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Highlands Vacation Rentals in Louisville

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    Travellers to Louisville are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    13 Matching Rentals in LouisvilleView all 62 rentals
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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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    Carriage House, First Floor1 / 5
    (1)Excellent
    Highlands
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Large Historic Home, Walk to Dinner, parks, cafes!1 / 33
    (2)Excellent
    Highlands
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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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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    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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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 2015
    Even better than the pictures and description! Our family of six had a great week at the townhouse. Really well set up and stocked kitchen made cooking easy- but we still ate...
    Reviewed December 2, 2013
    Bud has this hospitality thing all wrapped up in a warm comfy blanket! The cabin was warm and welcoming and little personal touches make for a perfect experience. We had plans...
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    About this property
    Perfectly located townhouse in Louisville's premier historic district, The Cherokee Triangle. 200 feet to great restaurants, with dozens more restaurants, cafes, shops and clubs within a five minute walk. The townhouse is 1550 square feet. On the first floor is the living room, dining area, fully...
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    Louisville, Kentucky 40204
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 7
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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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    Penthouse Apartment1 / 15
    (2)Excellent
    Highlands
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Patio
    • Sauna
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2014
    My family and I stayed in Ross Manor for 7 days during my daughter's Acrobatics competition. It was the perfect spot for enjoying the Cherokee District and being close to the...
    Reviewed July 11, 2014
    The "penthouse" is amazing...Terri and David are superb hosts. If you are looking for an absolutely relaxed stay in Louisville, this is the place. You will be within...
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    About this property
    Very quiet, entire third floor of 1897 mansion. A roomy 1350 sq. ft consisting of three bedrooms and one bath. Completely furnished; linens, kitchenware, etc. Free use of laundry room in basement and courtyard with outdoor dining and barbecue for all manor house tenants. Great for long term stays...
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    Location Information
    Louisville, Kentucky 40204
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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 October 25, 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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    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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    6 Bedroom Italianate Mansion in Historic Zone1 / 27
    (7)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 3 days ago
    We reserved this home for family reunion. This house is absolutely beautiful! There is a large eat in kitchen and the home has several sitting areas which worked great for our...
    Reviewed July 2, 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...
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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
    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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