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Charlestown holiday rentals

We found 257 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 5 homes and other holiday rentals in Charlestown that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The friendly city of Charlestown awaits you

The riverfront, island views and wildlife display a scene truly unique to Charlestown. Travellers appreciate the hiking in this welcoming city. If you're looking for accommodation options 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.

Activities and attractions in and around Charlestown

Are you hoping to find attractions to visit in the city? Venture out of your holiday home and experience everything that makes Charlestown a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Huber’s Orchard, Winery & Vineyards (14.1 mi / 22.7 km)
  • Louisville Zoo (17.2 mi / 27.7 km)
  • Churchill Downs (17.9 mi / 28.9 km)
  • Valhalla Golf Club (18.1 mi / 29.1 km)
  • Kentucky Kingdom (18.3 mi / 29.4 km)
  • Charlestown Family Activities Park (0.2 mi / 0.3 km)

Exploring the natural features in Charlestown

Whether you're looking for adventure or just want to appreciate the scenery, Charlestown is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Riverfront Plaza Belvedere (14.3 mi / 23 km)
  • Cherokee Park (14.9 mi / 23.9 km)
  • Louisville Mega Cavern (17.4 mi / 28 km)

Travelling to and around Charlestown

The nearest airport is in Louisville, KY (LOU-Bowman Field), located 15.9 mi (25.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Louisville International Airport (SDF), which is 18.8 mi (30.3 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Charlestown?

Length of stay, property type and season are some things that can affect the price of a holiday home. Simply enter your travel dates to find your ideal match. From comfy cabins to expansive villas, all Vrbo holiday homes provide amazing value.

How much does it cost to rent a beach house in Charlestown?

Prices for beach houses in Charlestown can vary depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use our filters to narrow your search by nearby activities, amenities, ratings and more.

What are the top attractions for families in Charlestown?

There are tons of fun things to see and do with the family in Charlestown, including:

  • Charlestown Family Activities Park
  • Charlestown State Park
  • Covered Bridge Golf Club

How old do you have to be to rent a holiday home in Charlestown?

You'll need to check with the Charlestown holiday home you're looking at on Vrbo as the minimum age differs. However, it's typically 16, 18 or 21.

How long can I rent a holiday home in Charlestown for?

The length of time you can book a holiday home in Charlestown depends on the property. Just enter your chosen travel dates to display a list of options offering extended stays. With loads of features such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get the perfect place to call your home away from home in Charlestown.

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