Charlestown Vacation Rentals

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Nov 23 - Nov 24
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Vacation Rentals in Charlestown

Fridge, microwave, oven, stovetop
Emerald Lake Retreat Charlestown

Vacation Home in Charlestown

10.0 out of 10, Exceptional, (3)
"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.
$394 nightly
The price is $445
Nov 24 - Nov 25
Total with taxes and fees
Emerald Lake Retreat Charlestown
Interior
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Vacation Home in Charlestown

10.0 out of 10, Exceptional, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
$130 nightly
The price is $147
Nov 24 - Nov 25
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Fridge, microwave, oven, stovetop
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Vacation Home in Pendleton

9.8 out of 10, Exceptional, (61)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
$220 nightly
The price is $243
Dec 13 - Dec 14
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
House (3 Bedrooms) | Interior
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Cottage in New Albany

3.0 star property
10.0 out of 10, Exceptional, (1)
"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
$300 nightly
The price is $336
Dec 3 - Dec 4
Total with taxes and fees
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
Exterior
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Apartment in Louisville

9.8 out of 10, Exceptional, (17)
"Nice place to stay"
United States
Terry M.
$142 nightly
The price is $165
Dec 1 - Dec 2
Total with taxes and fees
Cozy Tree-Lined Carriage Home - Stay in Serenity!
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
$182 nightly
The price is $204
Nov 25 - Nov 26
Total with taxes and fees
The Reserve on Main
Iron/ironing board, WiFi, bed sheets
Alfesco - Walkable Highlands Guesthouse

Apartment in Deer Park

8.6 out of 10, Excellent, (10)
"Very safe area and nice space for a place to sleep before exploring the city."
United States
Reed T.
$131 nightly
The price is $151
Dec 3 - Dec 4
Total with taxes and fees
Alfesco - Walkable Highlands Guesthouse
Fridge, microwave, oven, stovetop
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Vacation Home in South Louisville

10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
$151 nightly
The price is $175
Dec 2 - Dec 3
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels
The Bellwether Hotel

Aparthotel in Tyler Park

3.5 star property
8.6 out of 10, Excellent, (31)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
$109 nightly
The price is $127
Dec 1 - Dec 2
Total with taxes and fees
The Bellwether Hotel
Interior
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Apartment in Jeffersonville

9.8 out of 10, Exceptional, (28)
"Very cute, cozy apartment which was just perfect for our stay. Very easy to find, with easy check in and check out. I would definitely stay here again. Tyler was very helpful with great suggestions on places to go. Thank you, Tyler!"
United States
Jill M.
$100 nightly
The price is $113
Dec 1 - Dec 2
Total with taxes and fees
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
5 bedrooms, internet
5BR Very Spacious Home! Perfect for Family!

Vacation Home in Rockcreek Lexington Road

9.2 out of 10, Wonderful, (18)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
United States
Kalvin W.
$408 nightly
The price is $425
Nov 26 - Nov 27
Total with taxes and fees
5BR Very Spacious Home! Perfect for Family!
2 bedrooms, desk, iron/ironing board, WiFi
Charming Churchill Downs Cottage

Condo in Old Louisville

9.2 out of 10, Wonderful, (25)
"Loved the property and our stay!!! Check in was simple, and the property was amazing!! Thank you!!"
United States
Cayce C.
$197 nightly
The price is $230
Nov 30 - Dec 1
Total with taxes and fees
Charming Churchill Downs Cottage
2 bedrooms, WiFi, bed sheets
Stylish House Walking Distance from the Fun of the Highlands!

Vacation Home in Phoenix Hill

9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The place was just as advertised. The host was so helpful and easy to reach. "
United States
Trena D.
$175 nightly
The price is $203
Dec 8 - Dec 9
Total with taxes and fees
Stylish House Walking Distance from the Fun of the Highlands!
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
Nov 25 - Nov 26
Total with taxes and fees
CozySuites at Nulu
Deluxe Room | Living area
The Duke Hotel

Aparthotel in Downtown Louisville

2.0 star property
$96 nightly
The price is $112
Nov 25 - Nov 26
Total with taxes and fees
The Duke Hotel
Exterior
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Vacation Home in Louisville

10.0 out of 10, Exceptional, (47)
"Great place, well equipped property with everything you need."
United Kingdom
Niteen S.
$327 nightly
The price is $380
Dec 1 - Dec 2
Total with taxes and fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Exterior detail
Close to Everything in Louisville!!!

Vacation Home in Camp Taylor

9.4 out of 10, Exceptional, (36)
"Matches the description and photos "
United States
Angela C.
$220 nightly
The price is $255
Nov 24 - Nov 25
Total with taxes and fees
Close to Everything in Louisville!!!
Private kitchen
Putt Putt House by Louisville Walking Bridge

Vacation Home in Jeffersonville

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great house and location. Easy to get to and walking distance to great shops and restaurants. "
United States
Daniel H.
$260 nightly
The price is $294
Nov 30 - Dec 1
Total with taxes and fees
Putt Putt House by Louisville Walking Bridge
Pool
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

Apartment in Downtown Louisville

9.8 out of 10, Exceptional, (11)
"Stayed for a few days in July of 2025. Property was clean, spacious and had access to a great pool and amenities. Good central location, lots of stuff within a short walk or Uber. We were happy with the space and would stay here if traveling to Louisville again. Tyler the host responded quickly to questions I had. "
United States
Kristen C.
$126 nightly
The price is $146
Nov 24 - Nov 25
Total with taxes and fees
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!
Outdoor dining
4th Street Suites - Stunning King Bed Suite

Apartment in Downtown Louisville

2.0 star property
9.0 out of 10, Wonderful, (10)
"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.
$130 nightly
The price is $150
Dec 10 - Dec 11
Total with taxes and fees
4th Street Suites - Stunning King Bed Suite
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
"Very accommodating, we checked in early, Ava even wrote down what elevator to take to sizzle from our room. All staff was professional and appeared happy. If I come back to Louisville I will definitely be stay here."
Nikita 1-night trip
Posted 1 hour 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 $127 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?

Spectacular waterfront house!: This vacation home rental outside of Charlestown is located on a river and has a balcony, a hot tub, and a barbecue grill to put you at ease in your new surroundings. 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.