Charlestown holiday rentals

We found 307 holiday rentals — enter your dates for availability
Discover a selection of 6 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.

Holiday rentals with weekly discounts – Charlestown

Showing deals for:20 Nov - 27 Nov

Front of the house with ample parking...
To make it even more special for you, we have a 6 people private hottub with lovely views of the Ohio river!
Kentucky Kingdom and Hurricane Bay Water Park is a MUST-SEE for families! It has fun-filled rides and activities for ALL ages! Get ready for all the splashing good memories that will last your family a lifetime!
Guests Fav #1: Spacious, comfy and luxurious bedrooms
Exceptional
(28 reviews)

Luxe Waterfront Newspaper Featured w/ Cinema Hot Tub Sauna Fire Pit Pets Views

Jeffersonville

8% off
AU$12,572
for 7 nights, 1 home
AU$1,796 per night
includes taxes & fees
Luxe Waterfront Newspaper Featured w/ Cinema Hot Tub Sauna Fire Pit Pets Views
Family room off of foyer and next to Living room area 1 with queen bed And bunks
Exterior
Living room area 1 with queen bed and bunk beds
Foyer as you walk in front door
Exceptional
(14 reviews)

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Jeffersonville

20% off
AU$5,327
for 7 nights, 1 home
AU$761 per night
includes taxes & fees
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Property grounds
Pool
Living area
Living area
Exceptional
(11 reviews)

Safe, scenic, and convenient. Bordering a State Park!

Louisville

9% off
AU$5,721
for 7 nights, 1 home
AU$817 per night
includes taxes & fees
Safe, scenic, and convenient. Bordering a State Park!
This 1840s built beauty, Jeffersonville's first public hospital, survived the 1937 Louisville flood and stands strong, telling stories of the past, enriching the present, and waiting for you to make your memories.
Front row views of the river from your private balcony
Dining
Interior
Exceptional
(29 reviews)

8BR Riverfront Getaway Bourbon Trail w/Dome Firepit HotTub Luxe Amenities Views

Jeffersonville

8% off
AU$19,127
for 7 nights, 1 home
AU$2,732 per night
includes taxes & fees
8BR Riverfront Getaway Bourbon Trail w/Dome Firepit HotTub Luxe Amenities Views
Living area
Property grounds
Room
Living area
Exceptional
(25 reviews)

Big 4 Cottage

Jeffersonville

7% off
AU$1,942
for 7 nights, 1 home
AU$277 per night
includes taxes & fees
Big 4 Cottage
Springtime in Louisville
Living room w/pullout bed
Outdoor casual decking area
Kitchen sotcked
Exceptional
(29 reviews)

Louisville GEM, newly furnished, super clean, in a safe trendy area

Louisville

11% off
AU$1,542
for 7 nights, 1 apartment
AU$220 per night
includes taxes & fees
Louisville GEM, newly furnished, super clean, in a safe trendy area
Private kitchen
Riverfront view
Room
Dining
Exceptional
(53 reviews)

Waterfront Apartment - Downstairs Unit

Jeffersonville

8% off
AU$3,017
for 7 nights, 1 apartment
AU$431 per night
includes taxes & fees
Waterfront Apartment - Downstairs Unit
Living area
Living area
Private kitchen
Room
Exceptional
(18 reviews)

Waterfront Apartment, 2nd floor unit

Jeffersonville

8% off
AU$3,491
for 7 nights, 1 apartment
AU$499 per night
includes taxes & fees
Waterfront Apartment, 2nd floor unit
  • 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:

  • Covered Bridge Golf Club (7 mi / 11.2 km)
  • Champions Pointe Golf Club (7.9 mi / 12.7 km)
  • 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)

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)
  • Big Four Bridge (13.5 mi / 21.6 km)
  • Yew Dell Botanical Gardens (13.8 mi / 22.3 km)
  • Riverfront Plaza Belvedere (14.3 mi / 23 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 Stayz 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 Stayz 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 Stayz 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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