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Highlands Holiday Rentals in Louisville

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    Travellers to Louisville are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    13 Matching Rentals in LouisvilleView all 58 rentals
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    2 bed/2.5 bath Historic District  Luxury Townhouse1 / 15
    (11)Excellent
    Highlands
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Highlands
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Large Historic Home, Walk to Dinner, parks, cafes!1 / 33
    (4)Excellent
    Highlands
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    6 Bedroom Italianate Mansion in Historic Zone, Wall to All!1 / 27
    (10)Excellent
    Highlands
    6 Bedrooms, 5 Bathrooms, Sleeps 16 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 23 August 2019
    The owners are such wonderful people. . When you walk in you are transported to a wonderful old European home. The interior design is outstanding. Everywhere you look there is...
    Reviewed 26 September 2018
    We came in with a group for a local conference, and found that this house worked very well for our needs. The 6 of us had way more than enough space, and really enjoyed the open...
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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 16
    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
    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
    Highlands
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Victorian duplex home with the bottom portion available for stays. The perfect place to tour Louisville with the house close to all the dining, experience, and nightlife imaginable. There is an outdoor area with a picnic table for having a wonderful meal outdoors. Oh, and before you visit, it is...
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    Louisville, Kentucky 40204
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Huge Historic Home with Modern Syle, Walk to All1 / 24
    (1)Excellent
    Highlands
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Central Heating
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2019
    My family and I really enjoyed our stay at this home. It was wonderful in all respects, especially the location. We could walk to a number of restaurant and coffee options.We...
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    About this property
    This stunning home has just undergone a complete remodel. Lovely original details were kept and every modern luxury added. Over 3700 square feet of living space with an attached garage and additional off street parking for up to 4 cars. The home has five bedrooms and five bathrooms with bedding...
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    Location Information
    Louisville, Kentucky 40204
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    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
    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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    Carriage House-Second Floor1 / 20
    (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
    Highlands
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
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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
    Highlands
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
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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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