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Holiday Rentals in Charlestown

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    All 109 Rentals in Charlestown
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    Charlestown
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Charlestown
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    The following rentals are within 25 kilometres of Charlestown.
    Awesome home in the heart of Bluegrass Country!1 / 21
    (11)Excellent
    Louisville, KY
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2018
    We selected this house for a cousins' reunion and could not have made a better choice. The neighborhood is lovely and peaceful, and the layout of the house worked very well for...
    Reviewed 9 June 2016
    Our family, which included kids and grandkids, were able to reconnect with each other without having to worry about our accommodations. The home is very spacious, clean, and...
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    About this property
    Sprawling, relaxing ranch home on the East side of the city with easy highway access. Only 10 - 15 minutes from downtown or the KY Fairgrounds and Expo Center! What does that mean you are near? Louisville Slugger Bat Factory, Frazier History Museum, Louisville Science Center, Muhammad Ali...
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    Louisville, Kentucky 40241
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Lovely Highlands Home, Steps to Restaurant Row!1 / 33
    (5)Excellent
    Louisville, KY
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • 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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    Louisville, Kentucky 40205
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Convenient Executive 3 Bedroom Downtown Louisville Condo1 / 66
    (1)Excellent
    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Washer
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2016
    We spend 4 nights in mid July while visiting Louisville. There were 7 of us, 3 children 10 and under and 4 adults. The space was attractive, comfortable and well appointed...
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    About this property
    Fully furnished and decorated 3-bedroom, 2-bath, pet-free and smoke-free condo for rent in Old Louisville. Perfect for business professionals, academics, medical professionals or professional students (and families) who place a premium on clean, hassle-free living. You will not find a more...
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    Louisville, Kentucky 40203
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedroom Downtown Louisville Executive Condo1 / 49
    (1)Excellent
    Louisville, KY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished and decorated 2-bedroom, 2-bath, pet-free and smoke-free condo for rent in Old Louisville. Perfect for business professionals,academics, medical professionals or professional students (and families) who place apremium on clean, hassle-free living. You will not find a more...
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    Louisville, Kentucky 40203
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Unavailable until further notice1 / 13
    (3)Excellent
    Louisville, KY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2018
    I am so happy I booked this rental home! It was one of the best travel decisions I have ever made. First of all, Jim the owner, was so welcoming and friendly. He gave us all the...
    Reviewed 5 June 2017
    Jim was by far the best host I've ever had while using a service like this. He greeted a large group of us for the Kentucky derby with open arms. To say he was accommodating is...
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    About this property
    Party central. 3 bedrooms, 3 baths. Kitchen/dining seats 12. Basement entertainment center features wet bar, big screen TV and seating for 12. Walk to 7 restaurants, with 12 more within less than a mile plus Kroger, Costco, and discount liquor. Easy XWAY access. Perfect Derby location. Walkable...
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    Louisville, Kentucky 40059
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Large Historic Home, Walk to Dinner, parks, cafes!1 / 33
    (4)Excellent
    Louisville, KY
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Parking
    • Washer
    • Patio
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Great house@ fabulous location!a bit pricey. But worth it. Accommodated all of our guests and finding good restaurants was easy!
    Reviewed 29 November 2017
    Very spacious, lovely home in a great neighborhood. Plenty of room for our large family. Great outdoor space in the back, and also a nice deck on second floor. My wife and I...
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    About this property
    Spacious, beautiful home in the city's premier historic neighborhood, the Cherokee Triangle. Located just 1/2 block off 'Restaurant Row' (Baxter Ave/Bardstown Rd), the home is a 5 minute walk to great restaurants, cafes, shops and nightclubs. With six bedrooms and five full baths, the 5000 sq....
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    Louisville, Kentucky 40204
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Luxurious Frankfort Ave CoachHouse Stay/Event 6BD1 / 46
    (3)Excellent
    Louisville, KY
    3 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Grill
    • Balcony
    • Parking
    • Air Conditioning
    • Terrace
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2017
    Situated in a nice neighborhood with plenty of very nice restaurants and shops within walking distance, the Coachhouse on Frankfort Ave was perfect place to stay during our...
