Discover a selection of 24 vacation rentals in Charlestown, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $78 per night, and houses and villas are popular options for a stay in Charlestown. Either way, you'll find a rental for everyone's needs.
Destination guide

The friendly city of Charlestown awaits you

The riverfront, island views and wildlife display a scene truly unique to Charlestown. Travelers appreciate the hiking in this welcoming city. KFC Yum Center and Kentucky Exposition Center are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Things to do

Activities and attractions in and around Charlestown

Are you hoping to find attractions to see while you're in town? Venture out of your cozy vacation rental and experience everything that Charlestown has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Churchill Downs (17.9 mi / 28.9 km)
  • Kentucky Kingdom (18.3 mi / 29.4 km)
  • Covered Bridge Golf Club (7 mi / 11.2 km)
  • Huber’s Orchard, Winery & Vineyards (14.1 mi / 22.7 km)
  • Louisville Zoo (17.2 mi / 27.7 km)
  • Valhalla Golf Club (18.1 mi / 29.1 km)
Natural features

Exploring the natural features in Charlestown

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Charlestown. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Charlestown State Park (2.8 mi / 4.5 km)
  • Deam Lake State Recreation Area (10.5 mi / 16.9 km)
  • Louisville Waterfront Park (13 mi / 21 km)
  • E.P. Tom Sawyer State Park (13.3 mi / 21.5 km)
  • Falls of the Ohio State Park (13.3 mi / 21.5 km)
  • Big Four Bridge (13.5 mi / 21.6 km)
How to get there

Traveling to and around Charlestown

The nearest airport is in Louisville Intl. Airport (SDF), located 18.8 mi (30.3 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Louisville, KY (LOU-Bowman Field), which is 15.9 mi (25.6 km) away.

What are the top vacation rentals in or near Charlestown?

The heart wants what the heart wants, and right now it's longing for a vacation. It's time to pack your bags and zip off to one of these top vacation rentals in or near Charlestown:

  • "Large Guest Suite With Private Entrance" is a favorite with guests. Around 60 miles from Charlestown, it has 1 bedroom and lots of useful amenities, including a video library and a garage.
  • Alternatively, make your home away from home at "Relaxing Cabin In The Country, Near Patoka Lake". Around 50 miles from the heart of Charlestown, it has 2 bedrooms and features outdoor furniture and golf.

For even more great options, use the search bar at the top of the page to find the perfect Charlestown vacation rental for you.

What are the best tiny house vacation rentals in or near Charlestown?

You need only set foot inside one of Vrbo's tiny house vacation rentals in Charlestown to figure out that great things really do come in small packages. Sensibly designed to maximize every inch of space, these mini wonders deliver a big vacation experience:

  • Take time off and reenergize at "Tiny Home With A Cabin Feel". Located in New Pekin, coffee and tea making facilities and a desk are a couple of amenities offered here.
  • "Tiny Too - Tiny House With River View" in Ohio River Valley is another top-rated option. Outdoor furniture and free WiFi will make your time here more comfortable.

Can I find log cabins to rent in or near Charlestown?

Select a charming log cabin from the many scattered in or around Charlestown and you'll soon be inside your timber-clad hideaway, vino in hand, unwinding next to a glowing fire. But adventure is right outside your door too. These cabins offer the perfect blend of comfort and fun:

  • "Beautiful Turkey Hill Log Cabin Located On 20 Acres Of Hilltop Property": This great cabin is an ideal base for fun and adventure. Horse riding and sledding are two activities you can do in the area when you're not chilling in your comfy cabin.
  • "Adventurewood Luxury Log Cabin": After a long day of trying out some local activities, such as sailing and horse riding, return home to this in-demand getaway.

What are the top-rated vacation rentals for weekend getaways in or near Charlestown?

If you're in the mood to switch off and relax for a couple of nights, you'll find a range of amazing weekend getaways in and around Charlestown. Revive your spirit at one of these top options:

  • Book a few nights or longer at "Extremely Clean Beautiful Home 2 Blocks To Main St And 2 Blocks To The Ohio River", around 25 miles to the northeast of Charlestown, and you've got yourself the ultimate weekend escape. You'll have nature hotspots like Sunrise Falls Golf Course and Wildlife In Need on your doorstep and conveniences like off-street parking options and WiFi to make the most of.
  • "Derby Getaway" is also ideal for a whirlwind getaway. Located about 9 miles to the southwest of Charlestown, this vacation rental comes with amenities such as towels and golf. Otter Creek Outdoor Recreation Area and Louisville Zoo should be on your itinerary if you stay here.

Can I find studio apartments for rent in and around Charlestown?

