Kentucky holiday rentals

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Best Kentucky holiday rentals

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£34 - £180£180 - £325£325 - £471£471 - £616£616+ per night

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Most recommended holiday rentals in Kentucky

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Econo Lodge Louisville Airport - Louisville - Building
Econo Lodge Louisville Airport
Louisville, KY, United States
6.1Okay(170)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£65+
Check availability
Econo Lodge Downtown - Louisville - Bedroom
Econo Lodge Downtown
Downtown
6.5Okay(1293)
Free Wi-Fi
Air conditioning
£68+
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Horse Country Carriage House with Views of Horse Paddocks and Famous Barns. br - Nicholasville
Horse Country Carriage House with Views of Horse Paddocks and Famous Barns. br
Nicholasville, KY, United States
Pet-friendly
Air conditioning
£135+
Check availability
Firestone's @ BRL 14mi-Mammoth Cave. Fire pit! - Glasgow - Living room
Firestone's @ BRL 14mi-Mammoth Cave. Fire pit!
Glasgow, KY, United States
10Wonderful(58)
Free Wi-Fi
Air conditioning
£137+
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Glamping in the Man cave - Glasgow - Patio
Glamping in the Man cave
Glasgow, KY, United States
10Wonderful(8)
Air conditioning
£146+
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The Perch - New / Downtown! - Winchester - Bedroom
The Perch - New / Downtown!
Winchester, KY, United States
Free Wi-Fi
Air conditioning
£192+
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Cali king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath - Nicholasville - Living room
Cali king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath
Nicholasville, KY, United States
10Wonderful(29)
Free Wi-Fi
Air conditioning
£194+
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Glasgow Home with Porch Close to Lake and Caves! - Glasgow - Living room
Glasgow Home with Porch Close to Lake and Caves!
Glasgow, KY, United States
9.1Wonderful(16)
Free Wi-Fi
Air conditioning
£221+
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Glasgow Getaway with Patio, Fireplace and Grill! - Glasgow
Glasgow Getaway with Patio, Fireplace and Grill!
Glasgow, KY, United States
9.9Wonderful(6)
Free Wi-Fi
Air conditioning
£235+
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Luxury 3-bedroom house with WiFi, AC, Hottub. - Nicholasville - Kitchen
Luxury 3-bedroom house with WiFi, AC, Hottub.
Nicholasville, KY, United States
10Wonderful(1)
Free Wi-Fi
Air conditioning
£239+
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Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. - Winchester - Living room
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Winchester, KY, United States
9.9Wonderful(31)
Air conditioning
£243+
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The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark - Georgetown - Bedroom
The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark
Georgetown, KY, United States
9.4Wonderful(17)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£284+
Check availability
The Plaid Peacock - minutes from Mammoth Cave. Family sized, downtown Glasgow! - Glasgow - Living room
The Plaid Peacock - minutes from Mammoth Cave. Family sized, downtown Glasgow!
Glasgow, KY, United States
10Wonderful(2)
Air conditioning
£333+
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Renovated Luxury Cottage on Seabrook - Nicholasville
Renovated Luxury Cottage on Seabrook
Nicholasville, KY, United States
Free Wi-Fi
Air conditioning
£453+
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Beautiful Bluegrass Home on Just Under 100 Acres! - Nicholasville
Beautiful Bluegrass Home on Just Under 100 Acres!
Nicholasville, KY, United States
Air conditioning
£616+
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Luxurious Lakefront Custom Home - 4 Secluded Acres - Wfh/Hotdesk Friendly - Glasgow - Living room
Luxurious Lakefront Custom Home - 4 Secluded Acres - Wfh/Hotdesk Friendly
Glasgow, KY, United States
9.8Wonderful(14)
Free Wi-Fi
Pet-friendly
Air conditioning
£777+
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 41 days before your stay begins to get the best price for your Kentucky vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
December
£147
£163
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 256% 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

  • If you’re looking for a cheap holiday rental in Kentucky, you should consider visiting during the low season. The cheapest holiday homes in Kentucky can be found in October and June.
  • The cheapest night for renting a holiday home in Kentucky is Saturday. In contrast, the most expensive is Thursday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Kentucky for 2 days.
  • Pool, pet friendly, and hot tub are the most popular holiday rental property amenities in Kentucky
  • Holiday rentals in Kentucky are around 32% more expensive than hotels on average. Search here to compare prices for all accommodation types in Kentucky.

FAQs when booking a holiday home in Kentucky

  • What is the most popular holiday rental destination in Kentucky?

    Based on KAYAK holiday rental searches, the most popular destination is Louisville (44% of total searches to Kentucky). The next most popular destinations are Lebanon (11%) and Covington (11%). Searches for holida rentals in Glasgow (11%), Riverwood (11%) and London (11%) are also popular.

  • 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 £41. 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, houses, lodges, agritourism, bungalows, cabins, campgrounds, caravan parks, chalets, condos, cottages, campsites, homestays, motorhomes, treehouses, villas, caravans, hotels 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 Downtown and Econo Lodge.

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

    There are a number of dog and pet-friendly Kentucky holiday rentals, with around 10% 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

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