Holiday rentals near Keeneland Racing Course
We found 809 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:14 Nov - 21 Nov
Image gallery for Handcrafted Rustic Cabin on the Bourbon Trail
1010 out of 10 rating
Exceptional
(17 reviews)
Handcrafted Rustic Cabin on the Bourbon Trail
Versailles, KY
7% off
Price is NZ$2,412
NZ$2,412
NZ$345 per night
includes taxes & fees
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$3,943
NZ$3,943
NZ$563 per night
includes taxes & fees
Image gallery for Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Paris, KY
8% off
Price is NZ$3,792
NZ$3,792
NZ$542 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$8,181
NZ$8,181
NZ$1,169 per night
includes taxes & fees
Image gallery for Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
1010 out of 10 rating
Exceptional
(33 reviews)
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Frankfort, KY
6% off
Price is NZ$1,982
NZ$1,982
NZ$283 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$17,861
NZ$17,861
NZ$2,552 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$6,979
NZ$6,979
NZ$997 per night
includes taxes & fees
Image gallery for Beautiful farm stay apartment, rural Georgetown KY
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Beautiful farm stay apartment, rural Georgetown KY
Georgetown, KY
8% off
Price is NZ$1,685
NZ$1,685
NZ$241 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$2,453
NZ$2,453
NZ$350 per night
includes taxes & fees
Image gallery for Barndominium on the Bourbon Trail - Hot Tub and Horses! Dog and Horse friendly!
1010 out of 10 rating
Exceptional
(39 reviews)
Barndominium on the Bourbon Trail - Hot Tub and Horses! Dog and Horse friendly!
Lawrenceburg, KY
15% off
Price is NZ$2,921
NZ$2,921
NZ$417 per night
includes taxes & fees
Image gallery for The Bourbon Sanctuary
9.89.8 out of 10 rating
Exceptional
(18 reviews)
The Bourbon Sanctuary
Frankfort, KY
8% off
Price is NZ$2,053
NZ$2,053
NZ$293 per night
includes taxes & fees
Image gallery for 🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
1010 out of 10 rating
Exceptional
(16 reviews)
🏇🏼Equestrian & Bourbon Central🥃 👑The Kingston👑 Near Fasig-Tipton & KYSHP🐴
Lexington, KY
6% off
Price is NZ$3,613
NZ$3,613
NZ$516 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$4,971
NZ$4,971
NZ$710 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$10,243
NZ$10,243
NZ$1,463 per night
includes taxes & fees
Image gallery for Welcome to Stillmeadow Farm, a grand Georgian-style home nestled on 135 acres in Frankfort, KY
1010 out of 10 rating
Exceptional
(9 reviews)
Welcome to Stillmeadow Farm, a grand Georgian-style home nestled on 135 acres in Frankfort, KY
Frankfort, KY
9% off
Price is NZ$9,226
NZ$9,226
NZ$1,318 per night
includes taxes & fees
Image gallery for Chic Main Street Retreat < 7 Mi to KY Horse Park!
1010 out of 10 rating
Exceptional
(66 reviews)
Chic Main Street Retreat < 7 Mi to KY Horse Park!
Georgetown, KY
10% off
Price is NZ$1,738
NZ$1,738
NZ$248 per night
includes taxes & fees
Image gallery for Riverside Roost -bourbon themed waterfront home
1010 out of 10 rating
Exceptional
(13 reviews)
Riverside Roost -bourbon themed waterfront home
Versailles, KY
16% off
Price is NZ$2,384
NZ$2,384
NZ$341 per night
includes taxes & fees
Image gallery for Spacious Frankfort Retreat on Bourbon Trail!
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Spacious Frankfort Retreat on Bourbon Trail!
Frankfort, KY
10% off
Price is NZ$3,298
NZ$3,298
NZ$471 per night
includes taxes & fees
Image gallery for Springside BoHo Getaway
1010 out of 10 rating
Exceptional
(46 reviews)
Springside BoHo Getaway
Georgetown, KY
8% off
Price is NZ$2,404
NZ$2,404
NZ$343 per night
includes taxes & fees
Image gallery for Bourbon Trail/8 mins to distilleries/Fenced Yard/Pet-Friendly/Entire House
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Bourbon Trail/8 mins to distilleries/Fenced Yard/Pet-Friendly/Entire House
Lawrenceburg, KY
8% off
Price is NZ$2,799
NZ$2,799
NZ$400 per night
includes taxes & fees
Image gallery for Red Door Retreat
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Red Door Retreat
Lexington, KY
8% off
Price is NZ$2,721
NZ$2,721
NZ$389 per night
includes taxes & fees
Image gallery for This house is a 0 bedroom(s), 2 bathrooms, located in Frankfort, KY.
9.49.4 out of 10 rating
Exceptional
(13 reviews)
This house is a 0 bedroom(s), 2 bathrooms, located in Frankfort, KY.
Frankfort, KY
9% off
Price is NZ$2,521
NZ$2,521
NZ$360 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$3,012
NZ$3,012
NZ$430 per night
includes taxes & fees
Image gallery for Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Frankfort, KY
20% off
Price is NZ$4,264
NZ$4,264
NZ$609 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Keeneland Racing Course
Cozy updated home mins to Keeneland & Lexington. Championship Golf Course Views
Sleeps 12 · 5 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
Sleeps 12 · 7 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Cozy cabin in the heart of horse country
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Firepit | Outdoor Deck | Great Location
Sleeps 12 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Sleeps 10 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
ONE OF A KIND Sanctuary with POOL. Keeneland, Bourbon Trail
Sleeps 13 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 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
More for lessMore space, more privacy, more amenities — more value