this vacation home is within a 5-minute drive of Bobby Davis Museum and Hazard Community & Technical College.
Opens in a new windowSmall Town Charmer - Hazards Best Airbnb!
Treetop Escape | Hot Tub | Fire Pit & Epic Views

Treetop Escape | Hot Tub | Fire Pit & Epic Views

Rogers KY
The price is AU$393 per night from 18 Mar to 19 Mar
AU$393
18 Mar - 19 Mar
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 windowTreetop Escape | Hot Tub | Fire Pit & Epic Views
Cozy Tiny Home Retreat - Near RRG Hiking + Hot Tub

Cozy Tiny Home Retreat - Near RRG Hiking + Hot Tub

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 windowCozy Tiny Home Retreat - Near RRG Hiking + 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$312
Highest Price
AU$427
Popular accommodation
Overlook Oasis! RRG, A-frame Cabin, NEW HOT TUB, Grill! Pet friendly, Red Oak Cottage, No Place Like Home | Private Bar| Views|XL Hot Tub, Robin's Nest luxury cabin, Red River Gorge, Very peaceful 3 bedroom, 2 1/2 baths cabin within minutes of RRGorge and NB., Carrie`s Cottage- Hot Tub, Firepit, Covered Deck, 11 mins to Natural Bridge, Small Town Charmer - Hazards Best Airbnb!, Treetop Escape | Hot Tub | Fire Pit & Epic Views, Cozy Tiny Home Retreat - Near RRG Hiking + Hot Tub

Top trending hotels in Jackson

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$312 per night from 7 Apr to 8 Apr
AU$312
7 Apr - 8 Apr
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
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$377 per night from 22 Mar to 23 Mar
AU$377
22 Mar - 23 Mar
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!!!
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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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.