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Vacation Rentals nearby Rupp Arena

432 West Vine St., Lexington, Kentucky 40507
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    Travellers to Lexington are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    All 506 Rentals in Lexington
    0.6 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Morrison Cabin Offers the Finest Interiors, Unique History and Best Location1 / 15
    (2)Excellent
    0.6 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    12.5 kilometres from Rupp Arena
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1900 Home Just Restored to last a century1 / 30
    (6)Excellent
    1.9 kilometres from Rupp Arena
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 8
    Town home with private garage and backyard1 / 30
    (5)Excellent
    2.0 kilometres from Rupp Arena
    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 2
    5.5 kilometres from Rupp Arena
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    Downtown Lexington Condo - Turn of Century House1 / 8
    (1)Excellent
    0.5 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed May 28, 2014
    We were so pleasantly surprised by our rental! It is exactly as pictured. The owner was so easy to deal with. The condo is equipped with everything you can imagine, even a...
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    About this property
    Cozy condo fully redone in 2008. Turn of the century Victorian house, top floor, original hardwood, lead glass, vaulted ceilings, granite, jacuzzi, tile shower, fireplace, DVD/CD/wireless. Fully equipped gourmet kitchen, dining nook, furnished with fabulous antiques and contemporary furniture and...
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful Woodward Heights townhouse!1 / 25
    (5)Excellent
    0.9 kilometres from Rupp Arena
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Perfect House for Breeders Cup / Keeneland1 / 30
    (1)Excellent
    3.3 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    **Bluegrass Getaway**1 / 9
    (4)Excellent
    3.6 kilometres from Rupp Arena
    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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    Cottage on working Thoroughbred Horse Farm on Kentucky's Horse Parkway1 / 8
    (97)Excellent
    5.8 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    1.2 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.4 Miles from the ~ KY ~ Horse Park1 / 9
    (111)Excellent
    10.4 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.0 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
    Historic Downtown Private Entry, Room and Bath1 / 13
    (7)Excellent
    1.2 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2.5 kilometres from Rupp Arena
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Beautiful lake view on private cul-de-sac!!!1 / 28
    (5)Excellent
    8.2 kilometres from Rupp Arena
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    • Terrace
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    Lexington, Kentucky
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    10.3 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The Kimball Suite-3 bedroom/2 Bathroom w/cozy Fireplace!1 / 30
    (5)Very good
    0.6 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    JW's LOFT - PET FEE ADDITIONAL CHARGE1 / 30
    (22)Excellent
    2.2 kilometres from Rupp Arena
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Private Apartment in Downtown Lexington1 / 7
    (57)Excellent
    0.4 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    0.6 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Spacious updated 4 bedroom house near Kentucky horse park1 / 29
    (5)Very good
    6.1 kilometres from Rupp Arena
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    Lexington, Kentucky
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena and Alltech1 / 13
    (16)Very good
    0.4 kilometres from Rupp Arena
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The Wine Cellar Condominium w/cozy Fireplace!1 / 30
    (15)Excellent
    0.6 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Lexington’s Premier Cul De Sac Townhome 2B, 2.5BA1 / 30
    (74)Very good
    4.9 kilometres from Rupp Arena
    2 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 10
    Lake/Farm Retreat-Getaway1 / 11
    (2)Excellent
    20.0 kilometres from Rupp Arena
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
    Stylish Kentucky hospitality1 / 30
    (8)Excellent
    1.1 kilometres from Rupp Arena
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    5 Star Location | Walk to Downtown | Patio | Fire Pit1 / 30
    (91)Excellent
    2.4 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    **Brand New Cozy Apartment|Close to Everything**1 / 9
    (9)Excellent
    3.8 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    The Kentucky Bourbon Suite w/cozy Fireplace!1 / 30
    (18)Excellent
    0.6 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Lexington Apt. with parking & private entrance Preview listing1 / 10
    (18)Excellent
    9.3 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location1 / 24
    (95)Excellent
    0.6 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    3 Bdr/3 Bath House in Andover Convenient to All of Lexington1 / 30
    (209)Excellent
    8.6 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    King bed. 2 bedroom. Pet-friendly. Fenced back yard. Near Downtown.1 / 30
    (32)Excellent
    3.0 kilometres from Rupp Arena
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Charming Kentucky Cottage1 / 16
    (5)Excellent
    2.7 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Lafferty House-Walk to UK, Woodland Pk, Dn Town, near Bourbon Trail, Horse Farms1 / 11
    (4)Excellent
    1.5 kilometres from Rupp Arena
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    The Black Bear Lodge w/cozy Fireplace!1 / 29
    (12)Very good
    0.6 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Kathy's Place - PET FEE ADDITIONAL CHARGE1 / 30
    (8)Excellent
    2.2 kilometres from Rupp Arena
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.9 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    2.8 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.3 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    2 Connecting Suites at a  Hotel1 / 30
    (1)Very good
    5.8 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 10
    2.5 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    7.2 kilometres from Rupp Arena
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
    0.6 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3.5 kilometres from Rupp Arena
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Lexington, Kentucky
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3.1 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.3 kilometres from Rupp Arena
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    8.0 kilometres from Rupp Arena
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Lexington, Kentucky
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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