Holiday rentals near Keeneland Racing Course
We found 833 holiday rentals — enter your dates for availability
Find the perfect holiday rental within close proximity to Keeneland Racing Course. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as a pool and a washer and dryer. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Keeneland Racing Course
Showing deals for:19 Sept - 26 Sept
Image gallery for Botherum Carriage House, Garden Lovers Delight
1010 out of 10 rating
Exceptional
(11 reviews)
Botherum Carriage House, Garden Lovers Delight
Lexington, KY
8% off
Price is AU$14,553
AU$14,553
AU$2,079 per night
includes taxes & fees
Image gallery for Historical Villa w/hot tub-1block from Rupp
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Historical Villa w/hot tub-1block from Rupp
Lexington, KY
8% off
Price is AU$15,402
AU$15,402
AU$2,200 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 AU$4,589
AU$4,589
AU$656 per night
includes taxes & fees
Image gallery for World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
9.89.8 out of 10 rating
Exceptional
(92 reviews)
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Lexington, KY
16% off
Price is AU$4,899
AU$4,899
AU$700 per night
includes taxes & fees
Image gallery for "The Lynn" MODERN URBAN STAY w/ Backyard
1010 out of 10 rating
Exceptional
(15 reviews)
"The Lynn" MODERN URBAN STAY w/ Backyard
Lexington, KY
8% off
Price is AU$3,100
AU$3,100
AU$443 per night
includes taxes & fees
Image gallery for Pool | Hot Tub | Covered Porch | Patio | Game Room
9.89.8 out of 10 rating
Exceptional
(110 reviews)
Pool | Hot Tub | Covered Porch | Patio | Game Room
Lexington, KY
7% off
Price is AU$9,305
AU$9,305
AU$1,329 per night
includes taxes & fees
Image gallery for Springside Equine Getaway
1010 out of 10 rating
Exceptional
(10 reviews)
Springside Equine Getaway
Georgetown, KY
8% off
Price is AU$2,130
AU$2,130
AU$304 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
(56 reviews)
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Versailles, KY
8% off
Price is AU$8,526
AU$8,526
AU$1,218 per night
includes taxes & fees
Image gallery for Cali king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath
1010 out of 10 rating
Exceptional
(94 reviews)
Cali king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath
Nicholasville, KY
8% off
Price is AU$2,275
AU$2,275
AU$325 per night
includes taxes & fees
Image gallery for Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
1010 out of 10 rating
Exceptional
(14 reviews)
Bourbon Hous - 7 Bdrms, Bar, Billiards, Downtown Lexington
Lexington, KY
8% off
Price is AU$14,757
AU$14,757
AU$2,108 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 AU$15,692
AU$15,692
AU$2,242 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | Patio | Grill | Ping Pong
1010 out of 10 rating
Exceptional
(58 reviews)
Hot Tub | Great Location | Patio | Grill | Ping Pong
Lexington, Kentucky
7% off
Price is AU$6,279
AU$6,279
AU$897 per night
includes taxes & fees
Image gallery for Kentucky Dream! 4BR, 3BA, 2Car-G/Covered Backyard Stage, 1-Mile from Rupp!
1010 out of 10 rating
Exceptional
(8 reviews)
Kentucky Dream! 4BR, 3BA, 2Car-G/Covered Backyard Stage, 1-Mile from Rupp!
Lexington, KY
8% off
Price is AU$8,097
AU$8,097
AU$1,157 per night
includes taxes & fees
Image gallery for "The Meridian" Modern Stay near Downtown / Airport
9.89.8 out of 10 rating
Exceptional
(27 reviews)
"The Meridian" Modern Stay near Downtown / Airport
Lexington, KY
8% off
Price is AU$3,551
AU$3,551
AU$507 per night
includes taxes & fees
Image gallery for Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
1010 out of 10 rating
Exceptional
(6 reviews)
Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.
Lexington, KY
8% off
Price is AU$10,492
AU$10,492
AU$1,499 per night
includes taxes & fees
Image gallery for “Bourbon Trail Beauty”
1010 out of 10 rating
Exceptional
(16 reviews)
“Bourbon Trail Beauty”
Lawrenceburg, KY
8% off
Price is AU$3,842
AU$3,842
AU$549 per night
includes taxes & fees
Image gallery for Spacious 3 BR w/ King Suite + Patio Off Interstate
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Spacious 3 BR w/ King Suite + Patio Off Interstate
Lexington, KY
8% off
Price is AU$3,888
AU$3,888
AU$555 per night
includes taxes & fees
Image gallery for Brick Hous - Downtown Lexington
1010 out of 10 rating
Exceptional
(6 reviews)
Brick Hous - Downtown Lexington
Lexington, KY
8% off
Price is AU$11,992
AU$11,992
AU$1,713 per night
includes taxes & fees
Image gallery for ⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
1010 out of 10 rating
Exceptional
(69 reviews)
⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
Lexington, KY
11% off
Price is AU$3,015
AU$3,015
AU$431 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | King Beds | Grill & Patio
1010 out of 10 rating
Exceptional
(76 reviews)
Hot Tub | Great Location | King Beds | Grill & Patio
Lexington, Kentucky
7% off
Price is AU$5,999
AU$5,999
AU$857 per night
includes taxes & fees
Image gallery for Minutes to Keeneland/Airport/UK & more!
1010 out of 10 rating
Exceptional
(13 reviews)
Minutes to Keeneland/Airport/UK & more!
Lexington, KY
8% off
Price is AU$3,094
AU$3,094
AU$442 per night
includes taxes & fees
Image gallery for Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Located in Georgetown, KY, close to Toyota, Kentucky Horse Park, Lexington, KY
Georgetown, KY
16% off
Price is AU$2,784
AU$2,784
AU$398 per night
includes taxes & fees
Image gallery for Welcome to “The Spot” - North Limestone/Downtown!
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Welcome to “The Spot” - North Limestone/Downtown!
Lexington, KY
12% off
Price is AU$3,071
AU$3,071
AU$439 per night
includes taxes & fees
Image gallery for Few and Proud
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Few and Proud
Lexington, KY
7% off
Price is AU$3,021
AU$3,021
AU$432 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Keeneland Racing Course
Showing deals for: 16 Sept - 19 Sept
7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
Sleeps 12 · 7 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The current price is AU$3,896
AU$3,896
for 3 nights, 1 home
AU$1,299 per night
includes taxes & fees
Historic Mansion in Downtown Lexington.
Sleeps 6 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
The current price is AU$3,249
AU$3,249
for 3 nights, 1 home
AU$1,083 per night
includes taxes & fees
Private Residence on 37 Acres, 9 minutes to Keeneland.
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
The current price is AU$3,272
AU$3,272
for 3 nights, 1 home
AU$1,091 per night
includes taxes & fees
Trailside Oasis•Entire house,12 guests, 7mi to KHP
Sleeps 13 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
The current price is AU$2,845
AU$2,845
for 3 nights, 1 home
AU$948 per night
includes taxes & fees
Renovated train station on thoroughbred horse farm.
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
The current price is AU$1,412
AU$1,412
for 3 nights, 1 room
AU$471 per night
includes taxes & fees
Cozy cabin in the heart of horse country
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The current price is AU$1,317
AU$1,317
for 3 nights, 1 cabin
AU$439 per night
includes taxes & fees
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
More for lessMore space, more privacy, more amenities — more value