    Reviewed 17 December 2016
    Conveniently located to get anywhere around the city and suburbs. We had a group of us for business and the house needed everything we needed.
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    About this property
    The Frankfort Avenue Coach House! For a one-day or event rentals there are additional fees. Our newly renovated historic, stand alone building is located in the most fabulous part of Louisville, KY. Walk to the best restaurants, shops, bars & cafes! We are a 5-10 mins drive to 4th StreetLive,...
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    Louisville, Kentucky 40206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 16
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    2 bed/2.5 bath Historic District  Luxury Townhouse1 / 15
    (9)Excellent
    Louisville, KY
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 September 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 2 December 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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    Louisville, KY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This approximately 4800 sq. ft., 3 bedroom/3 full bath was built in 1897 by Jacob Smyser who was a partner with Louis and Otto Seelbach of the Seelbach Hotel.The first floor has a very large living room, dining room, gallery, and recently remodeled period kitchen/mud room.The second floor has...
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    Louisville, Kentucky 40204
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedroom Italianate Mansion in Historic Zone1 / 27
    (9)Excellent
    Louisville, KY
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 26 September 2018
    The house is gorgeous - and so well decorated! There is a staggering amount of space and the Highlands location really can't be beat. This is a lovely place to stay and a...
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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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    Louisville, Kentucky 40204
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Enchanting Luxurious Vacation Oasis Great Location1 / 47
    (3)Excellent
    Louisville, KY
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2016
    Location was perfect! Everywhere we wanted to go was just a $5 uber away. The pool was amazing and the rooms were beautiful! What an amazing stay!
    Reviewed 19 April 2015
    We stayed here for a business trip over the weekend and could not have been more impressed. This place is our new home away from home! We had a whole apartment to ourselves; one...
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    About this property
    About This Listing The Carriagehouse is a spa like oasis, in Old Louisville's Victorian area! We offer all you need to enjoy an amazing getaway, including tasteful decor, large Jacuzzi tub, ponds, grills, 80' 3D TV, Wi-Fi & cable! Near all the fun! The Space We have over 300+ reviews on other...
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    Louisville, Kentucky 40208
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Louisville, KY
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Parking
    • Air Conditioning
    • Washer
    • DVD Player
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    • Private Garden
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our historic yet modern 4 bedroom, spacious three-story Victorian home, sleeps 16+ (14 bed options)! We're centrally located to all of Louisville's top spots. We have excellent reviews & we will continue to provide top-tier service! Three private parking spaces! The space You will love our...
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    Louisville, Kentucky 40203
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 16
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    GERMANTOWN GEM CLOSE TO EVERYTHING DERBY!1 / 12
    (1)Excellent
    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    Excellent location. Great stay. Kendra had the home well stocked with beverages and more. Home has 2 king beds and some couches, we brought an air mattress. We would book...
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    About this property
    3 Bedroom, 1.5 Bathroom, Sleeps 6+ Located in beautiful germantown! Friendly neighborhood! Walking distance to local bars, pubs, brewery 8 MINUTES TO CHURCHILL DOWNS! Located minutes from downtown.......Nulu......Highlands.......Bardstown Road.......Ali Center......Churchill Downs.....Airport...
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    Louisville, Kentucky 40217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kentucky suite with the comforts of home.1 / 18
    (1)Excellent
    Louisville, KY
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • Sauna
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2017
    Accommodations and neighborhood were fantastic for our family's Derby stay, and the hosts were terrific!
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    About this property
    Beautiful home with a private suite of rooms in the lower level, located in the village of Norton Commons, a planned development community. Shops, dining, parks all within walking distance. Located close to interstates for easy access to downtown Louisville, Lexington and the Bourbon Trail. Guest...
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    Louisville, Kentucky 40059
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Country Living in the City-Open for the 2017 Derby1 / 22
    (1)Excellent
    Louisville, KY
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    Beautiful, lush green forest right behind the backyard! My daughter loved talking to the squirrels that were always around. And birds we have never seen before constantly...
