Charlestown Holiday Rentals

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Our top choices for Charlestown holiday rentals

Holiday Home in Charlestown

Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
The price is NZ$854
includes taxes & fees
17 Jan - 18 Jan
Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is NZ$256
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (119 reviews)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is NZ$311
includes taxes & fees
29 Jan - 30 Jan
Stellar Suites
10.0 out of 10, Exceptional, (22 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is NZ$302
includes taxes & fees
18 Jan - 19 Jan
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Aparthotel in Downtown Louisville

Hancock House
3.0 star property
8.2 out of 10, Very good, (247 reviews)
"Great stay!"
United States
Tim
Hancock House
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is NZ$269
includes taxes & fees
13 Jan - 14 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!
9.8 out of 10, Exceptional, (62 reviews)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
The price is NZ$398
includes taxes & fees
21 Jan - 22 Jan
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is NZ$615
includes taxes & fees
23 Jan - 24 Jan
The Sweet Retreat Wheelchair Accessible Historic Home

Apartment in Downtown Louisville

4th Street Suites - Stunning King Bed Suite
2.0 star property
9.0 out of 10, Wonderful, (10 reviews)
"We loved our stay here! Property and room were very nice and clean! Room had everything you needed. Location was a very short walk to 4th street live and other attractions. We would stay here again! "
United States
Amy B.
The price is NZ$271
includes taxes & fees
19 Jan - 20 Jan
4th Street Suites - Stunning King Bed Suite

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (36 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is NZ$233
includes taxes & fees
13 Jan - 14 Jan
The Bellwether Hotel
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is NZ$391
includes taxes & fees
21 Jan - 22 Jan
Alfesco - Walkable Highlands Guesthouse

Apartment in Downtown Louisville

4th Street Suites - Extravagant King Bed Suite
9.8 out of 10, Exceptional, (21 reviews)
"Clean room and great location. Enjoyed being able to walk to many restaurants and to tours. "
United States
Doug H.
The price is NZ$267
includes taxes & fees
20 Jan - 21 Jan
4th Street Suites - Extravagant King Bed Suite
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is NZ$601
includes taxes & fees
14 Jan - 15 Jan
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
9.8 out of 10, Exceptional, (30 reviews)
"The apartment is very cute. the location was great. I was within walking distance of many cool spots and only steps from the river. The host is very polite and friendly. I would recommend this to anyone looking to stay near Louisville."
United States
Holly W.
The price is NZ$266
includes taxes & fees
14 Jan - 15 Jan
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
10.0 out of 10, Exceptional, (19 reviews)
"The cabin was cozy and inviting with so much history, and the grounds are meticulously maintained and absolutely gorgeous. Don was very nice to talk to and we enjoyed the 2 house pups that would let us pet them. "
United States
Adam H.
The price is NZ$490
includes taxes & fees
13 Jan - 14 Jan
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
10.0 out of 10, Exceptional, (71 reviews)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
The price is NZ$327
includes taxes & fees
13 Jan - 14 Jan
Book for Derby! Close to Churchill & Expo Center!
9.6 out of 10, Exceptional, (50 reviews)
"Great home with plenty of bedrooms and beds. "
United States
Megan D.
The price is NZ$672
includes taxes & fees
1 Feb - 2 Feb
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

Holiday Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is NZ$511
includes taxes & fees
13 Jan - 14 Jan
Putt Putt House by Louisville Walking Bridge

Holiday Home in Phoenix Hill

The Chestnut - Nulu
2.0 star property
9.8 out of 10, Exceptional, (33 reviews)
"Great property, pristine and clean and conveniently located with good parking."
United States
David D.
The price is NZ$377
includes taxes & fees
14 Jan - 15 Jan
The Chestnut - Nulu
10.0 out of 10, Exceptional, (77 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is NZ$503
includes taxes & fees
13 Jan - 14 Jan
Charming house in one of Louisville's most coveted neighborhoods
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$233 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?

Modern Comfort + Historic Charm for Large Groups 16+ guests | 7 bedrooms | 14 beds | 3.5 baths: This holiday home rental outside of Charlestown offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, 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.