Charlestown Holiday Rentals

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Our top choices for Charlestown holiday rentals

10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is NZ$245
includes taxes & fees
1 Mar - 2 Mar
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
9.8 out of 10, Exceptional, (142 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$664
includes taxes & fees
7 Mar - 8 Mar
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
9.6 out of 10, Exceptional, (30 reviews)
"Stay was great"
United States
Jake T.
The price is NZ$1,203
includes taxes & fees
28 Feb - 1 Mar
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
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$462
includes taxes & fees
1 Mar - 2 Mar
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is NZ$1,260
includes taxes & fees
16 Mar - 17 Mar
Heated Pool, Karaoke, 5 Kings, Hot Tub, 2 Game Rms
9.4 out of 10, Exceptional, (83 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is NZ$552
includes taxes & fees
1 Mar - 2 Mar
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Holiday Home in Brownsboro Zorn

Large Centrally Located Home
10.0 out of 10, Exceptional, (16 reviews)
"Great property and location. Perfect for our wedding celebration weekend!"
United States
Craig and Patty F.
The price is NZ$1,626
includes taxes & fees
12 Mar - 13 Mar
Large Centrally Located Home
10.0 out of 10, Exceptional, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is NZ$509
includes taxes & fees
2 Mar - 3 Mar
Charming house in one of Louisville's most coveted neighborhoods
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
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
10.0 out of 10, Exceptional, (63 reviews)
"We loved the historic home and had everything we needed. We really enjoyed our stay."
United States
Snoopy N.
The price is NZ$768
includes taxes & fees
8 Mar - 9 Mar
Historic Home in Old Louisville with deck and courtyard
10.0 out of 10, Exceptional, (196 reviews)
"Easy check in and out, and a great view to have a great relaxing weekend! "
United States
David K.
The price is NZ$652
includes taxes & fees
1 Mar - 2 Mar
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
10.0 out of 10, Exceptional, (66 reviews)
"Great place to stay!"
United States
Cory H.
The price is NZ$1,122
includes taxes & fees
5 Mar - 6 Mar
Bourbon Retreat: 4 King, 5.5 Baths, Walk to Dining
10.0 out of 10, Exceptional, (378 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$317
includes taxes & fees
12 Mar - 13 Mar
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (53 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$402
includes taxes & fees
28 Feb - 1 Mar
Carriage House, 7 minutes from downtown Louisville

Holiday Home in Beechmont

Prime Derby Location - Firepit - Yard
9.8 out of 10, Exceptional, (11 reviews)
"We did a guys' weekend here and it was great for our group. Communication with the property manager was excellent."
United States
Paul S.
The price is NZ$978
includes taxes & fees
8 Mar - 9 Mar
Prime Derby Location - Firepit - Yard
10.0 out of 10, Exceptional, (51 reviews)
"Such an adorable place! VERY clean, tons of amenities available and wonderful host."
United States
Kristen Pumphrey
The price is NZ$735
includes taxes & fees
2 Mar - 3 Mar
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
10.0 out of 10, Exceptional, (31 reviews)
"The whole house is lovely. Parking great. wish it was a longer stay."
United States
hester K.
The price is NZ$1,134
includes taxes & fees
1 Mar - 2 Mar
Amazing/Entire house 5 min away from the Airport
9.6 out of 10, Exceptional, (35 reviews)
"Great location and nice place! I will stay here again!"
United States
Linda Q.
The price is NZ$472
includes taxes & fees
28 Feb - 1 Mar
Bright, Cheery Home steps from Shops & Nightlife!
10.0 out of 10, Exceptional, (33 reviews)
"Large house in a great location. Beautiful, luxury touches such as live-edge coffee table and leaded glass."
United States
Angela G.
The price is NZ$2,083
includes taxes & fees
1 Mar - 2 Mar
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (38 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is NZ$220
includes taxes & fees
12 Mar - 13 Mar
The Bellwether Hotel
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$220 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?

Charming home in the heart of the city!: This holiday home rental outside of Charlestown is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 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.