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Holiday Rentals in Shelbyville

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    Don't let other travellers get your favourite Shelbyville area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Shelbyville
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    The following rentals are within 40 kilometers of Shelbyville.
    The True House Downtown Frankfort Bourbon Trail & Horse Country Vacation Rental1 / 25
    (1)Excellent
    Frankfort
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Cottage 77 at Edgewater Resort1 / 11
    (1)Very good
    Taylorsville
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Taylorsville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lawrenceburg
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trail Suites provides luxury accommodations nestled in the heart of the Bourbon Trail between Wild Turkey and Four Roses just minutes away from horse and wine country on S. Main St. in Lawrenceburg, KY. Located on the second floor of an historic building above Bluegrass Sabor, a full service...
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    Lawrenceburg, Kentucky 40342
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Eastwood
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXQUISITE EXECUTIVE RETREAT!! Located in the heart of Eastwood, Kentucky! *Remarkable 6895 square foot 2-story Alpine Tudor walkout. *Property sits on 5.32+/- partially wooded picturesque acres with nature all around. 5 bedrooms, 6.5 bathrooms. Unwind from a long day by the beautiful pool and...
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    Eastwood, Kentucky 40245
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Taylorsville
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bedroom- 3 bath cottage fully equipped and furnished with a hot tub on the rear deck and jacuzzi tub in master bath. Located by Taylorsville lake, just 30 minutes from Louisville, KY. Cottage 34 is in the heart of the Kentucky Bourbon Trail. State Park is just 5 miles away with a boat ramp....
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    Location Information
    Taylorsville, Kentucky 40071
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Anchorage
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a separate living space I'm calling an 'in-law suite' with a private entrance of a single family home. You will love this totally renovated apartment in the popular East end of Louisville. With approximately 1,165 square feet of living space, this fully furnished home is comfortable for up...
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    Anchorage, Kentucky 40223
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Goshen
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Balcony
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Spectacular Louisville - Prospect, KY house on a pond, nestled in secluded Estate Subdivision, on gently rolling hills. Your accommodations include private backyard entry, first floor, 1,600 sq/ft space (sealed from the rest of the house). The subdivision is surrounded by a horse farm & located...
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    Goshen, Kentucky 40059
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Prospect
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom apartment conveniently located off of I-265 and I-71 in northeast Louisville. Easy access to interstates, a variety of restaurants and shopping! On-site Amenities: Gated community Outside swimming pool Fitness center Full size washer/dryer Private balconies/patios
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    Location Information
    Prospect, Kentucky 40241
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lawrenceburg
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trail Suites provides luxury accommodations nestled in the heart of the Bourbon Trail between Wild Turkey and Four Roses just minutes away from horse and wine country on S. Main St. in Lawrenceburg, KY. Located on the second floor of an historic building above Bluegrass Sabor, a full service...
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    Location Information
    Lawrenceburg, Kentucky 40342
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pendleton
    4 Bedrooms, 1 Bathroom, Sleeps 12 Quick View
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    • Grill
    • Central Heating
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Waterfall House Retreat is an adorable 3 -4 bedroom (depending on group size) 1 bath secluded 'Lower Apartment.' Located only 35 minutes from downtown Louisville and Madison, Indiana. Relax in a country setting with serene nature! Perfect for individual travels, couples, family vacations, or...
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    Pendleton, Kentucky 40055
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 12
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    Lawrenceburg
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trail Suites provides luxury accommodations nestled in the heart of the Bourbon Trail between Wild Turkey and Four Roses just minutes away from horse and wine country on S. Main St. in Lawrenceburg, KY. Located on the second floor of an historic building above Bluegrass Sabor, a full service...
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    Location Information
    Lawrenceburg, Kentucky 40342
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pewee Valley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A brand new studio apartment with kitchen and bathroom in beautiful, historic Pewee Valley, KY. Minutes from Louisville, this is a quiet, tranquil space with a rustic feel. A quiet neighborhood, with beautiful scenery and historic sites, but close enough to quickly and easily access city life....
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    Location Information
    Pewee Valley, Kentucky 40056
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Middletown
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Washer
    • Terrace
    • Patio
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    About this listing. The Traveler's Nest is an adorable and clean 3 bedroom 2 1/2 bath house with all the necessities for a relaxing weekend getaway Located only 20 minutes from downtown Louisville and New Albany, Indiana. Relax in a cozy neighborhood with a nice backyard! Perfect for individual...
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    Middletown, Kentucky 40243
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Middletown
    8 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Waterfront
    • Balcony
    • Sauna
    • Central Heating
    • Washer
    • Terrace
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious executive home, located 20 minutes to Churchill Downs! Beautiful home, sits on the 10th fairway of the Lake Forest Golf Course with views of the Country Club and Lake. 6 bedrooms, including 2 master suites, lower level kitchen, & walk-out. The pictures don't completely reflect...
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    Location Information
    Middletown, Kentucky 40245
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 16
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    Taylorsville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Terrace
    • Balcony
    • DVD Player
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three bedroom and three bath cottage centrally located between Louisville, KY and Bardstown, KY on Taylorsville Lake. The cottage is fully equipped and furnished and offers a hot tub on the rear deck. Perfect to start the Urban Bourbon Trail, Kentucky Kingdom, Freedom Hall, Waterfront, and culinary...
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    Location Information
    Taylorsville, Kentucky 40071
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Prospect
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 6,500 Sq ft home is built for comfort AND convenience. Located off of the GeneSnyder Freeway and 5 minutes from the Watterson XWay, Churchill Downs is a 20 minute drive with popular restaurants and shopping nearby. LOTS OF ROOM TO PRIMP THE OAKS/DERBY EXPERIENCE is all about the beautiful...
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    Location Information
    Prospect, Kentucky 40241
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Taylorsville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Terrace
    • Hot Tub
    • Central Heating
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is good for couples, business travelers, families (with kids), and groups. Close to Louisville, Bardstown, and Lexington, Kentucky. Within 1 hours drive to over 8 of the Kentucky Bourbon Distilleries. This beautiful cottage located in a cul-de-sac offers guests 2 roomy bedrooms and 2...
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    Location Information
    Taylorsville, Kentucky 40071
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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