Photo by Mark Wilcoxson

Holiday Rentals in Charlestown

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Charlestown

The Bellwether Hotel

3.5 star property
Tyler Park
8.6 out of 10, Excellent, (31)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is €114
includes taxes & fees
18 Nov - 19 Nov
The Bellwether Hotel

Stellar Suites

4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (113)
"Clean and great location "
United States
Greg
The price is €163
includes taxes & fees
1 Dec - 2 Dec
Stellar Suites

Hancock House

3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (245)
"Great stay!"
United States
Tim
Hancock House

CozySuites at Nulu

4.0 star property
Downtown Louisville
8.2 out of 10, Very good, (26)
"The property was very nice however one of the bedrooms reeped of pet urine. I contacted them several times. They promised to send a handy man by but never did. We stayed 4 days. We could not use the second bedroom due to the order. They have not responded as of todax."
United States
Felicia
The price is €185
includes taxes & fees
18 Nov - 19 Nov
CozySuites at Nulu

A Cozy Cottage Near the Heart of All Louisville Attractions!

Cloverleaf
10.0 out of 10, Exceptional, (375)
"Awesome place to stay!"
United States
Brad Q.
The price is €168
includes taxes & fees
18 Nov - 19 Nov
A Cozy Cottage Near the Heart of All Louisville Attractions!

Spectacular waterfront house!

Prospect
9.6 out of 10, Exceptional, (85)
"We had a great time and loved the view of the river! "
United States
Michael B.
Spectacular waterfront house!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Louisville
9.8 out of 10, Exceptional, (76)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
United States
Alec E.
The price is €1,085
includes taxes & fees
24 Nov - 25 Nov
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (36)
"Very clean and nice place close to the exposition center would stay there again."
United States
jaggers959
The price is €225
includes taxes & fees
24 Nov - 25 Nov
Close to Everything in Louisville!!!

Cozy Bourbon Loft in Louisville’s East Market District

Downtown Louisville
9.4 out of 10, Exceptional, (19)
"Great little spot. Easy walking distance to a lot of attractions. The coffee shop next door is awesome as well."
United States
Kyle P.
The price is €162
includes taxes & fees
18 Nov - 19 Nov
Cozy Bourbon Loft in Louisville’s East Market District

Uptown Class

New Albany
10.0 out of 10, Exceptional, (9)
"The stay was great! Very nice house."
United States
Tanisha K.
The price is €365
includes taxes & fees
18 Nov - 19 Nov
Uptown Class

Charming Private Bungalow with EV Charger Near Downtown Louisville

Highlands
10.0 out of 10, Exceptional, (102)
"Great location and perfect for our needs. Our toddler loved the pictures of the horses. The shared courtyard is really cute. "
United States
MICHELLE M.
Charming Private Bungalow with EV Charger Near Downtown Louisville

Family Friendly, Historic Mansion Row, **5 min from Louisville!**

New Albany
10.0 out of 10, Exceptional, (40)
"This house was perfect for our extended family group of 15 people. Everyone was thrilled with the house as it gave us the opportunity to be together in one place, share meals, and spend time with each other. I'd highly recommend it for any large group looking for a place to stay near Louisville."
United States
Patrick H.
Family Friendly, Historic Mansion Row, **5 min from Louisville!**

Lavish Apartment in the Heart of Louisville! Pool, Hot Tub, Gym, & Virtual Golf!

Downtown Louisville
10.0 out of 10, Exceptional, (2)
"Our stay was phenomenal!! My friend and I stayed in Louisville for the Louder than Life festival and this spot was absolutely perfect! The space is exactly as advertised, comfortable and spacious. It was super clean. The pool/courtyard area is beautiful! The building in general is so secure, which made the stay so comfortable. We could fully relax without worrying. The location is so prime!! About a block or so away from 4th Street Live, this really cool downtown hang out spot. We went out there...
United States
Kim D.
The price is €144
includes taxes & fees
30 Nov - 1 Dec
Lavish Apartment in the Heart of Louisville! Pool, Hot Tub, Gym, & Virtual Golf!

King Bed in Historic Building Downtown

Downtown Louisville
9.2 out of 10, Wonderful, (35)
"Wonderful stay and I will be back again "
United States
Bobby H.
The price is €136
includes taxes & fees
18 Nov - 19 Nov
King Bed in Historic Building Downtown

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

South Louisville
10.0 out of 10, Exceptional, (22)
"Clean fantastic property, great communication, easy walk to Churchill Downs!"
United States
Benjamin W.
The price is €184
includes taxes & fees
16 Dec - 17 Dec
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Entire Private Family Home - Minutes to Expo Center, Bourbon Tours, Derby

Louisville
10.0 out of 10, Exceptional, (16)
"We had a wonderful stay! The house was exactly as expected and more! Spacious, great beds & bedding, etc. The host was amazing to work with from beginning to end, and so easy to communicate with. We will for sure be staying here again if we ever get back to Louisville!"
United States
Jane S.
Entire Private Family Home - Minutes to Expo Center, Bourbon Tours, Derby

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

New Albany
9.6 out of 10, Exceptional, (22)
"Our family loved this place. It was so comfortable, and the backyard was charming."
United States
Lucy G.
The price is €176
includes taxes & fees
18 Nov - 19 Nov
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Alfesco - Walkable Highlands Guesthouse

Deer Park
8.6 out of 10, Excellent, (10)
"Check in and all communication with Matt was flawless. The accommodations were perfect for our weekend stay. Very clean, bright and quiet."
United States
Maria G.
The price is €133
includes taxes & fees
18 Nov - 19 Nov
Alfesco - Walkable Highlands Guesthouse

Historic Home in Old Louisville with deck and courtyard

Old Louisville
10.0 out of 10, Exceptional, (59)
"We stayed for the Kentucky Derby and had a wonderful experience at the property. "
United States
Daniel G.
The price is €410
includes taxes & fees
23 Nov - 24 Nov
Historic Home in Old Louisville with deck and courtyard

New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!

Schnitzelburg
8.8 out of 10, Excellent, (12)
"Great place to stay. Clean place and the hot tub was relaxing."
United States
Tony S.
New! Welcome to the Jungle, Baby! 3br2ba Hot Tub!
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Spectacular waterfront house!: This holiday home rental outside of Charlestown is located on a river, and has a balcony, 1 hot tub and a BBQ 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 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.