Book Holiday Homes in Kentucky
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Featured Holiday Homes in Kentucky

Big Chill! 5br 2ba Walkable- Hot tub!

Peaceful private 3 BR new home near Mammoth Cave.

The Chestnut - Nulu

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

It's rare to find a place that's both historic & one-of-a-kind

Wanderlust - Hot tub / fire pit - Location!

7 Min to Ark! Quiet Escape!

Small house with lake view 5 minutes to I-75 and Renfro Valley.

Historic Tres House , “Tres” for 3 floors of Charm!
Kentucky 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 Kentucky vacation homes are the perfect way for you to wing it.
Holiday houses in Kentucky 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 Kentucky 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 Kentucky adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kentucky 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 Kentucky 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.
Kentucky Holiday Homes essential information
Accommodation | 3340 Holiday Homes |
---|---|
Lowest Price | AU$200 |
Highest Price | AU$384 |
Popular accommodation | Big Chill! 5br 2ba Walkable- Hot tub!, Peaceful private 3 BR new home near Mammoth Cave., The Chestnut - Nulu , New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium! , It's rare to find a place that's both historic & one-of-a-kind, Wanderlust - Hot tub / fire pit - Location!, 7 Min to Ark! Quiet Escape!, Small house with lake view 5 minutes to I-75 and Renfro Valley., Historic Tres House , “Tres” for 3 floors of Charm! |
Explore more Holiday Homes
More accommodations in Kentucky
Top trending hotels in Kentucky

Radisson Hotel Cincinnati Riverfront

Galt House Hotel Trademark Collection by Wyndham

Crowne Plaza Louisville Airport Expo Ctr by IHG

Omni Louisville Hotel
More ways to explore Kentucky
Top picks
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^Subject to availability and chosen travel dates.