Book Holiday Homes in Kentucky

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Featured Holiday Homes in Kentucky

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Frankfort
The price is NZ$277 per night from 16 Mar to 17 Mar
NZ$277
includes taxes & fees
16 Mar - 17 Mar
Stay at this vacation home in Frankfort. Enjoy free WiFi, a garden, and patios. Popular attractions Buffalo Trace Distillery and Old Governor’s Mansion are located ...
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Sleeps 12!

Sleeps 12!

Williamstown
The price is NZ$464 per night from 27 Mar to 28 Mar
NZ$464
includes taxes & fees
27 Mar - 28 Mar
Stay at this vacation home in Williamstown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Ark Encounter and Webb Park are located ...
Sleeps 12!
Country's Edge #2 Near the Ark Encounter!

Country's Edge #2 Near the Ark Encounter!

Berry
Stay at this vacation home in Berry. Enjoy free WiFi, a garden, and patios.
Country's Edge #2 Near the Ark Encounter!
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Lakefront | Private Dock | Fishing & Swimming

Lakefront | Private Dock | Fishing & Swimming

Cadiz
Stay at this vacation home in Cadiz. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Land Between the Lakes National Recreation Area ...
Lakefront | Private Dock | Fishing & Swimming
Ark Adventure Retreat

Ark Adventure Retreat

Walton
Book a stay at this family-friendly vacation home in Walton. Enjoy private pools, a water park, and a garden. Popular attractions The Abner Gaines House and ...
Ark Adventure Retreat
Luxurious 1-bedroom with Free Parking

Luxurious 1-bedroom with Free Parking

Lexington
The price is NZ$400 per night from 18 Mar to 19 Mar
NZ$400
includes taxes & fees
18 Mar - 19 Mar
Stay at this vacation home in Lexington. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Rupp Arena and The Red Mile Racetrack are located ...
Luxurious 1-bedroom with Free Parking
615 E Washington, Nulu Bourbon Trail

615 E Washington, Nulu Bourbon Trail

Louisville
Stay at this vacation home in Louisville. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions KFC Yum Center and Fourth Street Live! are ...
615 E Washington, Nulu Bourbon Trail
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Smiths Grove
The price is NZ$410 per night from 25 Mar to 26 Mar
NZ$410
includes taxes & fees
25 Mar - 26 Mar
Stay at this vacation home in Smiths Grove. Enjoy a garden, patios, and in-room jetted tubs. Our guests praise the helpful staff in our reviews.
Bluegrass Vineyard B&B, nestled next to the vineyard and winery
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Frankfort
Book a stay at this family-friendly vacation home in Frankfort. Enjoy concierge services, an in-room coffeemaker, and in-room fireplaces. Our guests praise the ...
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
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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.

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
2656 Holiday Homes
Lowest Price
NZ$180
Highest Price
NZ$464
Popular accommodation
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY., Sleeps 12!, Country's Edge #2 Near the Ark Encounter!, Lakefront | Private Dock | Fishing & Swimming, Ark Adventure Retreat, Luxurious 1-bedroom with Free Parking, 615 E Washington, Nulu Bourbon Trail, Bluegrass Vineyard B&B, nestled next to the vineyard and winery, "Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Top trending hotels in Kentucky

Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is NZ$411 per night from 29 Mar to 30 Mar
NZ$411
includes taxes & fees
29 Mar - 30 Mar
Stay at this 4-star spa hotel in Louisville. Enjoy a full-service spa, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Omni Louisville Hotel
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is NZ$311 per night from 30 Mar to 31 Mar
NZ$311
includes taxes & fees
30 Mar - 31 Mar
Book a stay at this spa hotel in Louisville. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the restaurant and the helpful staff in ...
Galt House Hotel Trademark Collection by Wyndham
Radisson Hotel Cincinnati Riverfront

Radisson Hotel Cincinnati Riverfront

3.5 out of 5
668 W 5th St, Covington, KY
Fully refundable
The price is NZ$180 per night from 25 Mar to 26 Mar
NZ$180
includes taxes & fees
25 Mar - 26 Mar
Stay at this 3.5-star business-friendly hotel in Covington. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
Radisson Hotel Cincinnati Riverfront
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Derby City Gaming & Hotel -  A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
4520 Poplar Level Rd, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 17 Mar to 18 Mar
NZ$202
includes taxes & fees
17 Mar - 18 Mar
Stay at this 4-star hotel in Louisville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Derby City Gaming & Hotel - A Churchill Downs Property
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See all available properties in Kentucky
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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.