Holiday rentals near The Kentucky Castle
We found 382 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals close to The Kentucky Castle that provide the perfect home base for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for spending time at your holiday home, including air conditioning and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - The Kentucky Castle
Showing deals for:14 Nov - 21 Nov
Image gallery for Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
Lexington, KY
8% off
Price is NZ$3,953
NZ$3,953
NZ$565 per night
includes taxes & fees
Image gallery for Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
1010 out of 10 rating
Exceptional
(57 reviews)
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Versailles, KY
8% off
Price is NZ$9,372
NZ$9,372
NZ$1,339 per night
includes taxes & fees
Image gallery for HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm
1010 out of 10 rating
Exceptional
(20 reviews)
HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm
Georgetown, KY
8% off
Price is NZ$17,909
NZ$17,909
NZ$2,558 per night
includes taxes & fees
Image gallery for Cozy updated home mins to Keeneland & Lexington. Championship Golf Course Views
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Cozy updated home mins to Keeneland & Lexington. Championship Golf Course Views
Nicholasville, KY
8% off
Price is NZ$7,015
NZ$7,015
NZ$1,002 per night
includes taxes & fees
Image gallery for Peaceful Chevy Chase Retreat
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Peaceful Chevy Chase Retreat
Lexington, KY
8% off
Price is NZ$6,659
NZ$6,659
NZ$951 per night
includes taxes & fees
Image gallery for Heated, Saltwater Pool-Hot Tub-GameRm-Bar-near Keeneland-Bourbon Trail-Dogs OK!
1010 out of 10 rating
Exceptional
(16 reviews)
Heated, Saltwater Pool-Hot Tub-GameRm-Bar-near Keeneland-Bourbon Trail-Dogs OK!
Nicholasville, KY
11% off
Price is NZ$9,549
NZ$9,549
NZ$1,364 per night
includes taxes & fees
Image gallery for Quiet, Comfortable Cottage
9.89.8 out of 10 rating
Exceptional
(92 reviews)
Quiet, Comfortable Cottage
Versailles, KY
12% off
Price is NZ$2,460
NZ$2,460
NZ$351 per night
includes taxes & fees
Image gallery for Unbeatable location for the best experiences in Central Kentucky
1010 out of 10 rating
Exceptional
(10 reviews)
Unbeatable location for the best experiences in Central Kentucky
Lexington, KY
9% off
Price is NZ$5,006
NZ$5,006
NZ$715 per night
includes taxes & fees
Image gallery for Stay in a newly renovated home in the heart of Dtown Lexington
1010 out of 10 rating
Exceptional
(14 reviews)
Stay in a newly renovated home in the heart of Dtown Lexington
Lexington, KY
9% off
Price is NZ$3,638
NZ$3,638
NZ$520 per night
includes taxes & fees
Image gallery for Hot Tub | 7 Beds | Fire Pit | Patio & Grill
1010 out of 10 rating
Exceptional
(60 reviews)
Hot Tub | 7 Beds | Fire Pit | Patio & Grill
Lexington, KY
7% off
Price is NZ$4,527
NZ$4,527
NZ$647 per night
includes taxes & fees
Image gallery for Historic, spacious home in Chevy Chase, perfect for big families! By downtown&UK
1010 out of 10 rating
Exceptional
(25 reviews)
Historic, spacious home in Chevy Chase, perfect for big families! By downtown&UK
Lexington, KY
8% off
Price is NZ$8,797
NZ$8,797
NZ$1,257 per night
includes taxes & fees
Image gallery for Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
1010 out of 10 rating
Exceptional
(29 reviews)
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Versailles, KY
8% off
Price is NZ$3,021
NZ$3,021
NZ$432 per night
includes taxes & fees
Image gallery for Firepit | Outdoor Deck | Great Location
1010 out of 10 rating
Exceptional
(78 reviews)
Firepit | Outdoor Deck | Great Location
Lexington, KY
7% off
Price is NZ$4,060
NZ$4,060
NZ$580 per night
includes taxes & fees
Image gallery for Stylish Mid-Century Modern Home 5 minutes to downtown
1010 out of 10 rating
Exceptional
(8 reviews)
Stylish Mid-Century Modern Home 5 minutes to downtown
Lexington, KY
14% off
Price is NZ$2,494
NZ$2,494
NZ$356 per night
includes taxes & fees
Image gallery for Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
1010 out of 10 rating
Exceptional
(34 reviews)
Bourbon n Horses themed 3B/2Ba home in beautiful Chevy Chase neighborhood!
Lexington, KY
8% off
Price is NZ$4,005
NZ$4,005
NZ$572 per night
includes taxes & fees
Image gallery for Pool | Hot Tub | Covered Porch | Patio | Game Room
9.89.8 out of 10 rating
Exceptional
(116 reviews)
Pool | Hot Tub | Covered Porch | Patio | Game Room
Lexington, KY
7% off
Price is NZ$7,924
NZ$7,924
NZ$1,132 per night
includes taxes & fees
Image gallery for Cozy Cottage Perfect for Girls Night Away
1010 out of 10 rating
Exceptional
(9 reviews)
Cozy Cottage Perfect for Girls Night Away
Lexington, KY
8% off
Price is NZ$6,540
NZ$6,540
NZ$934 per night
includes taxes & fees
Image gallery for Great Location | Patio | Grill | Tempurpedic Beds
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Great Location | Patio | Grill | Tempurpedic Beds
Lexington, KY
6% off
Price is NZ$2,287
NZ$2,287
NZ$327 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong
1010 out of 10 rating
Exceptional
(64 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, KY
7% off
Price is NZ$5,867
NZ$5,867
NZ$838 per night
includes taxes & fees
Image gallery for 1.7 miles to KY Horse Park premise ID 12268400-2
9.49.4 out of 10 rating
Exceptional
(132 reviews)
1.7 miles to KY Horse Park premise ID 12268400-2
Lexington, KY
9% off
Price is NZ$2,695
NZ$2,695
NZ$385 per night
includes taxes & fees
Image gallery for Cozy, Comfortable & Convenient
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Cozy, Comfortable & Convenient
Lexington, KY
7% off
Price is NZ$3,350
NZ$3,350
NZ$479 per night
includes taxes & fees
Image gallery for Southside Charmer with king bed.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Southside Charmer with king bed.
Lexington, KY
8% off
Price is NZ$3,381
NZ$3,381
NZ$483 per night
includes taxes & fees
Image gallery for Family-friendly newly built house in the heart of Kentucky's Horse Country
1010 out of 10 rating
Exceptional
(48 reviews)
Family-friendly newly built house in the heart of Kentucky's Horse Country
Lexington, KY
12% off
Price is NZ$6,063
NZ$6,063
NZ$866 per night
includes taxes & fees
Image gallery for Welcome to "The Spot" Southland/6 Miles to Keeneland!
9.49.4 out of 10 rating
Exceptional
(24 reviews)
Welcome to "The Spot" Southland/6 Miles to Keeneland!
Lexington, KY
8% off
Price is NZ$5,056
NZ$5,056
NZ$722 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in The Kentucky Castle
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Find the best place to stay - The Kentucky Castle
12acre Villa right by Keeneland-Keene Creek Estate 10,000sqft
Sleeps 19 · 7 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Historic Woodford Buffalo Trace Distil - Sleeps 24
Sleeps 24 · 10 bedrooms · 8+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Woodford Stables / Walk to Eckert's Orchard
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Orchard Park cottage
Sleeps 6 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
The Top Shelf on the Bourbon Trail in Historical Downtown Versailles
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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