Holiday Rentals in Charlestown
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48 rentals in Charlestown.
Pet-Friendly Emerald Lake Retreat in Charlestown!
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Comfortable, Relaxing house just outside of Louisville, KY
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The following properties within 32 kms of Charlestown match all your filters:
Family/Pet-Friendly Riverside Home w/Amazing Views
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River Den - Beautiful Views near Louisville
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Hideaway on the River: Amazing Views, Pirate Ship, Fire Pit, Fast Wi-Fi, Bourbon
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Shallow Creek Suite!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Boathouse: A Peaceful Paradise
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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3 bedroom ranch style home in historic Prospect
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Cozy & Quiet cottage minutes from downtown Louisville
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Spacious 3 BR Ranch House W/Patio Yard in a quiet Suburb
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Waterfront Vacation Rental Near Louisville!
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Louisville Area Home: Deck, Fire Pit, Creek!
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Roomy home in River Ridge area of Jeffersonville
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Last Minute Derby Plans? Executive Home for the Weekend!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Book your PGA vacation home on the golf course.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Winner's Circle Derby Mansion
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Beautiful Large 2025 Derby - Updated Pictures!
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Spectacular Estate for the KY Derby 150 and PGA Championship
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Beautiful Louisville Kentucky Derby PGA Home Rental
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The Iconic Captain's Nest on the Ohio River
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Cozy Townhome on Harrods Creek in Prospect, Kentucky
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Spacious riverfront retreat, Prospect, Thanksgiving/Christmas availability.
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The Riverside Retreat - Your Coastal Getaway
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Comfortable Guest Suite close to the Lewis & Clark Bridge Trail
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Stay In Smithsonian's of American Gardens Collect.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Hunting Creek Neighborhood Derby Rental, sleeps 12 ppl
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Spacious home on the river with Boating, lodging, and Pickleball available!
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3-bedroom riverfront townhome in fabulous Prospect with WiFi, AC, Pet Friendly.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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All About Alden in Sellersburg, IN
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Fully Remodeled Exquisite Louisville Area Tranquil Riverfront Home!
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Walk to Boat Ramp: Fenced Home in Jeffersonville!
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The River Hideaway : Relax, Stay & Play
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Renovated & quiet bungalow within minutes of downtown Louisville
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Spacious Family Home for Louisville Trip of a Lifetime
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Rock & Roll RiverHouse: Pool Table, Mins to Louisville!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful 3-bedroom home close to Louisville!
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Indiana Crossing: Modern & Upscale, Near Derby
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Rock and Roll River House
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Cozy family home. 19 minutes from Churchill Downs
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Riverside spot! 8 mls or less to Louisville, Jeffersonville & public boat ramp.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular waterfront house!
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King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T
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7BD * Luxury Waterfront Property * Near Louisville
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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6BD - Riverfront Home w/ Gorgeous Views
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Spacious Prospect Cottage w/ Deck & Scenic Views
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Charming Patio Home in Sellerburg, IN
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Equus: Work Friendly & Near Downtown
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy 3 BR Cottage -All the Amenities- Family Friendly- Queen Bed- 300 acre Farm
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Showing results 1-48 of 48
Frequently Asked Questions about Charlestown
- Yes, here are some popular holiday rentals in Charlestown that have a pool:
- Pet-Friendly Emerald Lake Retreat in Charlestown!
- Comfortable, Relaxing house just outside of Louisville, KY
- Family/Pet-Friendly Riverside Home w/Amazing Views
- Yes, here are some popular holiday rentals in Charlestown that have internet access:
- Pet-Friendly Emerald Lake Retreat in Charlestown!
- Comfortable, Relaxing house just outside of Louisville, KY
- Family/Pet-Friendly Riverside Home w/Amazing Views
- Some of the most popular kid friendly rentals in Charlestown are:
- Pet-Friendly Emerald Lake Retreat in Charlestown!
- Comfortable, Relaxing house just outside of Louisville, KY
- Family/Pet-Friendly Riverside Home w/Amazing Views
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