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Vacation Rentals near Keeneland

4201 Versailles Rd, Lexington, Kentucky 40510-9648
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    Travelers to Lexington are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    All 56 Rentals in Lexington
    15 Min to Keeneland/KY Horse Park/Red MileRacetrack/Airport/Downtown Lexington1 / 33
    (1)Excellent
    4.4 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Bluegrass Calling1 / 20
    (1)Excellent
    3.6 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4.2 miles from Keeneland
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    3.8 miles from Keeneland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    6.3 miles from Keeneland
    1 Bedroom, 2 Bathrooms, Sleeps 10 Quick View
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 10
    6.9 miles from Keeneland
    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 3 Bathrooms, Sleeps 2
    6.7 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    5.1 miles from Keeneland
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3.1 miles from Keeneland
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Easy living awaits when you book this charming 5-bedroom, 3.5-bathroom vacation rental house in Lexington. With enough space for up to 8 guests, this home is the perfect destination for those wanting to rest and relax in a homey environment. When you’re not out exploring the abundant excitement of...
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    Lexington, Kentucky
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
    3.9 miles from Keeneland
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    About this property
    Cozy two story former model home situated on Lexington's North side offers quiet, safe space to relax and enjoy the scenic area. You are 10 minutes from downtown and University life as well as 1 hour outside of Louisville and Cincinnati. This property features a private room that includes 1.5 bath...
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3.5 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Newly renovated apartment in our home in a quiet upscale Lexington neighborhood. We are 5 minutes from the airport and Keeneland. You are close to dining and entertainment, but still able to relax and unwind after exploring the Bluegrass area, You have a private entrance to the apartment through...
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    4.2 miles from Keeneland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Charming cottage home sets on a quaint 20 acre farm with horses and a vineyard situated 10 minutes from downtown Lexington and Midway. You get to enjoy the best of both worlds with the city and the country. Accommodations are a quaint cottage guest house on the farm. Owners live in a main house on...
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Bourbon Barrel Suite1 / 44
    (7)Excellent
    5.7 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    KY Horse Park, Equestrian Events, Derby, Keeneland!  4 miles off I-75/I-641 / 40
    (21)Excellent
    12.4 miles from Keeneland
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Lexington, Kentucky
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    **Bluegrass Getaway**1 / 9
    (3)Excellent
    4.0 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Stylish Kentucky Hospitality1 / 31
    (2)Excellent
    6.3 miles from Keeneland
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Lexington, Kentucky
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 16
    Luxury Updated Chevy Chase Home - Close to UK1 / 16
    (35)Excellent
    6.3 miles from Keeneland
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Lexington, Kentucky
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Lafferty House-Walk to UK, Woodland Pk, Dn Town, near Bourbon Trail, Horse Farms1 / 11
    (8)Excellent
    6.3 miles from Keeneland
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Fabulous 1880 Victorian 'castle' in North End downtown Lexington1 / 22
    (5)Excellent
    7.1 miles from Keeneland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    **Brand New Cozy Apartment|Close to Everything**1 / 9
    (9)Excellent
    4.1 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location1 / 24
    (51)Excellent
    6.1 miles from Keeneland
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    3 Bdr/3 Bath House in Andover Convenient to All of Lexington1 / 37
    (169)Excellent
    10.5 miles from Keeneland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Spacious updated 4 bedroom house near Kentucky horse park1 / 22
    (10)Excellent
    4.5 miles from Keeneland
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Lexington, Kentucky
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    The Black Bear Lodge1 / 28
    (8)Very good
    5.8 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Cheerful and Cozy in the Heart of Chevy Chase!1 / 15
    (14)Excellent
    6.4 miles from Keeneland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Central Located Lexington Home-Newly Remodled1 / 23
    (9)Very good
    5.3 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    A THOROUGHBRED Experience minutes to Keeneland, Horse Park, Fasig &DT Lexington!1 / 48
    (15)Excellent
    8.9 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Comfortable Family Home1 / 18
    (49)Excellent
    3.7 miles from Keeneland
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Lexington, Kentucky
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 13
    Kimball Suite-3 bedroom/2 Bathroom1 / 49
    (16)Excellent
    5.7 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Cottage on working Thoroughbred Horse Farm on Kentucky's Horse Parkway1 / 8
    (49)Excellent
    9.0 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Beautiful Woodward Heights Townhouse!1 / 25
    (9)Very good
    5.2 miles from Keeneland
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    CLOSE TO UK FOOTBALL, DOWNTOWN, RUPP ARENA, UK CAMPUS, BOURBON TRAIL1 / 34
    (16)Excellent
    6.8 miles from Keeneland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena and Alltech1 / 15
    (16)Very good
    5.4 miles from Keeneland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Guest House on Kentucky Working Thoroughbred Horse Farm1 / 12
    (25)Excellent
    8.7 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    The Wine Cellar Condominium1 / 38
    (10)Excellent
    5.5 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Welcome to your new Hartland home!1 / 15
    (5)Very good
    9.3 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA1 / 39
    (19)Excellent
    8.6 miles from Keeneland
    2 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 11
    Where City & Woods Collide!1 / 30
    (13)Very good
    9.7 miles from Keeneland
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Lexington, Kentucky
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 13
    1.7 miles to KY Horse Park1 / 18
    (45)Very good
    7.1 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Bluegrass Belle Duplex1 / 28
    (27)Excellent
    7.5 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Adorable 2 bedroom, 3 bathroom townhouse downtown with reclaimed boutique  decor1 / 25
    (37)Excellent
    6.5 miles from Keeneland
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Awesome House for a Football Weekend or Keeneland1 / 24
    (1)Excellent
    7.3 miles from Keeneland
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Near UK, Horse Park, Keeneland, Rupp Arena, Downtown, Restaurants & Bars nearby1 / 30
    (11)Very good
    6.8 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Private Lake/Farm Retreat1 / 16
    (24)Excellent
    15.6 miles from Keeneland
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Lexington, Kentucky
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
    The Kentucky Bourbon Suite1 / 50
    (11)Excellent
    5.5 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    King bed. 2 bedroom. Pet-friendly. Fenced back yard. Near Downtown.1 / 24
    (23)Excellent
    7.6 miles from Keeneland
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Location Information
    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Private Apartment in Downtown Lexington1 / 7
    (44)Excellent
    5.4 miles from Keeneland
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
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    Location Information
    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Beautiful historic home in the heart of horse country!1 / 18
    (9)Very good
    13.3 miles from Keeneland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Lexington, Kentucky
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Farmhouse in Bluegrass Horse Country1 / 38
    (20)Excellent
    13.7 miles from Keeneland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Unique! Near UK, Horse Park, Keeneland, Rupp, Downtown, Restaurants & Bars1 / 43
    (8)Excellent
    7.1 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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