Usually small, inexpensive and well located, it's easy to fall for the appeal of a studio apartment. Escape to one of these options and experience the culture of Charlestown up close:

  • Explore the world around you from "Louisville Bourbon Bungalow". This vacation rental is a great base for discovering the sights and comes with amenities including towels and internet services.
  • Alternatively, slip into vacation mode at "Tiny Home With A Cabin Feel", which offers conveniences such as a fridge and a smart TV.

With the money you save on your studio apartment, you can afford to see more of Charlestown. Cultural sights like Marsh Grandstand and Wine and Canvas will help you understand the personality of this destination.

Can I find short term rentals in or near Charlestown?

Locating a short-term rental in or near Charlestown won't be a problem if you only have a few nights available. Whether you're seeking an apartment just for one or a vacation home that'll fit a family, you'll find the right place on Vrbo. Here are some of our best options:

  • Conveniently located close to top attractions like Tipton Co Memorial Hospital, "Luxury Accommodations. . Just A Short Drive From Home" will make the perfect home away from home during your stay in Charlestown.
  • Also not far from the center, "Enjoy The Peaceful Surroundings At Sonshine Cabin And Have A Relaxing Time" is another fabulous option. After some sightseeing inspiration while you're in the area? IU Health Tipton Hospital is a good place to start.

What are the best romantic weekend getaways in or near Charlestown?

Forget roses and chocolates. Sometimes all you need is to get away for the weekend, just you and your sweetheart. At Vrbo, we've got romantic getaways in and around Charlestown that would make even Cupid envious. Here are some we think you'll fall in love with:

  • Located around 13 miles from Charlestown, "Loft On Market | 10+beds | Great For Groups | 5 Miles From Dtown Louisville" is a perfect place for lovestruck couples. Winery tours and beauty services are some of the amenities you'll find here.
  • Alternatively, spend your mini break drinking wine and canoodling at "Cabin/vacation Home In The Woods On Private Lake Close To Louisville", around 25 miles from Charlestown. Winery tours and a fireplace will help set the mood for romance.

What are the best large group vacation rentals in or near Charlestown?

Share your trip and have more fun. Whether you're organizing an active getaway with friends or an overdue family reunion, you'll have your pick of large group vacation rentals in and near Charlestown:

  • A great range of amenities including a water park and a kitchen make "Loft On Market | 10+beds | Great For Groups | 5 Miles From Dtown Louisville" a standout. This spacious getaway has 4 bedrooms and accommodates up to 17 people. From the heart of Charlestown, it's around 13 miles away to the southwest.
  • Nothing takes priority over being with the people you love, and "Staycation With 5 Bedrooms And Heated Pool And Hot Tub" makes it easy to do that. Located around 14 miles to the southwest of Charlestown, as many as 12 people can stay in this vacation rental which has 5 bedrooms. A swimming pool and a fireplace are among the numerous amenities here.

What are the best houses for rent with a pool in or near Charlestown?

Of all the amenities a vacation rental can offer, a pool is easily the most fun. Check out these houses for rent with a pool in or near Charlestown and spend your days splashing about. Just don't forget to bring your unicorn floatie:

  • Pack your swim gear and take a break at "Beautiful Renovated And Quiet 2 Bedroom House". There are plenty of other appealing amenities here, including a living room and a toaster.
  • "Extremely Clean Historic Brick House" is the sort of place you go to get away from everything and enjoy your surroundings, starting with its pool. A microwave oven and free toiletries are also on hand to make your stay nice and comfortable.

Not sure what the weather's like in Charlestown? It has a humid subtropical climate, with average summertime temperatures ranging from 65 ºF to 85 ºF. If you're searching for a little more inspiration on places to stay in this impressive destination, use the search bar at the top of the page and adjust the filters to check out our entire range of Charlestown vacation rentals.

What are the best large family vacation rentals in or near Charlestown?

Every catch-up with the family should be one to remember. Whether you're organizing an action-packed escape with the kids or that long-overdue family reunion, our large family vacation rentals in or near Charlestown offer a home away from home with enough space for everyone:

  • Located about 13 miles to the southwest of Charlestown, "Loft On Market | 10+beds | Great For Groups | 5 Miles From Dtown Louisville" has 4 bedrooms and sleeps up to 17 guests. It's equipped with a range of amenities, including free toiletries and a dining table.
  • "Cabin/vacation Home In The Woods On Private Lake Close To Louisville" is another top pick for families. It's around 25 miles to the southwest of Charlestown, has 3 bedrooms and accommodates up to 10 people. Handy amenities here include a DVD player and a fridge.

If you'd like to sightsee, there are loads of family-friendly attractions nearby to put on your wish list. Anderson Roll Arena, Pinheads and Hamilton County 4-H Fairgrounds are great places to start.