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    About this property
    Louisville, KY is a fabulous city with so much to offer everyone who visits the area for work or for pleasure enjoys Louisville. We now also have free ultra high speed Wifi. The Fair Grounds and Churchill Downs is 15 minutes away. With 'Lyft' driving/taxi service you can get to our home from the...
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    Louisville, Kentucky 40272
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Anchorage, KY
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Central Heating
    • Terrace
    • Patio
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This amazingly beautiful and unique 250 year old Log Cabin Estate contains a Large Log Home with five fire places and four bedrooms, a cozy separate cabin with a kitchen, fireplace and loft and a Pool and Patio for outdoor entertaining. More information The space The property is composed of two...
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    Anchorage, Kentucky 40223
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Penthouse Apartment1 / 15
    (2)Excellent
    Louisville, KY
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Patio
    • Sauna
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 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 12 July 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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    Louisville, Kentucky 40204
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Sellersburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Housekeeping Included
    • Secure Parking
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1700 SqFt All Brick Ranch House in quiet Sellersburg suburb. Close to HWY 65, shopping places and 20 minutes from Downtown Louisville. This is perfect place to stay for transient travelers needing some rest and modern amenities, WiFi, Netflix, Garage parking. There’s coffee breakfast bar to get...
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    Sellersburg, Indiana 47172
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Carriage House, First Floor1 / 5
    (1)Excellent
    Louisville, KY
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Hot Tub
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 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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    Louisville, KY
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Porch
    • Cable/satellite TV
    • Balcony
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our private condo provides all you need to enjoy a home away from home! Tasteful decor, 4 comfy new bed options (sleeps 5-6), 3 TVs, WiFi/Cable, Washer/Dryer & centrally located in Victorian community! Great outdoor space! The Space Floydwood Vacation Rental In Victorian Community (Condo 3 (2nd...
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    Location Information
    Louisville, Kentucky 40208
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Victorian Area Event Home 14BDs 4BA Great Location1 / 41
    (1)Very good
    Louisville, KY
    4 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Porch
    • Balcony
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    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    We had a great time using this wonderful home during our stay in Louisville for a long weekend. We hosted a large group of 15, and multiple guests complimented the facility on...
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    About this property
    This listing is for the entire building! Sleeps 16+ (12 bed options). Centrally located in downtown Louisville's Victorian area, stay here & you'll be close to everything! WiFi, Cable & Washers/Dryers! VERY CLEAN, clutter free, w/free easy parking! The Space This is your Event Place!! Clean...
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    Location Information
    Louisville, Kentucky 40208
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 20
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    Jeffersonville Craftsman-Style Bungalow1 / 12
    (2)Excellent
    Jeffersonville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2018
    John and Fran could not have been a better host and hostess...the two bedrooms were perfect for my family and just a short walk to the Abbey Road on the River Festival. The nice...
    Reviewed 7 May 2018
    Fran and John were amazing hosts! My husband and I rented their two bedrooms downstairs on the main level and couldn't have been happier with the cleanliness, decor, furnishings...
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    About this property
    You would be staying in the first floor addition to back of the home. It has a private entrance. The two bedrooms have an adjoining door so we only rent them as a whole unit. One bedroom has a full bed and full bath. The bathroom has a jetted tub. The other bedroom has two twin beds and a full...
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    Jeffersonville, Indiana 47130
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Derby City Digs1 / 16
    (3)Very good
    Louisville, KY
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    Recently rented the property for five nights and we could not have been more pleased! Rachelle and Jason were phenomenal and the house was just perfect. The pictures in the...
    Reviewed 26 April 2017
    Enjoyed our stay here . It is within 10 minute drive to expo center , Churchill Downs , and the downtown area.
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    About this property
    Cozy 2 bedroom apartment centrally located to all neighborhoods and attractions in Louisville. Convenient street parking in the front. The original shotgun house was built at the turn of the century with the camelback addition added in 1920. It has been renovated over the years to include...
