Kentucky holiday rentals

Search hundreds of travel sites at once for holiday home deals in Kentucky

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Kentucky holiday rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

R502 - R4 432R4 432 - R8 362R8 362 - R12 292R12 292 - R16 205R16 205+ per night

Property Types

ApartmentCondoHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Kentucky

Show all
Econo Lodge Lexington Southeast - Lexington - Bedroom
Econo Lodge Lexington Southeast
Lexington, KY, United States
6.2Okay(810)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R1 107+
Check availability
Cozy, Furnished Corporate Rental - Owensboro - Living room
Cozy, Furnished Corporate Rental
Owensboro, KY, United States
10Wonderful(1)
Free Wi-Fi
Air conditioning
R1 472+
Check availability
Birdsong cabin - Williamsburg - Bedroom
Birdsong cabin
Williamsburg, KY, United States
7.5Good(4)
Air conditioning
R1 662+
Check availability
Jewel’s Covered Wagon - Williamsburg - Outdoor view
Jewel’s Covered Wagon
Williamsburg, KY, United States
6.0Okay(1)
Air conditioning
R1 714+
Check availability
Cozy cabin with Full Kitchen on a pond in charming Corbin - Corbin - Bedroom
Cozy cabin with Full Kitchen on a pond in charming Corbin
Corbin, KY, United States
Air conditioning
R2 476+
Check availability
211 Paris St Suites are just minutes from The Ark Encounter - Williamstown - Building
211 Paris St Suites are just minutes from The Ark Encounter
Williamstown, KY, United States
9.8Wonderful(14)
Free Wi-Fi
Air conditioning
R2 597+
Check availability
The Luxe Spot 1 - Covington - Living room
The Luxe Spot 1
Covington, KY, United States
9.5Wonderful(4)
Air conditioning
R2 768+
Check availability
Creekside Adventures - Williamsburg - Living room
Creekside Adventures
Williamsburg, KY, United States
8.0Very Good(7)
Air conditioning
R2 770+
Check availability
Lodge 101 at Eden Reserve Near Ark - Williamstown - Bedroom
Lodge 101 at Eden Reserve Near Ark
Williamstown, KY, United States
8.8Very Good(3)
Parking
Free Wi-Fi
Air conditioning
R2 822+
Check availability
A Curious Cabin in Daniel Boone National Forest - Williamsburg - Patio
A Curious Cabin in Daniel Boone National Forest
Williamsburg, KY, United States
10Wonderful(4)
Air conditioning
R3 722+
Check availability
Modern Studio Apartment in Central Williamstown! - Williamstown - Dining room
Modern Studio Apartment in Central Williamstown!
Williamstown, KY, United States
9.9Wonderful(46)
Free Wi-Fi
Air conditioning
R3 774+
Check availability
The St. Clair - Frankfort - Bar
The St. Clair
Frankfort, KY, United States
9.3Wonderful(81)
Parking
Free Wi-Fi
Air conditioning
R4 194+
Check availability
The Lodges at Eden Reserve - Cabins Near Ark - Williamstown - Living room
The Lodges at Eden Reserve - Cabins Near Ark
Williamstown, KY, United States
9.7Wonderful(28)
Parking
Free Wi-Fi
Air conditioning
R4 882+
Check availability
The Lodges at Eden Reserve - Pet Friendly Cabins Near Ark - Williamstown
The Lodges at Eden Reserve - Pet Friendly Cabins Near Ark
Williamstown, KY, United States
9.0Wonderful(44)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R4 882+
Check availability
Williamstown Gem with Private Pool and Hot Tub! - Williamstown - Balcony
Williamstown Gem with Private Pool and Hot Tub!
Williamstown, KY, United States
9.8Wonderful(41)
Free Wi-Fi
Pool
Air conditioning
R8 552+
Check availability
Big Family Lodge Near Ark Sleeps 16 - Williamstown
Big Family Lodge Near Ark Sleeps 16
Williamstown, KY, United States
9.6Wonderful(27)
Parking
Free Wi-Fi
Pool
Air conditioning
R14 041+
Check availability
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.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
December
R3 424
R4 186
Cheapest month to stay with an average 40% drop in price.
Most expensive month to stay with an average 180% 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 R1 118. 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 037 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

Car hire in Kentucky

Not what you’re looking for? Find thousands of other hotels, flights and car hire with KAYAK.