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Vacation Rentals near Keeneland

4201 Versailles Rd, Lexington, Kentucky 40510-9648
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    Travelers to Lexington are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 125 Rentals in Lexington
    'The Guest House', Located on a 300 acre horse farm.1 / 26
    (4)Excellent
    3.8 miles from Keeneland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1900 Home Just Restored to Last Another Century1 / 32
    (7)Excellent
    6.3 miles from Keeneland
    1 Bedroom, 2 Bathrooms, Sleeps 10 Quick View
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    Town home with private garage and backyard1 / 30
    (14)Excellent
    6.9 miles from Keeneland
    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    Springwood Cottage in the Heart of the Bluegrass1 / 25
    (24)Excellent
    6.7 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    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
    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
    (27)Very good
    5.7 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
    3 Bdr/3 Bath House in Andover Convenient to All of Lexington1 / 37
    (194)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
    Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location1 / 24
    (85)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
    Spacious updated 4 bedroom house near Kentucky horse park1 / 29
    (24)Excellent
    4.5 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
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    Cheerful and Cozy in the Heart of Chevy Chase!1 / 16
    (52)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
    Beautiful Woodward Heights Townhouse!1 / 25
    (18)Excellent
    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
    Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena and Alltech1 / 13
    (44)Excellent
    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
    (55)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
    (53)Excellent
    5.7 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
    Welcome to your new Hartland home!1 / 15
    (9)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 / 38
    (61)Very good
    8.6 miles from Keeneland
    2 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 10
    1.7 miles to KY Horse Park1 / 18
    (66)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
    Adorable 2 bedroom, 3 bathroom townhouse downtown with reclaimed boutique  decor1 / 25
    (53)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
    Private Lake/Farm Retreat1 / 16
    (40)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
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    King bed. 2 bedroom. Pet-friendly. Fenced back yard. Near Downtown.1 / 34
    (24)Excellent
    7.6 miles from Keeneland
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Lexington, Kentucky
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Charming Kentucky Cottage1 / 16
    (23)Excellent
    6.6 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    KY Horse Park, Equestrian Events, Derby, Keeneland!  4 miles off I-75/I-641 / 40
    (27)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
    (8)Excellent
    6.3 miles from Keeneland
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Lexington, Kentucky
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Luxury Updated Chevy Chase Home - Close to UK1 / 29
    (84)Excellent
    6.4 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
    Lafferty House-Walk to UK, Woodland Pk, Dn Town, near Bourbon Trail, Horse Farms1 / 11
    (23)Excellent
    6.3 miles from Keeneland
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    **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
    The Black Bear Lodge1 / 29
    (27)Very good
    5.7 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
    Comfortable Family Home1 / 18
    (76)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
    (38)Very good
    5.7 miles from Keeneland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Cottage on working Thoroughbred Horse Farm on Kentucky's Horse Parkway1 / 8
    (87)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
    Kathy's Place Near downtown/Rupp, UK, Horse Park1 / 34
    (18)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
    JW's LOFT Near downtown/Rupp Arena, UK, Horse Park1 / 32
    (18)Very good
    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
    The Kentucky Bourbon Suite1 / 49
    (56)Excellent
    5.7 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
    Private Apartment in Downtown Lexington1 / 7
    (51)Excellent
    5.4 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
    Bungalow Bill's near downtown Keeneland Horse Park1 / 50
    (16)Excellent
    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
    Lexington Apt. with parking & private entrance Preview listing1 / 10
    (52)Excellent
    4.9 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Historic Downtown Private Room and Bath1 / 11
    (35)Excellent
    6.4 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lexington, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Adorable 2 Bedroom Walk-Out with Theatre and Game Room1 / 49
    (8)Excellent
    11.3 miles from Keeneland
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    5.9 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
    Luxury 5BR/4BA Updated Home In The Heart Of Lexington1 / 36
    (46)Excellent
    7.0 miles from Keeneland
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Lexington, Kentucky
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 16
    4.4 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    NEW! Horse Country House, 6 Mi to KY Horse Park!1 / 30
    (17)Excellent
    9.1 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
    4.4 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Location Information
    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Lexington House w/ Spacious Deck & Fireplace!1 / 26
    (31)Very good
    3.1 miles from Keeneland
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • DVD Player
    • Terrace
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lexington, Kentucky
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Beautiful country house with pool 10  minutes from Lexington1 / 35
    (44)Excellent
    13.4 miles from Keeneland
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lexington, Kentucky
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Kentucky River Cottages ~ 2nd Floor Suite ~ On The Bourbon Trail!1 / 9
    (32)Excellent
    18.1 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lexington, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    NEW! Horse Farm Hideaway ~ 6 Mi to KY Horse Park!1 / 24
    (18)Excellent
    9.1 miles from Keeneland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
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    Kid friendly
    Smoking allowed
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    Location Information
    Lexington, Kentucky
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    6.9 miles from Keeneland
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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