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Highlands Holiday Rentals in Louisville

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    Travellers to Louisville are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    13 Matching Rentals in LouisvilleView all 94 rentals
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    Penthouse Apartment1 / 15
    (2)Excellent
    Highlands
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2 bed/2.5 bath Historic District  Luxury Townhouse1 / 15
    (9)Excellent
    Highlands
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Large Historic Home, Walk to Dinner, parks, cafes!1 / 33
    (2)Excellent
    Highlands
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Lovely Highlands Home, Steps to Restaurant Row!1 / 33
    (5)Excellent
    Highlands
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2017
    We lived in Louisville for over 10 years and really fell in love with the Louisville area. When we came back for a visit we wanted to stay in the Highlands because all the...
    Reviewed 28 October 2016
    This house is in a great location and is within walking distance to many shops, restaurants, and bars. The house was very well furnished with everything you would need for...
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    About this property
    Lovely shotgun-style home on a quiet street steps from Bardstown Rd's 'Restaurant Row.' 1910s charm combines w/ modern amenities to create a cozy retreat in a desirable, tree-filled neighborhood a block from shops, bars & eateries. The house is a beautiful two-bedroom, one bathroom home that...
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    Location Information
    Louisville, Kentucky 40205
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Carriage House, First Floor1 / 5
    (1)Excellent
    Highlands
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Hot Tub
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2014
    Great location, great hosts!! Will want to stay here again! Great garden area. We walked to movies, groceries stores, and great restaurants!!!
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    About this property
    Approximately 1700 square foot fully furnished first floor of Carriage House located in the historic neighborhood of Cherokee Triangle. This unit has a private entrance that you access through a courtyard that may be used by tenants for barbeques and other outside gatherings. On site parking with a...
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    Location Information
    Louisville, Kentucky 40204
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Highlands
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished condo on second floor overlooking one-of-a-kind stainless steel pool. Approximately 725 square feet with an enclosed tiled patio. All utilities including wireless Internet, cable TV as well as free laundry access.One on-site parking space available with unit. Great for Derby visits...
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    Location Information
    Louisville, Kentucky 40204
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Highlands
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished condo garden level in complex with one-of-a-kind stainless steel pool. Approximately 725 square feet with an enclosed patio and washer and dryer. All utilities; wireless Internet, cable TV, linens, dishes as well as one on-site parking space are included in rent. Great...
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    Location Information
    Louisville, Kentucky 40204
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Carriage House-Second Floor1 / 7
    (1)Excellent
    Highlands
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2014
    If you know Louisville, than it is easy to explain how delightful the area and the carriage house is. It is located one block from the great restaurants, shops, coffee houses...
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    About this property
    Fully furnished second floor of Carriage House located in the historic neighborhood of Cherokee Triangle. The original caretaker's fireplace mantel is still there after 116 years and so is the original wood floors. The hay loft was closed in about 1964 and the entire floor was renovated three...
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    Location Information
    Louisville, Kentucky 40204
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedroom Italianate Mansion in Historic Zone1 / 27
    (6)Excellent
    Highlands
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2015
    This house was perfect for our family trip. Twelve of us stayed here and visited with family that live in Louisville. The house isn't out in the suburbs, it is in a beatiful...
    Reviewed 15 April 2015
    We had a large group coming in for a month long convention. Deidre went out of her way to make sure our accomodations were above 5 star the entire time we were there. We...
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    About this property
    Historic Mansion with all modern updates and a fabulous location! 6 bedroom, 5 bath house built in 1882 in a folk Italianate style with 12 foot ceilings, 10 foot tall windows, original crystal chandeliers and hardwood floors with 6000 square feet of living space. 5 miles from Churchill Downs...
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    Location Information
    Louisville, Kentucky 40204
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Highlands
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS is where you come for THE Louisville experience. Louisville's crown jewel. Large older trees, very safe, well lit, walkable, lots of hiking/bike paths, lots of parks, tennis, golf, restaurants, you name it! We have it. House, fully fenced private back yard, kitchen (complete with all...
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    Location Information
    Louisville, Kentucky 40204
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Highlands
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • Balcony
    • DVD Player
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely furnished two story townhouse near many of Louisville finest eateries and entertainment. (10 minutes from Churchill Downs and 12 minutes from the airport.) Enjoy the time shopping on Bardstown Road when you are not at the track. Also a great place for long term furnished housing in one...
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    Location Information
    Louisville, Kentucky 40204
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Highlands
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Formerly the sun-room and east wing bed and bath of a 1897 mansion that has been converted to an unique one bedroom apartment. This unit could be separated into two bedrooms since the living area has a queen size Murphy bed and a locking door. It is one of our favorite rentals for two couples....
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    Location Information
    Louisville, Kentucky 40204
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Highlands
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 4 BR 2.5 bath 110 yr old home has 2400 square feet & is just 3.5 BLOCKS from Bardstown Road, the main restaurant/bar district. Coffee shops, book stores, the city's hippest restaurants and bars, Cherokee Park...all the amenities you could want within walking distance! We can provide air...
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    Location Information
    Louisville, Kentucky 40204
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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