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Holiday Rentals near Rupp Arena

432 West Vine St., Lexington, Kentucky 40507
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    Travellers to Lexington are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    All 21 Rentals in Lexington
    Classic Cape Cod Near Downtown, UK, Hospitals1 / 59
    (4)Excellent
    2.0 kilometres from Rupp Arena
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    0.3 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Luxe in Lex. Your Bourbon Trail Adventure Starts Here1 / 17
    (2)Excellent
    0.3 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    1.6 kilometres from Rupp Arena
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Private Garden
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located to EVERYWHERE, you want to be in Lexington. Less than 2 miles from 3 new Breweries, Downtown/Rupp, Convention Center, UK Campus and Commonwealth Stadium. 5 miles to the Red Mile Racino. Less than 8 miles to Keeneland, and BG Airport. Fast access to Georgetown, KY (Toyota), New...
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Charming Row House Near Downtown1 / 37
    (4)Excellent
    1.6 kilometres from Rupp Arena
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    Here are the reasons we liked our stay in this house. Cute house, perfect for couple that want to do things all over Central Kentucky. House was clean and all was in order for...
    Reviewed 22 May 2016
    This is a cute little house within walking distance of many interesting places in Lexington, or also a short drive to downtown. The amenities were adequate and the house was...
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    About this property
    The Space PLEASE READ THE ENTIRE LISTING DETAILS, HOUSE RULES, AND CANCELLATION POLICY BEFORE BOOKING! The home is small but charming at only 728 square feet. Referred to as a “shot-gun” house due to its long and narrow build, this simple architectural structure was brought to America by Haitian...
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    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5.9 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Patio
    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just 15 minutes to Keeneland, Red Mile Racetrack, the KY Horse Park Lex. Airport & Downtown Lexington. Convenient access to a plethora of restaurants & a 24 hour Kroger supermarket w/a Starbucks inside. Next to a 600+acre park. Fully equipped kitchen w/ stove, microwave, dishwasher, refrigerator w/...
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    6.9 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Secure Parking
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MONTH-to-MONTH and LONG-TERM rates at hefty discounts available by request. Great for horse or Bourbon Trail touring, Keeneland Racing, the Rolex Three-Day Event, Kentucky Horse Park events, conventions and trade shows, UK Sports and Graduations, across from Lexington Tennis Center. Just 5-10...
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    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.8 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Garden
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    15 minutes to Keeneland, the KY horse Park, the Red Mile, Downtown Lexington, the University of Kentucky & Translyvania University. Great location for touring the Bourbon Trail. Fully equipped kitchen w/ refrigerator w/ ice maker, stove, microwave, dishwasher, disposal, Keurig, toaster, crock pot,...
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.6 kilometres from Rupp Arena
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Central Heating
    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Historic Morrison Cabin is the oldest home in Lexington on its original foundation. It was built by John Morrison in 1787 when Kentucky was still a part of Virginia. John Morrison was one of Lexington's founders. He built the home for his wife, the first woman to live in Lexington. It is ideally...
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    0.3 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    About this property
    Decorated in shades of grays and greens, this charming country room creates a soothing ambience that is perfect for some R&R. The rustic bed's headboard is made from reclaimed antique doors, opposite a wall of beautifully crafted built in cabinetry and a fireplace. The room features a walk-in...
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    Lexington, Kentucky
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    15 Min to Keeneland/KY Horse Park/Red MileRacetrack/Airport/Downtown Lexington1 / 33
    (1)Excellent
    6.4 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Washer
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    You can not go wrong renting this property. It was amazing! Me & my family had all the amenities of home. Very clean,neat and spacious. It's close to town for your great...
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    About this property
    Quiet & Convenient 3 BR/2 BA.Just 15 minutes to Keeneland race track, Lexington Airport & Downtown Lexington, the Kentucky Horse Park and the Red Mile Race Track as well as Fayette Mall & Lexington Green. Convenient access to a plethora of restaurants & a 24 hour Kroger supermarket w/ a Starbucks...
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6.3 kilometres from Rupp Arena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Patio
    • Balcony
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easy living awaits when you book this charming 4-bedroom, 4-bathroom vacation rental house in Lexington. With spacious accommodations 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...
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    Lexington, Kentucky
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    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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    • Wi-Fi
    • Central Heating
    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 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
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    0.3 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Patio
    • Washer
    • Grill
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    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Decorated with exquisite taste, exclusive furnishings, discreet entry, and eclectic furniture, this private room is the house's original living room. It has a wide pocket door, fireplace mantle, and large windows to watch the world go by on a picturesque street. This room sparkles with thoughtful...
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    Lexington, Kentucky
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.6 kilometres from Rupp Arena
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a 3 bed / 2 bath, with full kitchen. It is just two blocks from downtown, Rupp Arena, Town & Branch Distillery, and close to the Red Mile, the Kentucky Horse Park and the UK Campus. Perfect for large groups visiting the Bourbon Trail, events at Rupp, Keeneland, or just looking for a place...
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    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    7.4 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Porch
    • Secure Parking
    • Terrace
    • Balcony
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    0.4 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TWO PARKING SPACES A BLOCK FROM RUPP. Stay in one of Lexington's oldest homes (pre-1850), but with modern conveniences. The Carriage House is just steps from Rupp Arena and the Jefferson Street and Manchester Street food districts. It is the perfect downtown location to stay if visiting for the...
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    Location Information
    Lexington, Kentucky
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    6.3 kilometres from Rupp Arena
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • Grill
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    0.7 kilometres from Rupp Arena
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    City Court Condos is a unique smaller condo building nestled off the beaten path of downtown main streets and conveniently located between the University of Kentucky and downtown Lexington. Within walking distance to most activities you can safely park your car in the secure garage and explore...
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    Location Information
    Lexington, Kentucky
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6.7 kilometres from Rupp Arena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
    • Washer
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Open and airy from the moment you walk in as an enclosed sunroom provides wide, screened windows that open to let in the fresh air. Comfortable furnishings including recliner and cozy reading/conversation chairs provide adequate seating for you and/or guests. Smart TV in living room. Wi-Fi...
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    Location Information
    Lexington, Kentucky
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7.1 kilometres from Rupp Arena
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brick Ranch Dwelling on Quiet Court The convenient setting is on a very quiet court which provides for additional privacy and security. The Brick Ranch has an eat in kitchen and private patio with gas grill which provides for a relaxing atmosphere. The property is located near great shopping and...
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    Location Information
    Lexington, Kentucky
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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