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Charlestown Vacation Rentals

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49 rentals in Charlestown.
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Spacious riverfront retreat, 20 minute easy drive to downtown Louisville.
4 bedrooms
3 bathrooms
Sleeps 10
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Stone Creek Cabin Retreat
4 bedrooms
3 bathrooms
Sleeps 13
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Groups, families or couple retreat on the river
3 bedrooms
3 bathrooms
Sleeps 12
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DERBY TIME RENTAL!!!
3 bedrooms
3 bathrooms
Sleeps 8
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RIVERFRONT - Boat Slips - 10 Min to Dtown Lville
2 bedrooms
1 bathroom
Sleeps 6
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7BD * Luxury Waterfront Property * Near Louisville
5 bedrooms
3 bathrooms
Sleeps 16
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Condo Unit In Jeffersonville minutes from downtown Louisville
2 bedrooms
2 bathrooms
Sleeps 6
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Victorian Downtown Jeffersonville
3 bedrooms
2 bathrooms
Sleeps 9
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Spacious 5 Bedroom Home with Heated Pool and Hot Tub
East Louisville
5 bedrooms
5 bathrooms
Sleeps 12
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Derby City Home Baby Home
East Louisville
5 bedrooms
4 bathrooms
Sleeps 15
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Five bedroom House Rental with pool
5 bedrooms
4 bathrooms
Sleeps 10
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Rare Find in Norton Commons
2 bedrooms
2 bathrooms
Sleeps 6
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The Riverside Chateau | Serene | Groups Welcome
East Louisville
3 bedrooms
1 bathroom
Sleeps 6
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Beautiful Executive Home - Perfect for Entertaining & Derby
6 bedrooms
5 bathrooms
Sleeps 12
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❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo!
4 bedrooms
4 bathrooms
Sleeps 12
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Kentucky suite with the comforts of home.
2 bedrooms
1 bathroom
Sleeps 5
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3 other travelers have booked this property
Sellersburg Ranch House
3 bedrooms
2 bathrooms
Sleeps 8
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1 other traveler has booked this property
Comfortable 3br, 2bth--with front and back porches--in the heart of St. Matthews
East Louisville
3 bedrooms
2 bathrooms
Sleeps 6
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Fabulously located 4 BR 3 BA home in upscale Louisville KY neighborhood
East Louisville
4 bedrooms
3 bathrooms
Sleeps 8
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New ('15) centrally located new 6400+ sq ft + 6 bedrooms w/ 5 full bathroom
East Louisville
5 bedrooms
6 bathrooms
Sleeps 14
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Louisville GEM, newly furnished, super clean, in a safe trendy area
2 bedrooms
1 bathroom
Sleeps 4
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Renovated St Matthews Home - Premier Location!
East Louisville
3 bedrooms
2 bathrooms
Sleeps 6
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Kentucky Derby Rental - Close in, East End
East Louisville
4 bedrooms
3 bathrooms
Sleeps 8
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KENTUCKY OAKS DERBY WEEK OR WEEKEND RENTAL
2 bedrooms
2 bathrooms
Sleeps 6
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KY Derby Executive Home In Exclusive Community, 5,500 Square Feet!
5 bedrooms
4 bathrooms
Sleeps 10
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KY Derby Rental / PGA / Bourbon Trail And More!
5 bedrooms
4 bathrooms
Sleeps 10
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Beautiful KY Derby Home/15 miles from track
4 bedrooms
5 bathrooms
Sleeps 8
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Louisville Short Term Condo Rentals
1 bedroom
1 bathroom
Sleeps 3
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Deluxe Condo for Derby KY 2018
2 bedrooms
3 bathrooms
Sleeps 4
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Kentucky Derby Oasis
6 bedrooms
5 bathrooms
Sleeps 15
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Upscale Living with Concierge Services
East Louisville
5 bedrooms
5 bathrooms
Sleeps 14
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Waterfront Prospect Home-20 Mi. to Louisville
3 bedrooms
3 bathrooms
Sleeps 8
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Arctic Springs Inn - Water Tower View
2 bedrooms
1 bathroom
Sleeps 4
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1 other traveler has booked this property
Charming house on Golf Course
3 bedrooms
2 bathrooms
Sleeps 6
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Fabulous Family Home for the Kentucky Derby!
4 bedrooms
4 bathrooms
Sleeps 8
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The Perfect Place for Kentucky Derby 2020
6 bedrooms
6 bathrooms
Sleeps 14
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Beautiful Large 2020 Derby Rental
5 bedrooms
6 bathrooms
Sleeps 11
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Updated & Stylish! Perfect for DERBY close to dining, shopping & downtown
East Louisville
4 bedrooms
3 bathrooms
Sleeps 8
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3 bedroom ranch style home in historic Prospect
3 bedrooms
2 bathrooms
Sleeps 6
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Farmhouse & Cottages with River Views, 7 minutes from downtown
East Louisville
4 bedrooms
3 bathrooms
Sleeps 10
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Charming cape cod on wonderfully wooded acre
4 bedrooms
3 bathrooms
Sleeps 8
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4-Year 'New' Open Concept Home located in East End of Louisville
East Louisville
4 bedrooms
4 bathrooms
Sleeps 12
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Stone Creek Cabin Retreat
4 bedrooms
3 bathrooms
Sleeps 12
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1 other traveler has booked this property
East End Louisville Home on Quiet Street!
East Louisville
3 bedrooms
2 bathrooms
Sleeps 6
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Historic Cottage with modern amenities
East Louisville
2 bedrooms
1 bathroom
Sleeps 2
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Derby City Home Baby Home
East Louisville
5 bedrooms
4 bathrooms
Sleeps 15
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NEW! Modern-Rustic Riverfront w/ Decks On 3 Levels
5 bedrooms
4 bathrooms
Sleeps 10
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Elle’s Old Kentucky Home
3 bedrooms
3 bathrooms
Sleeps 8
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Large Private Space in a Charming Historical Home
East Louisville
1 bedroom
1 bathroom
Sleeps 2
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One Bedroom Cottage on Historic Property, 7 minutes from downtown
1 bedroom
1 bathroom
Sleeps 1
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