Charlestown Holiday Rentals

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Our top choices for Charlestown holiday rentals

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (16 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is NZ$256
includes taxes & fees
14 Apr - 15 Apr
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
The price is NZ$755
includes taxes & fees
14 Apr - 15 Apr
Emerald Lake Retreat Charlestown

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (143 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveller
The price is NZ$686
includes taxes & fees
19 Apr - 20 Apr
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (19 reviews)
"Everything was outstanding!"
United States
John W.
The price is NZ$474
includes taxes & fees
19 Apr - 20 Apr
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (78 reviews)
"We brought a large group to a conference in Louisville and it was perfect to have all of us stay together. It was a historic house, full of charm. Only negative was the warm water ran out quickly with so many people."
United States
Benjamin T.
The price is NZ$2,058
includes taxes & fees
14 Apr - 15 Apr
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Heated Pool Estate • 5 King Beds • No Bad Rooms

Heated Pool Estate • 5 King Beds • No Bad Rooms
La Grange
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is NZ$1,649
includes taxes & fees
5 May - 6 May
Heated Pool Estate • 5 King Beds • No Bad Rooms

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground
Bonnycastle
10.0 out of 10, Exceptional, (35 reviews)
"Very responsive host & excellent location. "
United States
Bryan J.
The price is NZ$2,146
includes taxes & fees
15 Apr - 16 Apr
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (82 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is NZ$519
includes taxes & fees
20 Apr - 21 Apr
Charming house in one of Louisville's most coveted neighborhoods

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (86 reviews)
"Very nice place"
United States
Seth B.
The price is NZ$586
includes taxes & fees
14 Apr - 15 Apr
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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
Henryville
10.0 out of 10, Exceptional, (159 reviews)
"We had a great time during our stay. The cabin was as advertised and we were able to get some great family time together. "
United States
Amy M.
The price is NZ$813
includes taxes & fees
14 Apr - 15 Apr
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (27 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is NZ$983
includes taxes & fees
20 Apr - 21 Apr
Stunning Victorian Home - prime location minutes from Louisville

Thunder Over Louisville Fireworks View Getaway

Thunder Over Louisville Fireworks View Getaway
Jeffersonville
The price is NZ$374
includes taxes & fees
14 Apr - 15 Apr
Thunder Over Louisville Fireworks View Getaway

Great Location-5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

Great Location-5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo
Louisville
10.0 out of 10, Exceptional, (8 reviews)
"We had a great stay. House was as advertised, clean, and great location. Would stay again."
United States
Robert T.
Great Location-5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (385 reviews)
"Wonderful little place to stay for a weekend. 10/10 recommend staying here. Quiet and serene, and the hosts have thought of everything- very nicely equipped!"
United States
Amanda E.
The price is NZ$326
includes taxes & fees
14 Apr - 15 Apr
A Cozy Cottage Near the Heart of All Louisville Attractions!

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
New Albany
10.0 out of 10, Exceptional, (54 reviews)
"We stay at the Cozy Cottage every Christmas while visiting family. It has everything you need and enough space for 8 of us to not feel like we are in each other’s way. "
United States
Julie M.
The price is NZ$759
includes taxes & fees
14 Apr - 15 Apr
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (52 reviews)
"A beautiful old home. Very clean and comfortable. Extremely convenient to everything we had planned for the weekend. Definitely a place we would reserve again."
United States
LUCY G.
The price is NZ$593
includes taxes & fees
14 Apr - 15 Apr
Victorian Center Jeffersonville

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (51 reviews)
"Great place!"
United States
Nakoma F.
The price is NZ$654
includes taxes & fees
20 Apr - 21 Apr
Near Highways and a 20 Min Drive to Louisville's Main Attractions

The Kentucky Rose - Old Louisville with deck and courtyard

The Kentucky Rose - Old Louisville with deck and courtyard
Old Louisville
10.0 out of 10, Exceptional, (65 reviews)
"Host was very communicative, great place to gather but also provided spaces for privacy when needed, two kitchen spaces was great for our group. "
United States
Grant W.
The price is NZ$789
includes taxes & fees
14 Apr - 15 Apr
The Kentucky Rose - Old Louisville with deck and courtyard

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is NZ$443
includes taxes & fees
24 Apr - 25 Apr
Carriage House, 7 minutes from downtown Louisville

Amazing/Entire house 5 min away from the Airport

Amazing/Entire house 5 min away from the Airport
Hayfield Dundee
10.0 out of 10, Exceptional, (32 reviews)
"Everything was perfect."
United States
Denise P.
The price is NZ$1,163
includes taxes & fees
14 Apr - 15 Apr
Amazing/Entire house 5 min away from the Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charlestown Hotel Reviews

Find out more about Charlestown

Everything you need to know about Charlestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charlestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charlestown holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlestown holiday rentals we have selected for you start as low as NZ$280 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Charlestown?

Yes, there are holiday rentals in Charlestown close to Charlestown Family Activities Park, or you can select a more secluded option if you're looking for a relaxing stay. Charlestown is known for its riverfront.

What are some of the best holiday rentals that Charlestown has to offer?

Newly renovated 4BR CozySuites: This holiday home rental outside Charlestown is equipped with a garden, air conditioning and WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Charlestown?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Charlestown stay.

What can I see and do in Charlestown?

Ohio River Valley and Woodford Farms Family Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Charlestown Family Activities Park. Other places in town to visit include Charlestown State Park and Rose Island.

What are holiday rentals like in Charlestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlestown. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family gatherings.