Book Holiday Homes in Carlisle

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Featured Holiday Homes in Carlisle

Sprawling Kentucky Getaway w/ Private Pool!

Sprawling Kentucky Getaway w/ Private Pool!

2 out of 5
Berry
Stay at this vacation home in Berry. Enjoy private pools, a pool table, and patios.
Sprawling Kentucky Getaway w/ Private Pool!
3 BR, 2B, Near Red River Gorge, no pet fee

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

Jeffersonville
Stay at this vacation home in Jeffersonville. Enjoy a garden, patios, and an in-room coffeemaker.
3 BR, 2B, Near Red River Gorge, no pet fee
Colliver House at Claybank Farm

Colliver House at Claybank Farm

Lexington
Stay at this vacation home in Lexington. Enjoy free WiFi, a garden, and concierge services. Popular attractions Hamburg Place and Hamburg Pavilon are located ...
Colliver House at Claybank Farm
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Quiet Kentucky Vacation Rental w/ Fire Pit

Quiet Kentucky Vacation Rental w/ Fire Pit

Berry
Stay at this vacation home in Berry. Enjoy a garden, a pool table, and patios.
Quiet Kentucky Vacation Rental w/ Fire Pit
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

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

2 out of 5
Mount Sterling
Stay at this vacation home in Mount Sterling. Enjoy a pool table, patios, and an in-room coffeemaker. Popular attraction Mount Sterling Library is located ...
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!

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

Lexington
Stay at this vacation home in Lexington. Enjoy free WiFi, a garden, and patios. Popular attractions Hamburg Place and Hamburg Pavilon are located nearby.
Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!
Hill Crest Cottage in Horse Capital of KY! Sleeps 6

Hill Crest Cottage in Horse Capital of KY! Sleeps 6

2 out of 5
Paris
Stay at this vacation home in Paris. Enjoy free WiFi, housekeeping, and air conditioning. Popular attractions Claiborne Farm and Hopewell Museum are located ...
Hill Crest Cottage in Horse Capital of KY! Sleeps 6
The Manor at Maysville Golf Course View

The Manor at Maysville Golf Course View

Maysville
Book a stay at this golf vacation home in Maysville. Enjoy free WiFi, a garden, and patios. Popular attractions Kentucky Gateway Museum Center and National Underground ...
The Manor at Maysville Golf Course View
Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown

Mount Sterling
Stay at this vacation home in Mount Sterling. Enjoy free WiFi, a fitness center, and a garden. Popular attraction Old Silo Golf Course is located nearby.
Cozy, Bright Home in Historic Downtown
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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.

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
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

Top trending hotels in Carlisle

Blue Licks Battlefield State Resort Park

Blue Licks Battlefield State Resort Park

3.5 out of 5
10299 Maysville Rd, Carlisle, KY
The price is NZ$205 per night from 11 Apr to 12 Apr
NZ$205
includes taxes & fees
11 Apr - 12 Apr
Stay at this 3.5-star family-friendly hotel in Carlisle. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Blue Licks Battlefield State ...
Blue Licks Battlefield State Resort Park
BLUE LICKS BUNGALOW-Next to Blue Licks State Park

BLUE LICKS BUNGALOW-Next to Blue Licks State Park

Carlisle
Book a stay at this family-friendly farm stay in Carlisle. Enjoy air conditioning and a hot tub. Popular attractions Blue Licks Battlefield State Park and Lake ...
BLUE LICKS BUNGALOW-Next to Blue Licks State Park
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

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

Carlisle
Book a stay at this golf vacation home in Carlisle. Enjoy free WiFi, a garden, and patios. Popular attractions Blue Licks Battlefield State Park and Lake Carnico ...
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field
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Comfort Inn and Suites

Comfort Inn and Suites

2.5 out of 5
105 Stone Trace Dr, Mount Sterling, KY
Fully refundableReserve now, pay when you stay
The price is NZ$159 per night from 13 Apr to 14 Apr
NZ$159
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Mount Sterling. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Comfort Inn and Suites
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.