Kentucky holiday rentals

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Booking Insights
Recommended by KAYAK

Best Kentucky holiday rentals

Most recommended holiday rentals in Kentucky

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Birdsong cabin - Williamsburg - Bedroom
Birdsong cabin
Williamsburg, KY, United States
8.0Very Good(5)
Air conditioning
Jewel’s Covered Wagon - Williamsburg - Outdoor view
Jewel’s Covered Wagon
Williamsburg, KY, United States
6.0Okay(1)
Air conditioning
Creekside Adventures - Williamsburg - Living room
Creekside Adventures
Williamsburg, KY, United States
8.2Very Good(8)
Air conditioning
Secluded on 10 Acres Livingston Getaway with Sauna! - Livingston
Pet-friendly
Air conditioning
Williamstown Vacation Rental Private Deck and Yard - Williamstown - Living room
Free Wi-Fi
Pet-friendly
Air conditioning
Arkstone Retreat Suites - 3 in 1 - Williamstown - Living room
Arkstone Retreat Suites - 3 in 1
Williamstown, KY, United States
10Wonderful(2)
Parking
Free Wi-Fi
Air conditioning
Booking Insights

KAYAK’s insights for holiday rentals in Kentucky

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Kentucky with confidence.

How early should you book a vacation rental in Kentucky?

Book at least 24 days before your stay begins to get the best price for your Kentucky vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
December
R3 407
R4 194
Cheapest month to stay with an average 40% drop in price.
Most expensive month to stay with an average 178% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Kentucky holiday rental

FAQs when booking a holiday home in Kentucky

  • How much is a holiday rental in Kentucky for tonight?

    In the last 72 hours, users have found Kentucky holiday rentals for tonight for as little as R968. Search here for similar prices

  • How much is a holiday rental in Kentucky for this weekend?

    In the last 72 hours, users have found Kentucky holiday rentals for this weekend for as little as R1 047 per night. Search here for similar prices

  • What types of holiday rentals are available in Kentucky?

    There are loads of different property types that you can make your holiday home in Kentucky. You’ll find apartments, cabins, houses, lodges, agritourism, bungalows, chalets, condos, cottages, campsites, homestays, treehouses, villas, caravans, caravan parks, farm stays, hotels, campgrounds and luxury tents.

  • What are some of the most-loved holiday rentals available in Kentucky?

    There are many types of properties available for Kentucky holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Econo Lodge Louisville Downtown and Econo Lodge Lexington Southeast.

  • Are there any pet-friendly holiday rentals in Kentucky?

    There are a number of dog and pet-friendly Kentucky holiday rentals, with around 5% allowing you to bring your pet along with you.

Where to stay in Kentucky?

Our map will help you find the perfect place to stay in Kentucky by showing you the exact location of each holiday home.

Everything you need to know for your stay in Kentucky

Complete your trip to Kentucky