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    Location Information
    Louisville, Kentucky 40217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    **Please note there is another unit on-site with a separate entrance and others may be present during your stay** Experience a slice of southern comfort at this charming 3-bed, 1.5-bath Louisville vacation rental home for 7. You'll love returning to the spacious living area, large fenced-in...
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    Location Information
    Louisville, Kentucky 40214
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Louisville, KY
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Pet friendly
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    About this property
    Gorgeous, huge, 2 to 3 bedroom apartment on 2nd and 3rd floor of Old Louisville Victorian...1,200 sf with one and a half bathrooms. Walk to University of Louisville in five minutes or pick up a bus to be downtown in ten minutes for business, bars, restaurants, shows or games. Enjoy many Old...
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    Louisville, Kentucky 40208
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Middletown, KY
    8 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    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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    Middletown, Kentucky 40245
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 16
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    Louisville, KY
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
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    About this property
    The large estate is 2 miles from Churchill Downs and 2 miles to downtown. Enjoy the sunny screened-in porch, 2 person Jacuzzi tub, large antique dining table, and the beautiful woodwork throughout the home. The Space Enjoy this home set in charming historic Old Louisville; one of the largest...
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    Louisville, Kentucky 40208
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    *Please note that the homeowner's salon and a garden-level vacation rental unit are located on-site* Situated in the heart of historic Louisville, this 3-bed, 2-bath vacation rental house fully embodies Southern hospitality! Only 10 mins from downtown and mere steps from dozens of eateries, this...
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    Location Information
    Louisville, Kentucky 40206
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Louisville, KY
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is your perfect getaway vacation rental for Derby week! Welcome to our love nest that is conveniently located only 2.6 miles from Churchill Downs, 6 min from Downtown Louisville, 9 min from the airport and the famous Bardstown Rd with all its splendid restaurants and little shops. Although...
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    Location Information
    Louisville, Kentucky 40217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Best Location!!! - Huge Historic Charm - 3BR-3BTH1 / 25
    (2)Excellent
    Louisville, KY
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 10 July 2018
    The location is close to downtown activities and walking distance to cool restaurants and bars in Butchertown. It is a charming older house which is totally updated. It worked...
    Reviewed 20 September 2017
    Great location right off the interstate. Close to downtown and tourist locations. Updated master bathroom and kitchen. Well decorated and squeaky clean.Easily accommodated six...
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    Looking for that perfect house to experience one of the finest neighborhoods for dining, culture, arts, and shopping? Also looking for that fun historic home set up with thoughtfulness and flair? You must visit this charming home located next to historic Hadley Pottery and the 2nd oldest working...
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    Louisville, Kentucky 40206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Comfortable 3bed/2bath Home - Highlands, Louisville1 / 32
    (4)Very good
    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    We were in town for a long weekend to do the Bourbon Trail and this was a great base for our travels! Since we've been to Louisville many times before we already knew the...
    Reviewed 3 March 2016
    Five friends enjoyed a two night stay. Great location with walking to Bardstown Rd for coffee, small shops. etc. Clean. House has great character and everything works just...
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    About this property
    Come stay in our comfortable, laid back home! IMPORTANT: The house is situated in a residential neighborhood, with neighbors in close proximity. Please make sure a quiet location fits your needs before booking. Thank you! The Neighborhood: The Highlands is THE best neighborhood in Louisville,...
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    Location Information
    Louisville, Kentucky 40205
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Louisville, KY
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great spacious, 3,000 SF house. 4 bedroom, 2.5 bath, finished basement with HD projection TV, Screed porch and patio. Conveniently located minutes from Churchill, airport and many restaurants. The Space *Located in the secluded Northfield neighborhood. *Walk to Starbucks or Heine Brothers Coffee...
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    Louisville, Kentucky 40222
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Louisville, KY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    • 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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    Louisville, Kentucky 40204
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Louisville, KY
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
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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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    Louisville, Kentucky 40204
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Louisville, KY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished condo 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 as well as long...
