Charlestown Vacation Rentals

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Dec 26 - Dec 28
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Apr 3 - Apr 5

Our top choices for Charlestown vacation rentals

Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels
The Bellwether Hotel

Aparthotel in Tyler Park

3.5 star property
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
$110 nightly
The price is $128
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Bellwether Hotel
Signature Suite, 1 Queen Bed, Non Smoking | Premium bedding, down comforters, memory foam beds
Stellar Suites

Aparthotel in Downtown Louisville

4.5 star property
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
$154 nightly
The price is $179
Dec 23 - Dec 24
Total with taxes and fees
Stellar Suites
Executive Room | View from room
Hancock House

Aparthotel in Downtown Louisville

3.0 star property
8.2 out of 10, Very Good, (246)
"Worked great for our family. Would stay again. "
United States
Manda
$150 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
Hancock House
Junior Room | Living area
The Duke Hotel

Aparthotel in Downtown Louisville

2.0 star property
$136 nightly
The price is $157
Dec 23 - Dec 24
Total with taxes and fees
The Duke Hotel
32-inch Smart TV with cable channels
The Reserve on Main

Aparthotel in Downtown Louisville

4.0 star property
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
$190 nightly
The price is $213
Dec 14 - Dec 15
Total with taxes and fees
The Reserve on Main
Interior
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Vacation Home in Louisville

9.8 out of 10, Exceptional, (76)
"Interesting property!"
United States
Donald R.
$1,060 nightly
The price is $1,230
Dec 10 - Dec 11
Total with taxes and fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!

Cabin in Cloverleaf

10.0 out of 10, Exceptional, (377)
"Absolutely stunning cabin!!! Super warm, quite and relaxing! Loved the eggs, bacon, and English muffins for breakfast. Bed was soft and comfortable. Shower was amazing too. We enjoyed ourselves thoroughly after the UK vs Louisville game. "
United States
crazy
$164 nightly
The price is $190
Dec 10 - Dec 11
Total with taxes and fees
A Cozy Cottage Near the Heart of All Louisville Attractions!
Seasonal outdoor pool
CozySuites at Nulu

Aparthotel in Downtown Louisville

4.0 star property
8.2 out of 10, Very Good, (26)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
$173 nightly
The price is $201
Dec 10 - Dec 11
Total with taxes and fees
CozySuites at Nulu
Outdoor spa tub
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Vacation Home in Jeffersontown

9.6 out of 10, Exceptional, (25)
"Great place good time "
United States
Jefferey S.
$634 nightly
The price is $736
Dec 10 - Dec 11
Total with taxes and fees
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Property grounds
Historic Home in Old Louisville with deck and courtyard

Vacation Home in Old Louisville

10.0 out of 10, Exceptional, (60)
"We loved the historic home and had everything we needed. We really enjoyed our stay."
United States
Snoopy N.
$404 nightly
The price is $469
Dec 10 - Dec 11
Total with taxes and fees
Historic Home in Old Louisville with deck and courtyard
Outdoor spa tub
Spectacular waterfront house!

Vacation Home in Prospect

9.6 out of 10, Exceptional, (86)
"Great location with views of the river. "
United States
Patrick G.
Spectacular waterfront house!
Interior
King Bed in Historic Building Downtown

Apartment in Downtown Louisville

9.2 out of 10, Wonderful, (35)
" Nice stay in a fun city!"
United States
Jennifer S.
$135 nightly
The price is $156
Dec 10 - Dec 11
Total with taxes and fees
King Bed in Historic Building Downtown
Exterior detail
Close to Everything in Louisville!!!

Vacation Home in Camp Taylor

9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
$222 nightly
The price is $258
Dec 10 - Dec 11
Total with taxes and fees
Close to Everything in Louisville!!!
Interior
Uptown Class

Vacation Home in New Albany

10.0 out of 10, Exceptional, (11)
"Great property. Good location. "
United States
Damont P.
$335 nightly
The price is $378
Dec 10 - Dec 11
Total with taxes and fees
Uptown Class
Outdoor pool, a heated pool
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Apartment in Downtown Louisville

10.0 out of 10, Exceptional, (39)
"This was the perfect place for a quick trip to the city. Will definitely be back! "
United States
Kayla P.
$134 nightly
The price is $156
Dec 22 - Dec 23
Total with taxes and fees
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
House | Private kitchen | Fridge, microwave, oven, stovetop
Newly renovated 4BR CozySuites

Vacation Home in Smoketown Jackson

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
United States
Naguib
Newly renovated 4BR CozySuites
Fridge, microwave, oven, stovetop
Preston Retreat - Convenient Germantown Location

Vacation Home in Merriwether

5.0 out of 10, (4)
"Worked out well for our metro adventure. Older house with charm. Really does but up to the park which is great for walking and meeting the super nice neighbors. "
United States
Cory G.
$215 nightly
The price is $219
Dec 10 - Dec 11
Total with taxes and fees
Preston Retreat - Convenient Germantown Location
Property grounds
Old Louisville Carriage House - 3BR/2BA - Fire pit

Apartment in Old Louisville

8.6 out of 10, Excellent, (19)
"Lovely place. Will be coming back again. Thank you!"
United States
Jennifer H.
Old Louisville Carriage House - 3BR/2BA - Fire pit
Property grounds
Steps to Restaurants, Nightlife, Shops- PacMan/King Bed/Bardstown Rd/Highlands

Vacation Home in Louisville

10.0 out of 10, Exceptional, (10)
"My family of four (boys 9 and 11) were in town for a week to visit family. Great stay, clean place, wonderfully helpful and responsive owner. "
United States
Matthew B.
$229 nightly
The price is $266
Dec 10 - Dec 11
Total with taxes and fees
Steps to Restaurants, Nightlife, Shops- PacMan/King Bed/Bardstown Rd/Highlands
BBQ/picnic area
stayAPT Suites Louisville North-Clarksville

Aparthotel in Clarksville

4.0 star property
9.8 out of 10, Exceptional, (43)
"Excellent stay. One of my favorite hotels in the area. They never disappoint "
United States
Julia
$156 nightly
The price is $177
Dec 10 - Dec 11
Total with taxes and fees
stayAPT Suites Louisville North-Clarksville
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

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"It sucks waiting on the elevator "
Rob 2-night trip
Posted 13 hours ago
Galt House Hotel Trademark Collection by Wyndham

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 $128 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.

Explore a world of travel with Expedia

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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This vacation home rental outside of Charlestown is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.