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Holiday Rentals in Charlestown

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Our top choices for Charlestown holiday rentals

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
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.
The price is €428
includes taxes & fees
11 Jan - 12 Jan
Emerald Lake Retreat Charlestown

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (12)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is €130
includes taxes & fees
12 Jan - 13 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (118)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is €162
includes taxes & fees
29 Jan - 30 Jan
Stellar Suites

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
10.0 out of 10, Exceptional, (22)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is €251
includes taxes & fees
7 Feb - 8 Feb
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Pendleton
9.8 out of 10, Exceptional, (62)
"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 €201
includes taxes & fees
10 Jan - 11 Jan
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!

Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
La Grange
10.0 out of 10, Exceptional, (38)
"Great place. Thanks!"
United States
Jonathan P.
The price is €150
includes taxes & fees
9 Jan - 10 Jan
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
2.0 star property
La Grange
10.0 out of 10, Exceptional, (5)
"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 €279
includes taxes & fees
12 Jan - 13 Jan
The Sweet Retreat Wheelchair Accessible Historic Home

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (36)
"Clean room, history and location. "
United States
RICHARD
The price is €114
includes taxes & fees
9 Jan - 10 Jan
The Bellwether Hotel

4th Street Suites - Stunning King Bed Suite

4th Street Suites - Stunning King Bed Suite
2.0 star property
Downtown Louisville
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.
4th Street Suites - Stunning King Bed Suite

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (21)
"Great place "
United States
Scott L.
The price is €141
includes taxes & fees
11 Jan - 12 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is €133
includes taxes & fees
21 Jan - 22 Jan
Alfesco - Walkable Highlands Guesthouse

The Reserve on Main

The Reserve on Main
4.0 star property
Downtown Louisville
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
The price is €207
includes taxes & fees
14 Jan - 15 Jan
The Reserve on Main

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is €142
includes taxes & fees
13 Jan - 14 Jan
The Duke Hotel

Book for Derby! Close to Churchill & Expo Center!

Book for Derby! Close to Churchill & Expo Center!
Germantown
10.0 out of 10, Exceptional, (71)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
Book for Derby! Close to Churchill & Expo Center!

The Chestnut - Nulu

The Chestnut - Nulu
2.0 star property
Phoenix Hill
9.8 out of 10, Exceptional, (33)
"Great property, pristine and clean and conveniently located with good parking."
United States
David D.
The price is €187
includes taxes & fees
11 Jan - 12 Jan
The Chestnut - Nulu

Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
Putt Putt House by Louisville Walking Bridge

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Avondale Melbourne Heights
9.6 out of 10, Exceptional, (50)
"Great home with plenty of bedrooms and beds. "
United States
Megan D.
The price is €327
includes taxes & fees
11 Jan - 12 Jan
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
3.0 star property
New Albany
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
The price is €295
includes taxes & fees
14 Jan - 15 Jan
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Charming Churchill Downs Cottage

Charming Churchill Downs Cottage
Old Louisville
9.2 out of 10, Wonderful, (27)
"Nice quite location i thought "
United States
josh b.
The price is €204
includes taxes & fees
11 Jan - 12 Jan
Charming Churchill Downs Cottage

Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (19)
"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.
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
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, apart-hotels, 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 €114 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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Charlestown is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.