Kentucky holiday rentals

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Best Kentucky holiday rentals

Most recommended holiday rentals in Kentucky

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The Winchester - Winchester - Living room
The Winchester
Winchester, KY, United States
Parking
Free Wi-Fi
Air conditioning
£138+
Check availability
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
Free Wi-Fi
Pet-friendly
Air conditioning
£1,080+
Check availability
Econo Lodge - London - Lobby
Econo Lodge
London, KY, United States
5.6Fair(137)
Parking
Free Wi-Fi
Pool
Pet-friendly
£67+
Check availability
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. - Winchester - Bedroom
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Winchester, KY, United States
Air conditioning
£248+
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Glamping in the Man cave - Glasgow - Patio
Glamping in the Man cave
Glasgow, KY, United States
Air conditioning
£148+
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2nd Story Historic Downtown 2BR with Modern Amenities - Winchester - Building
2nd Story Historic Downtown 2BR with Modern Amenities
Winchester, KY, United States
Free Wi-Fi
Pet-friendly
Air conditioning
£136+
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Glamping at Peace In The Valley - Glasgow - Dining room
Glamping at Peace In The Valley
Glasgow, KY, United States
Free Wi-Fi
Air conditioning
£153+
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The Plaid Peacock - minutes from Mammoth Cave. Family sized, downtown Glasgow!\n\n - Glasgow - Living room
The Plaid Peacock - minutes from Mammoth Cave. Family sized, downtown Glasgow!\n\n
Glasgow, KY, United States
Air conditioning
£339+
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The Perch - New / Downtown! - Winchester - Bedroom
The Perch - New / Downtown!
Winchester, KY, United States
Free Wi-Fi
Air conditioning
£193+
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HOLY MOLY looking for small family to spend time. Sleeps 5 - Glasgow - Bedroom
HOLY MOLY looking for small family to spend time. Sleeps 5
Glasgow, KY, United States
Air conditioning
£148+
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The Wilbur - Stay in Historic Glasgow!\n\n - Glasgow - Living room
The Wilbur - Stay in Historic Glasgow!\n\n
Glasgow, KY, United States
Air conditioning
£279+
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Glamping in the She Shed - Glasgow - Bedroom
Glamping in the She Shed
Glasgow, KY, United States
Air conditioning
£154+
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Pet Friendly 1 Bedroom Apartment; Quiet & Secluded - 1/2 hour from town - London - Outdoor view
Pet Friendly 1 Bedroom Apartment; Quiet & Secluded - 1/2 hour from town
London, KY, United States
Free Wi-Fi
Pet-friendly
Air conditioning
£139+
Check availability
Econo Lodge - Lexington - Bedroom
Econo Lodge
Lexington, KY, United States
5.8Fair(796)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£48+
Check availability
The Winchester 2 - Winchester
The Winchester 2
Winchester, KY, United States
10Wonderful(1)
Parking
Free Wi-Fi
Air conditioning
£126+
Check availability
Hilltop Hideaway - 3bdr In Downtown London, Ky - London
Hilltop Hideaway - 3bdr In Downtown London, Ky
London, KY, United States
9.9Wonderful(16)
Parking
Free Wi-Fi
Air conditioning
£138+
Check availability
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£25 - £288£288 - £550£550 - £812£812 - £1,074£1,074+ per night

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Good to know

Low season

June

High season

August

Average price (weeknight)

£157

Average price (weekend night)

£171
Cheapest month to stay with an average 15% drop in price.
Most expensive month to stay with an average 143% 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 April and November.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Kentucky for 3 days.
  • Pool, air-conditioned, pet friendly, and hot tub are the most popular holiday rental property amenities in Kentucky
  • Holiday rentals in Kentucky are around 33% more expensive than hotels on average. Search here to compare prices for all accommodation types in Kentucky.
See more tips

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 (25% of total searches to Kentucky). The next most popular destinations are Mammoth Cave (25%) and Glasgow (25%). Searches for holiday rentals in Frankfort (25%) 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 £46. 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, luxury tents, motorhomes, treehouses, villas and caravans.

  • 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 13% allowing you to bring your pet along with you.

See more FAQs

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
Holidays in Kentucky

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