Holiday rentals near The Red Mile Racetrack
We found 696 holiday rentals — enter your dates for availability
Select the perfect holiday rental within easy reach of The Red Mile Racetrack. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - The Red Mile Racetrack
Showing deals for:8 Aug - 15 Aug
Image gallery for Trailside Oasis•Entire house,12 guests, 7mi to KHP
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Trailside Oasis•Entire house,12 guests, 7mi to KHP
Lexington, KY
8% off
Price is NZ$6,137
NZ$6,137
NZ$877 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 NZ$16,201
NZ$16,201
NZ$2,314 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$5,188
NZ$5,188
NZ$741 per night
includes taxes & fees
Image gallery for Elegant Equestrian-Themed Home Minutes From Keeneland, Airport & Restaurants
1010 out of 10 rating
Exceptional
(47 reviews)
Elegant Equestrian-Themed Home Minutes From Keeneland, Airport & Restaurants
Lexington, KY
8% off
Price is NZ$7,181
NZ$7,181
NZ$1,026 per night
includes taxes & fees
Image gallery for Cozy 1 bedroom cottage on picturesque horse farm
1010 out of 10 rating
Exceptional
(31 reviews)
Cozy 1 bedroom cottage on picturesque horse farm
Georgetown, KY
8% off
Price is NZ$2,614
NZ$2,614
NZ$373 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 NZ$3,525
NZ$3,525
NZ$504 per night
includes taxes & fees
Image gallery for Highbridge River Cabin with KY River View & Access
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Highbridge River Cabin with KY River View & Access
Wilmore, KY
8% off
Price is NZ$3,024
NZ$3,024
NZ$432 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
(53 reviews)
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Versailles, KY
8% off
Price is NZ$9,294
NZ$9,294
NZ$1,328 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 NZ$7,739
NZ$7,739
NZ$1,106 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
7% off
Price is NZ$9,193
NZ$9,193
NZ$1,313 per night
includes taxes & fees
Image gallery for 7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
1010 out of 10 rating
Exceptional
(28 reviews)
7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
Lexington, Kentucky
7% off
Price is NZ$12,963
NZ$12,963
NZ$1,852 per night
includes taxes & fees
Image gallery for "The Meridian" Modern Stay near Downtown / Airport
9.89.8 out of 10 rating
Exceptional
(26 reviews)
"The Meridian" Modern Stay near Downtown / Airport
Lexington, KY
8% off
Price is NZ$3,882
NZ$3,882
NZ$555 per night
includes taxes & fees
Image gallery for ⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games
1010 out of 10 rating
Exceptional
(8 reviews)
⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games
Lexington, KY
8% off
Price is NZ$4,912
NZ$4,912
NZ$702 per night
includes taxes & fees
Image gallery for 527 Estrella · King Bed, entire 4 bedroom, Kentucky living
1010 out of 10 rating
Exceptional
(17 reviews)
527 Estrella · King Bed, entire 4 bedroom, Kentucky living
Lexington, KY
8% off
Price is NZ$6,656
NZ$6,656
NZ$951 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 NZ$2,469
NZ$2,469
NZ$353 per night
includes taxes & fees
Image gallery for Modern Cheerful Bluegrass Beauty
1010 out of 10 rating
Exceptional
(18 reviews)
Modern Cheerful Bluegrass Beauty
Lexington, KY
11% off
Price is NZ$8,895
NZ$8,895
NZ$1,271 per night
includes taxes & fees
Image gallery for Welcome to “The Spot” - North Limestone/Downtown!
1010 out of 10 rating
Exceptional
(30 reviews)
Welcome to “The Spot” - North Limestone/Downtown!
Lexington, KY
8% off
Price is NZ$3,599
NZ$3,599
NZ$514 per night
includes taxes & fees
Image gallery for Bluegrass Crossing, close to all the attractions in Central Kentucky
8.88.8 out of 10 rating
Excellent
(6 reviews)
Bluegrass Crossing, close to all the attractions in Central Kentucky
Lexington, KY
11% off
Price is NZ$4,448
NZ$4,448
NZ$635 per night
includes taxes & fees
Image gallery for Urban Luxury: Stylish 3-Bedroom Townhome Near ALL Lexington's Prime Attractions
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Urban Luxury: Stylish 3-Bedroom Townhome Near ALL Lexington's Prime Attractions
Lexington, KY
8% off
Price is NZ$9,327
NZ$9,327
NZ$1,332 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
(16 reviews)
Spacious 3 BR w/ King Suite + Patio Off Interstate
Lexington, KY
7% off
Price is NZ$3,567
NZ$3,567
NZ$510 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$5,514
NZ$5,514
NZ$788 per night
includes taxes & fees
Image gallery for New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
1010 out of 10 rating
Exceptional
(17 reviews)
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Cynthiana, KY
13% off
Price is NZ$3,208
NZ$3,208
NZ$458 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
(64 reviews)
⭐️Stylish & Cozy Ranch⭐️ Patio, Fenced Back Yard, Fire 🔥Pit-all the essentials!
Lexington, KY
11% off
Price is NZ$3,333
NZ$3,333
NZ$476 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 NZ$7,346
NZ$7,346
NZ$1,049 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - The Red Mile Racetrack
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Nature Escape! Unit Near Attractions in GuestHouse Lexington, Parking, Pool!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Treetops Solar Sanctuary
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
Comfort and Convenience! Free Breakfast, Free Parking, Close to Loudoun House
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Quiet, cozy, cabin apartment in the woods.
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Entire Home in Hamburg!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 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