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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, (23 reviews)
"Nice space, much better than a hotel, responsive property manager."
United States
Mary B.
The price is HK$839
HK$1,258 total
includes taxes & fees
7 Jul - 8 Jul
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, (4 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
The price is HK$902
HK$3,535 total
includes taxes & fees
6 Jul - 7 Jul
Emerald Lake Retreat Charlestown

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, (22 reviews)
"Everything was outstanding!"
United States
John W.
The price is HK$1,397
HK$2,195 total
includes taxes & fees
6 Jul - 7 Jul
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, (148 reviews)
"Host were nice and friendly "
United States
Robert M.
The price is HK$1,800
HK$2,890 total
includes taxes & fees
2 Jul - 3 Jul
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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)
"The cutest house that felt like “home”! It was clean, well stocked, & in a great neighborhood! Would stay again if we are in Louisville!"
United States
Amy K.
The price is HK$1,600
HK$2,111 total
includes taxes & fees
30 Jul - 31 Jul
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

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, (24 reviews)
"We had a wonderful stay!"
United States
Katie H.
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

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, (55 reviews)
"Great place!"
United States
Nakoma F.
The price is HK$1,235
HK$2,917 total
includes taxes & fees
12 Jul - 13 Jul
Near Highways and a 20 Min Drive to Louisville's Main Attractions

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"We had everything we needed. Great location!"
United States
Adam S.
The price is HK$635
HK$3,167 total
includes taxes & fees
2 Jul - 3 Jul
St. Matthew’s - Walk to Shops & Restaurants

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Hikes Point
10.0 out of 10, Exceptional, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
The price is HK$1,509
HK$3,800 total
includes taxes & fees
7 Jul - 8 Jul
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (29 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is HK$1,803
HK$4,545 total
includes taxes & fees
7 Jul - 8 Jul
Stunning Victorian Home - prime location minutes from Louisville

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, (396 reviews)
"Fabulous site to stay at! Secluded and quiet along with amazing decore! Perfect for couples getaway will return!"
United States
Lee C.
The price is HK$1,235
HK$1,615 total
includes taxes & fees
2 Jul - 3 Jul
A Cozy Cottage Near the Heart of All Louisville Attractions!

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (130 reviews)
"Really nice unit. Very comfortable and clean. Very nice area -"
United States
Harry
The price is HK$1,019
HK$1,820 total
includes taxes & fees
2 Jul - 3 Jul
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

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 HK$2,823
HK$5,167 total
includes taxes & fees
14 Jul - 15 Jul
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

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 HK$1,850
HK$4,250 total
includes taxes & fees
5 Jul - 6 Jul
5BR House Near Kentucky Exposition Center with Pool

StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
The price is HK$981
HK$1,200 total
includes taxes & fees
7 Jul - 8 Jul
StudioRes by Marriott Louisville East

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (40 reviews)
"Everything about our stay was excellent."
United States
James H.
The price is HK$823
HK$2,102 total
includes taxes & fees
15 Jul - 16 Jul
Close to Everything in Louisville!!!

Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River

Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
New Albany
9.8 out of 10, Exceptional, (16 reviews)
"Yes well stocked and cozy "
United States
Maya G.
The price is HK$980
HK$2,587 total
includes taxes & fees
2 Jul - 3 Jul
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River

+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 HK$1,247
HK$2,814 total
includes taxes & fees
15 Jul - 16 Jul
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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, (59 reviews)
"It was well-stocked and has everything we needed! The master bedroom bed was so comfortable. Easy parking and the host was wonderful. "
United States
Amy P.
The price is HK$1,588
HK$3,318 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (26 reviews)
"The bakery near by and the people in the community were an added bonus. Would stay hear again!"
United States
Kristen A.
The price is HK$980
HK$3,296 total
includes taxes & fees
14 Jul - 15 Jul
Uptown Class
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

Search for holiday rentals in Charlestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlestown using one of the methods below:

  • View our selection of featured holiday rentals in Charlestown
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  • Enter your travel dates to view the best deals on holiday rentals in Charlestown while they last

Look no further and take a look at our great range of rental properties in Charlestown!

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?

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville: This holiday home rental outside of Charlestown is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

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.