
Charlestown Vacation Rentals
- Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
- OneKeyCashEarn OneKeyCash on all your eligible bookings
- Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Our top choices for Charlestown vacation rentals

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Charming house in one of Louisville's most coveted neighborhoods
Charming house in one of Louisville's most coveted neighborhoods
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8
Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game RmsFind vacation rentals that suit your style
Top Charlestown Hotel Reviews

21c Museum Hotel Louisville
Find out more about Charlestown
Everything you need to know about Charlestown vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlestown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charlestown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Charlestown vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Charlestown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Charlestown in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Charlestown rentals
At Expedia, we put the best Charlestown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Charlestown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charlestown vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlestown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Charlestown Hotels
- 3 Star Hotels in Memphis
- Hotels near Charlestown State Park
- Extended Stay Hotels in Sellersburg
- B&B in Sellersburg
- Red Roof Inn Hotels in Sellersburg
- Romantic Hotels in Sellersburg
- Hilton Hotels in Sellersburg
- 4 Star Hotels in Charlestown
- Red Roof Inn Hotels in Charlestown
- Cheap Hotels in Jeffersonville - Clarksville
- Memphis Hotels
- Scottsburg Hotels
- Henryville Hotels
- Cheap Hotels in Charlestown
- Hotels & Resorts for Couples in Sellersburg
- Luxury Hotels in Sellersburg
- Hotels with a Pool in Sellersburg
- Hotels with an Indoor Pool in Charlestown
- Hotels with Restaurants in Sellersburg
- Rv Parks in Sellersburg
- Family Hotels in Sellersburg
- Vacation Homes in Memphis
- Hotels near Covered Bridge Golf Club
- Best Western Hotels in Charlestown
- Madison Hotels
- 4 Star Hotels in Sellersburg
- Villas in Sellersburg
- Hotels with Hot Tubs in Charlestown
- Pet-Friendly Hotels in Sellersburg
- Cheap Hotels in Sellersburg
- Hilton Hotels in Charlestown
- Hotels with an Indoor Pool in Sellersburg
- Red Carpet Inn Hotels in Charlestown
- Motel 6 Hotels in Charlestown
- Resorts & Hotels with Spas in Charlestown
- Extended Stay Hotels in Charlestown
- Cabin Rentals in Memphis
- New Albany Hotels
- B&B in Charlestown
- Hotels with Hot Tubs in Sellersburg
- Marriott Hotels & Resorts in Sellersburg
- Cabin Rentals in Sellersburg
- Cabin Rentals in Charlestown
- Jeffersonville Hotels
- Clarksville Hotels
- Motels in Charlestown
- 5 Star Hotels in Charlestown
- Pet-Friendly Hotels in Charlestown
- Sellersburg Hotels
- Motels in Sellersburg
- Sellersburg Vacation Rentals
- Madison Vacation Rentals
- Clarksville Vacation Rentals
- French Lick Vacation Rentals
- English Vacation Rentals
- Austin Vacation Rentals
- Mitchell Vacation Rentals
- Paoli Vacation Rentals
- Leavenworth Vacation Rentals
- Seymour Vacation Rentals
- Jeffersonville Vacation Rentals
- Salem Vacation Rentals
- West Baden Springs Vacation Rentals
- Bedford Vacation Rentals
- Vevay Vacation Rentals
- Elizabeth Vacation Rentals
- Osgood Vacation Rentals
- Taswell Vacation Rentals
- Hanover Vacation Rentals
- Corydon Vacation Rentals
- Scottsburg Vacation Rentals
- Columbus Vacation Rentals
- North Vernon Vacation Rentals
- Dillsboro Vacation Rentals
- Jeffersonville - Clarksville Vacation Rentals
- Marengo Vacation Rentals
- New Albany Vacation Rentals
- Brownstown Vacation Rentals












































































