Book Holiday Homes in Carlisle
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Featured Holiday Homes in Carlisle

Sprawling Kentucky Getaway w/ Private Pool!

3 BR, 2B, Near Red River Gorge, no pet fee

Colliver House at Claybank Farm

Quiet Kentucky Vacation Rental w/ Fire Pit

Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!

Hill Crest Cottage in Horse Capital of KY! Sleeps 6

The Manor at Maysville Golf Course View

Cozy, Bright Home in Historic Downtown
Carlisle 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 Carlisle vacation homes are the perfect way for you to wing it.
Holiday houses in Carlisle 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 Carlisle 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 Carlisle adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Carlisle 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 Carlisle 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.
Carlisle Holiday Homes essential information
Accommodation | 29 Holiday Homes |
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Lowest Price | NZ$159 |
Highest Price | NZ$205 |
Popular accommodation | Sprawling Kentucky Getaway w/ Private Pool!, 3 BR, 2B, Near Red River Gorge, no pet fee, Colliver House at Claybank Farm, Quiet Kentucky Vacation Rental w/ Fire Pit, Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs, Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!, Hill Crest Cottage in Horse Capital of KY! Sleeps 6, The Manor at Maysville Golf Course View, Cozy, Bright Home in Historic Downtown |
More accommodations in Carlisle
Top trending hotels in Carlisle

Blue Licks Battlefield State Resort Park

BLUE LICKS BUNGALOW-Next to Blue Licks State Park

Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

Comfort Inn and Suites
More ways to explore Carlisle
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^Subject to availability and chosen travel dates.