Holiday rentals near The Red Mile Racetrack
We found 692 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:1 Aug - 8 Aug
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$18,571
NZ$18,571
NZ$2,653 per night
includes taxes & fees
Image gallery for Trailside Oasis•Entire house,12 guests, 7mi to KHP
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Trailside Oasis•Entire house,12 guests, 7mi to KHP
Lexington, KY
7% off
Price is NZ$6,313
NZ$6,313
NZ$902 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
(22 reviews)
Welcome to "The Spot" Southland/6 Miles to Keeneland!
Lexington, KY
7% off
Price is NZ$5,336
NZ$5,336
NZ$762 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
7% off
Price is NZ$7,387
NZ$7,387
NZ$1,055 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
7% off
Price is NZ$4,656
NZ$4,656
NZ$665 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$9,207
NZ$9,207
NZ$1,315 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
(92 reviews)
Cali king beds. Best of Nicholasville! Koi pond relaxing backyard. 3 bed 2 bath
Nicholasville, KY
8% off
Price is NZ$2,446
NZ$2,446
NZ$349 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$7,774
NZ$7,774
NZ$1,111 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$11,733
NZ$11,733
NZ$1,676 per night
includes taxes & fees
Image gallery for 7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
1010 out of 10 rating
Exceptional
(27 reviews)
7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds
Lexington, Kentucky
7% off
Price is NZ$14,213
NZ$14,213
NZ$2,030 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
7% off
Price is NZ$6,495
NZ$6,495
NZ$928 per night
includes taxes & fees
Image gallery for "The Meridian" Modern Stay near Downtown / Airport
9.89.8 out of 10 rating
Exceptional
(25 reviews)
"The Meridian" Modern Stay near Downtown / Airport
Lexington, KY
7% off
Price is NZ$4,793
NZ$4,793
NZ$685 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
7% off
Price is NZ$9,159
NZ$9,159
NZ$1,308 per night
includes taxes & fees
Image gallery for Welcome to “The Spot” - North Limestone/Downtown!
1010 out of 10 rating
Exceptional
(29 reviews)
Welcome to “The Spot” - North Limestone/Downtown!
Lexington, KY
7% off
Price is NZ$3,702
NZ$3,702
NZ$529 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
(14 reviews)
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Cynthiana, KY
13% off
Price is NZ$3,178
NZ$3,178
NZ$454 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$3,997
NZ$3,997
NZ$571 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$3,943
NZ$3,943
NZ$563 per night
includes taxes & fees
Image gallery for Minutes to Keeneland/Airport/UK & more!
1010 out of 10 rating
Exceptional
(10 reviews)
Minutes to Keeneland/Airport/UK & more!
Lexington, KY
7% off
Price is NZ$3,994
NZ$3,994
NZ$571 per night
includes taxes & fees
Image gallery for Hot Tub | Great Location | King Beds | Grill & Patio
1010 out of 10 rating
Exceptional
(74 reviews)
Hot Tub | Great Location | King Beds | Grill & Patio
Lexington, Kentucky
7% off
Price is NZ$7,366
NZ$7,366
NZ$1,052 per night
includes taxes & fees
Image gallery for "The Berry" Mid-Century Modern Stay w/ 3BR - UK
9.89.8 out of 10 rating
Exceptional
(9 reviews)
"The Berry" Mid-Century Modern Stay w/ 3BR - UK
Lexington, KY
7% off
Price is NZ$4,202
NZ$4,202
NZ$600 per night
includes taxes & fees
Image gallery for Cozy, Comfortable & Convenient
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Cozy, Comfortable & Convenient
Lexington, KY
6% off
Price is NZ$3,457
NZ$3,457
NZ$494 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
(7 reviews)
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Paris, KY
8% off
Price is NZ$6,128
NZ$6,128
NZ$875 per night
includes taxes & fees
Image gallery for Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
1010 out of 10 rating
Exceptional
(23 reviews)
Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.
Lexington, KY
10% off
Price is NZ$3,928
NZ$3,928
NZ$561 per night
includes taxes & fees
Image gallery for Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room
1010 out of 10 rating
Exceptional
(166 reviews)
Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room
Lexington, KY
7% off
Price is NZ$6,417
NZ$6,417
NZ$917 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Red Mile Racetrack
Downtown Private Home near Woodland Park Lex.Ky - 30 day min - 365 day stay
Sleeps 6 · 2 bedrooms · 1 bathroom
7.87.8 out of 10
Goodgood
9 reviews(9 reviews)
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
14 reviews(14 reviews)
Nature Escape! Unit Near Attractions in GuestHouse Lexington, Parking, Pool!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Quiet, cozy, cabin apartment in the woods.
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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)
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