Walkway of roses, Rose Island park, forest, woodland, stone arches, archway, trail ending in woods

Charlestown Holiday Rentals

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Our top choices for Charlestown holiday rentals

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.
Emerald Lake Retreat Charlestown

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, (20 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AU$235
includes taxes & fees
21 June - 22 June
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

6 King Beds | Hot Tub | Highlands Mansion

6 King Beds | Hot Tub | Highlands Mansion
Highlands Douglass
10.0 out of 10, Exceptional, (118 reviews)
"Great place to stay the kitchen is large enough to accommodate the 8 of us that stayed. The grill outside could be updated. "
United States
Steve F.
The price is AU$1,998
includes taxes & fees
17 June - 18 June
6 King Beds | Hot Tub | Highlands Mansion

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, (21 reviews)
"Everything was outstanding!"
United States
John W.
The price is AU$402
includes taxes & fees
17 June - 18 June
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

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, (147 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is AU$523
includes taxes & fees
17 June - 18 June
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (33 reviews)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
The price is AU$1,025
includes taxes & fees
28 June - 29 June
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
La Grange
10.0 out of 10, Exceptional, (22 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is AU$1,605
includes taxes & fees
17 June - 18 June
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

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, (84 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is AU$351
includes taxes & fees
23 June - 24 June
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

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, (54 reviews)
"Great place!"
United States
Nakoma F.
The price is AU$650
includes taxes & fees
24 June - 25 June
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (93 reviews)
"Yes ,Great host , Peaceful and quiet ,Great views .Nice place , Beautifully decorated. Very clean , We had a great stay ."
United States
David C.
The price is AU$735
includes taxes & fees
22 June - 23 June
Spectacular waterfront house!

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, (394 reviews)
"The cabin was very clean & cozy. Comfy bed, coffee, and breakfast items laid out for us. English muffins, bananas, and fresh eggs! We had a wonderful stay, it was easy to check in and out. We plan on coming back. Great weekend stay. "
United States
Emily T.
The price is AU$298
includes taxes & fees
28 June - 29 June
A Cozy Cottage Near the Heart of All Louisville Attractions!

Country home with beautiful views and access to hiking, biking, and horse trails

Country home with beautiful views and access to hiking, biking, and horse trails
Henryville
10.0 out of 10, Exceptional, (38 reviews)
"Everything was just perfect. Will be staying here again."
United States
Joshua L.
The price is AU$358
includes taxes & fees
18 June - 19 June
Country home with beautiful views and access to hiking, biking, and horse trails

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, (165 reviews)
"Great place to stay and feel right at. Home. "
United States
Adam D.
The price is AU$763
includes taxes & fees
28 June - 29 June
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Highlands Bungalow Close to All / 3000+ sq ft

Highlands Bungalow Close to All / 3000+ sq ft
Belknap
10.0 out of 10, Exceptional, (64 reviews)
"Very clean and well maintained. "
United States
Brad F.
The price is AU$1,726
includes taxes & fees
28 June - 29 June
Highlands Bungalow Close to All / 3000+ sq ft

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, (82 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 AU$1,878
includes taxes & fees
17 June - 18 June
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

5BR House Near Kentucky Exposition Center with Pool

5BR House Near Kentucky Exposition Center with Pool
Beechmont
9.4 out of 10, Exceptional, (33 reviews)
"The house was spacious, the rooms were comfortable and we had everything we could have needed for the stay! "
United States
Brian C.
The price is AU$595
includes taxes & fees
17 June - 18 June
5BR House Near Kentucky Exposition Center with Pool

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
9.4 out of 10, Exceptional, (29 reviews)
"Great place to stay! Very cozy place"
United States
Megan K.
The price is AU$553
includes taxes & fees
29 June - 30 June
Historic Cottage with modern amenities

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)
"Host was accommodating and available!"
United States
Sheila G.
The price is AU$1,433
includes taxes & fees
17 June - 18 June
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (91 reviews)
"Excellent location"
United States
Danielle S.
The price is AU$508
includes taxes & fees
18 June - 19 June
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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, (34 reviews)
"Great host, very responsive, very helpful!! The house was beautiful, very clean and had all the amenities you needed! Including water & some cookies - also great location!!! "
United States
tony H.
The price is AU$1,028
includes taxes & fees
5 July - 6 July
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 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$200 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?

H1: Bourbon &Derby Getaway+Gift: This holiday home rental outside of Charlestown offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms and a kitchen with kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Charlestown?

With 6 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.