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    Location Information
    Louisville, Kentucky 40204
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Saint Matthews, KY
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Leave your worries behind as you relax at this 2-bedroom, 2-bath Louisville vacation rental home that sleeps up to 6! Nestled in the highly sought-after St. Matthews area within 6 blocks of Seneca Park, this property is the perfect getaway - whether with family, friends, or for the Kentucky Derby!...
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    Saint Matthews, Kentucky 40207
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Anchorage, KY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    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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    Floyds Knobs
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
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    Smoking allowed
    About this property
    Why stay in a hotel when you can stay in this new build? This Condo has every amenity you can imagine including: Jacuzzi, Fireplace,several TVs including that 65' TV in the family room, Gourmet kitchen, Tower speaker with Alexa System, Wifi, Library of 400 DVDs, 2 Car Garage and spacious yard, 2...
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    Floyds Knobs, Indiana 47150
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Louisville, KY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    About this property
    Our charming 100 yr old newly renovated home is located in the best part of Frankfort Ave area. Walk to top restaurants, shops, bars, cafes & farmers market! Features 2 BR (3 bed options, 2 futons), 2 baths, large family area, deck & excellent outdoor space. Pet Free. Location, Location, Location!...
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    Louisville, Kentucky 40206
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Saint Matthews, KY
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This beautiful, modern, quad-level home is centrally-located in quaint St. Matthews area which is minutes from both LOUISVILLE airports. Our goal for your stay is to make sure that your experience of Louisville/KY Derby/ChurchillDowns/Bourbon Trail is one that you will never forget. We look...
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    Saint Matthews, Kentucky 40207
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Middletown, KY
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Elegant two bedroom two full baths with two patios and front porch. Access to grill and fire pit. Close to Gene Snyder Freeway. Numerous of restaurants around and only six miles from St. Matthews Mall. One car garage with two additional parking spaces. Wifi is available with premium cable and...
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    Location Information
    Middletown, Kentucky 40245
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Louisville, KY
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful, brand new boutique hotel/apartment getaway in the heart of Louisville. Each room offering privacy, five star quality comforts, and a full bathroom. Reserved parking is available on site and each room has its own designated parking spot. The property is in a very safe neighborhood across...
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    Location Information
    Louisville, Kentucky 40206
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Quiet & safe 2 bed 1 bath in Crescent Hill1 / 21
    (2)Excellent
    Louisville, KY
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
    • Waterfront
    • DVD Player
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 December 2016
    Enjoyed a four day weekend recently and decided to try staying somewhere other than a hotel. We made a good choice with this housing. Chris was very accommodating, even came out...
    Reviewed 7 August 2016
    Stayed here for a short family vacation. The owner was friendly and very helpful. He offered suggestions of things to do in the area. Our accomdations were very nice. It was...
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    About this property
    'The B' as we call it because of the name of the street it is located is in a great neighborhood. It's safe and quiet. The neighborhood has great trees, is great for walking, close local restaurants, parks, bike trails and more. We are a hop skip and a jump from most expressways and also have...
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    Location Information
    Louisville, Kentucky 40206
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This unit is nestled in a lovely, quaint neighborhood of Louisville. The house is located a few steps from the public transportation line and is a 15 minute ride or drive to all major attractions in Louisville, including Churchill Downs, Convention Center, all downtown hotels, Fourth Street Live,...
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    Louisville, Kentucky 40241
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Carriage House-Second Floor1 / 7
    (1)Excellent
    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Hot Tub
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    • Balcony
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 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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    Louisville, Kentucky 40204
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Louisville, KY
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Make the most out of your next trip to Louisville during your stay at this 3-bedroom, 2-bathroom vacation rental house in the historic Clifton Heights neighborhood. This spacious home comfortably accommodates 8 travelers looking to experience everything the 'Gateway to the South' has to offer....
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    Location Information
    Louisville, Kentucky 40206
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Anchorage, KY
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step back in time during your stay at the 'Old Kentucky Home' vacation rental cabin! The 4-bedroom, 3.5-bath home boasts an additional cabin to host a total of 14 guests in a historic setting with original floors, exposed hand-hewn logs and 7 fireplaces that stand testament to days long ago. Lounge...
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    Anchorage, Kentucky 40223
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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