Holiday rentals near Red Mile Racetrack

We found 713 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

February 2026

March 2026

Select the perfect holiday rental within easy reach of 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 - Red Mile Racetrack

Showing deals for:15 May - 22 May

Exceptional

(58 reviews)

Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport

Versailles

8% off

for 7 nights, 1 room

AU$1,112 per night

includes taxes & fees

Exceptional

(18 reviews)

Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing

Georgetown

8% off

for 7 nights, 1 room

AU$538 per night

includes taxes & fees

Exceptional

(22 reviews)

River Retreat: Private Cabin Getaway on the Bourbon Trail

Versailles

8% off

for 7 nights, 1 cabin

AU$307 per night

includes taxes & fees

Exceptional

(279 reviews)

Renovated Train Station on Thoroughbred Horse Farm

Paris

8% off

for 7 nights, 1 room

AU$372 per night

includes taxes & fees

Exceptional

(36 reviews)

New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

Cynthiana

13% off

for 7 nights, 1 room

AU$401 per night

includes taxes & fees

Exceptional

(99 reviews)

World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail

Lexington

15% off

for 7 nights, 1 room

AU$648 per night

includes taxes & fees

Exceptional

(31 reviews)

Cozy, Fun, Relaxing 4Bd, 2Bth Home near Keeneland.

Lexington

8% off

for 7 nights, 1 home

AU$490 per night

includes taxes & fees

Exceptional

(11 reviews)

Stylish Mid-Century Modern Home 5 minutes to downtown

Lexington

14% off

for 7 nights, 1 home

AU$301 per night

includes taxes & fees

Open concept family living room with fireplace, full kitchen and dining area

Exceptional

(7 reviews)

Modern comfort within walking distance from UKY, Kroger Field, & Chevy Chase.

Lexington

8% off

for 7 nights, 1 home

AU$1,089 per night

includes taxes & fees

Imagine waking up and enjoying your coffee along with this glorious sunrise!

Exceptional

(25 reviews)

Spacious Retreat with Heated Pool-Hot Tub-Games-Bar-Near Keeneland&Bourbon Trail

Lexington

11% off

for 7 nights, 1 home

AU$1,457 per night

includes taxes & fees

Exceptional

(47 reviews)

Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

Midway

16% off

for 7 nights, 1 home

AU$235 per night

includes taxes & fees

Exceptional

(33 reviews)

3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

Frankfort

7% off

for 7 nights, 1 home

AU$279 per night

includes taxes & fees

Exceptional

(10 reviews)

⭐️Renovated⭐️ Great Location Fire Pit - Dog Friendly - Fully Fenced - Games

Lexington

7% off

for 7 nights, 1 home

AU$518 per night

includes taxes & fees

Exceptional

(50 reviews)

Elegant Equestrian-Themed Home Minutes From Keeneland, Airport & Restaurants

Lexington

8% off

for 7 nights, 1 home

AU$868 per night

includes taxes & fees

Wonderful

(10 reviews)

Hot Tub Tiny Home Hideaway Near Horse Park and Ark

Georgetown

8% off

for 7 nights, 1 home

AU$296 per night

includes taxes & fees

Exceptional

(10 reviews)

“Ivory Inn” Modern Stay w/ Hot Tub - Greyline

Lexington

8% off

for 7 nights, 1 home

AU$535 per night

includes taxes & fees

Exceptional

(25 reviews)

Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

Georgetown

8% off

for 7 nights, 1 home

AU$418 per night

includes taxes & fees

Exceptional

(13 reviews)

3 miles from the Ky Horse Park. Read the house rules and listing before you book

Georgetown

8% off

for 7 nights, 1 home

AU$313 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Red Mile Racetrack

Premier Host

Quiet, Comfortable Cottage

Sleeps 8 · 2 bedrooms · 1+ bathroom

2-bedroom farmhouse, Lexington located on Marimac Farm. Horse stalls available.

Sleeps 4 · 2 bedrooms · 1 bathroom

Historic circa 1790 2 bedroom farmhouse on 6 acres in beautiful Paris, Kentucky.

Sleeps 5 · 2 bedrooms · 2 bathrooms

Top rated rentals - Red Mile Racetrack

Premier Host

Lovely place to stay!

We had such a great stay at Tree

Kylie R.

Stayed Aug 2024

Image of Lexington Apt. with parking & private entrance Preview listing

Truly lovely accommodation that felt like home

Set in a quiet leafy suburb of Lexington, The apartment is situated underneath the main house so you walk down the side of house to get to it. Beautifully decorated and bedroom nice and large. Bedding very comfortable. Wish we could have stayed more than one night. Be aware if you have walking difficulties that there are stairs down to apartment.

bronwyn a.

Stayed June 2024

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value