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, (17 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AU$220
includes taxes & fees
11 May - 12 May
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is AU$556
includes taxes & fees
6 May - 7 May
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 AU$395
includes taxes & fees
5 May - 6 May
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Louisville
10.0 out of 10, Exceptional, (82 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is AU$351
includes taxes & fees
12 May - 13 May
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

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, (20 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is AU$1,351
includes taxes & fees
5 May - 6 May
Heated Pool Estate • 5 King Beds • No Bad Rooms

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (91 reviews)
"The home was great, the host was very responsive."
United States
jasmine p.
The price is AU$860
includes taxes & fees
4 May - 5 May
Spectacular waterfront house!

Waterfront Symphony~Newspaper Featured~Cinema~Hot Tub~Fire Pit~Pets~Sauna~Views

Waterfront Symphony~Newspaper Featured~Cinema~Hot Tub~Fire Pit~Pets~Sauna~Views
Jeffersonville
10.0 out of 10, Exceptional, (24 reviews)
"Checking in was super easy! The house was beautifully decorated and we appreciated all the added little touches such as the coffee bar! "
United States
Anonymous traveller
The price is AU$6,913
includes taxes & fees
4 May - 5 May
Waterfront Symphony~Newspaper Featured~Cinema~Hot Tub~Fire Pit~Pets~Sauna~Views

Premium 6BR Bourbon Trail home for large groups!

Premium 6BR Bourbon Trail home for large groups!
Crescent Hill
The price is AU$1,481
includes taxes & fees
3 May - 4 May
Premium 6BR Bourbon Trail home for large groups!

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, (53 reviews)
"Great place!"
United States
Nakoma F.
The price is AU$536
includes taxes & fees
11 May - 12 May
Near Highways and a 20 Min Drive to Louisville's Main Attractions

The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands

The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands
Schnitzelburg
10.0 out of 10, Exceptional, (36 reviews)
"We were down there for a big golf trip weekend. The place worked out very well for us with the sleeping arrangements and proximity to restaurants."
United States
Erich V.
The price is AU$11,645
includes taxes & fees
3 May - 4 May
The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands

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 AU$2,477
includes taxes & fees
3 May - 4 May
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (27 reviews)
"Awesome set up and location. "
United States
Jen S.
The price is AU$866
includes taxes & fees
29 Apr - 30 Apr
Mid-Century Oasis with Hot Tub

8 Min to Bourbon Fest | 6 Kings + Hot Tub

8 Min to Bourbon Fest | 6 Kings + Hot Tub
Schnitzelburg
9.8 out of 10, Exceptional, (83 reviews)
"Beautiful home, great stay. Would book again. "
United States
Sean L.
The price is AU$1,444
includes taxes & fees
24 May - 25 May
8 Min to Bourbon Fest | 6 Kings + Hot Tub

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 AU$954
includes taxes & fees
29 Apr - 30 Apr
Amazing/Entire house 5 min away from the Airport

Whiskey Stop- Close to Ky Expo, Walkable & Parking

Whiskey Stop- Close to Ky Expo, Walkable & Parking
Germantown
10.0 out of 10, Exceptional, (76 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is AU$386
includes taxes & fees
29 Apr - 30 Apr
Whiskey Stop- Close to Ky Expo, Walkable & Parking

The Crimson Cottage- A Premium Highlands Retreat!

The Crimson Cottage- A Premium Highlands Retreat!
Phoenix Hill
The price is AU$867
includes taxes & fees
26 May - 27 May
The Crimson Cottage- A Premium Highlands Retreat!

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, (160 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 AU$749
includes taxes & fees
3 May - 4 May
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 AU$804
includes taxes & fees
11 May - 12 May
Stunning Victorian Home - prime location minutes from Louisville

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"This was such a cozy place to stay! It was perfect for visiting with my bestie! We loved the fireplace! "
United States
Justis H.
The price is AU$339
includes taxes & fees
3 May - 4 May
Carriage House, 7 minutes from downtown Louisville

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (87 reviews)
"Very nice place"
United States
Seth B.
The price is AU$507
includes taxes & fees
26 May - 27 May
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
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 favourite 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 depend 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 AU$217 per night. Entering your travel dates in the search wizard might find you 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?

Stylish 2BR Retreat Minutes from NuLu & Downtown!: This holiday home rental outside of Charlestown is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.