Charlestown Vacation Rentals

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Our top choices for Charlestown vacation rentals

10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
$130 nightly
The price is $147
Feb 26 - Feb 27
Total with taxes and fees
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 traveler
$346 nightly
The price is $402
Mar 15 - Mar 16
Total with taxes and fees
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
9.6 out of 10, Exceptional, (29 reviews)
"Stay was great"
United States
Jake T.
$639 nightly
The price is $742
Feb 26 - Feb 27
Total with taxes and fees
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.
$241 nightly
The price is $280
Feb 26 - Feb 27
Total with taxes and fees
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.
$693 nightly
The price is $759
Mar 3 - Mar 4
Total with taxes and fees
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.
$283 nightly
The price is $323
Feb 26 - Feb 27
Total with taxes and fees
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Vacation 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.
$875 nightly
The price is $1,015
Feb 27 - Feb 28
Total with taxes and fees
Large Centrally Located Home
10.0 out of 10, Exceptional, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
$264 nightly
The price is $306
Mar 2 - Mar 3
Total with taxes and fees
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.
$402 nightly
The price is $467
Feb 26 - Feb 27
Total with taxes and fees
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.
$343 nightly
The price is $398
Mar 1 - Mar 2
Total with taxes and fees
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.
$597 nightly
The price is $688
Mar 1 - Mar 2
Total with taxes and fees
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.
$164 nightly
The price is $190
Feb 26 - Feb 27
Total with taxes and fees
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.
$201 nightly
The price is $233
Feb 26 - Feb 27
Total with taxes and fees
Carriage House, 7 minutes from downtown Louisville

Vacation 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.
$509 nightly
The price is $595
Feb 26 - Feb 27
Total with taxes and fees
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
$395 nightly
The price is $446
Feb 26 - Feb 27
Total with taxes and fees
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Vacation Home in Hayfield Dundee

Amazing/Entire house 5 min away from the Airport
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.
$593 nightly
The price is $688
Mar 1 - Mar 2
Total with taxes and fees
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.
$244 nightly
The price is $283
Feb 26 - Feb 27
Total with taxes and fees
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.
$1,110 nightly
The price is $1,282
Mar 1 - Mar 2
Total with taxes and fees
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, (37 reviews)
"Clean room, history and location. "
United States
RICHARD
$114 nightly
The price is $132
Mar 2 - Mar 3
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlestown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlestown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Charlestown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown vacation 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 vacation.

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 vacation rentals in Charlestown?

Yes, we give you a choice of vacation rentals in Charlestown close to Charlestown Family Activities Park, or you can choose a more remote option if you'd like a relaxing place to stay. Charlestown is known for its riverfront.

What are some of the best vacation home rentals that Charlestown has to offer?

Charming home in the heart of the city!: This vacation 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 you can cook with friends or family.

How many vacation rentals are there in Charlestown?

With 5 Expedia vacation rentals, you're sure 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 vacation rentals like in Charlestown?

Vacation rentals are private properties you can stay in for a short or long stay in Charlestown. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.