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Holiday Rentals in Charlestown

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Holiday Rentals in Charlestown

Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (304)
"A very nice little cottage, true to pictures posted. Breakfast foods provided, as well as an in-room hot tub which was wonderful after a day spent driving. The place is close to Old Louisville, but out of the way enough for a quiet night's sleep in a very comfy bed."
The price is €199
includes taxes & fees
6 May - 7 May
A Cozy Cottage Near the Heart of All Louisville Attractions!
Exterior
Captain's Cabin Bed & Breakfast: Historic & Romantic
10.0 out of 10, Exceptional, (112)
"This location was exactly as described. It was one of most interesting and quite different from the average property. If you like the feel of a rustic cabin in the woods with amazing scenery, then this is a great spot. The hosts were incredibly hospitable and kind. The house has all of the basic needs and more. I appreciate being able to experience this one."
The price is €370
includes taxes & fees
28 May - 29 May
Captain's Cabin Bed & Breakfast: Historic & Romantic
Interior
Wanderhaus - Eclectic Digs in Louisville
10.0 out of 10, Exceptional, (27)
"Large house with nice amenities and plenty of space for the six of us. Large backyard for sunny mornings and a large shaded front porch for warm afternoons."
Wanderhaus - Eclectic Digs in Louisville
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Fridge, microwave, oven, stovetop
Bourbon Trail_12-ft Ceilings_Off Street Parking_Fully Remodeled Kitchen_W&D
10.0 out of 10, Exceptional, (13)
"An ideally located, remodeled, single family dwelling in a gentrifying neighborhood. we left our dog crate along the fencewall for a week before loading it back into the SUV. About a 10' drive downtown and the same to 'Eat Street' in the Highlands neighborhood along Bardstown. We had Southern fried chicken at the Eagle, Irish pub fare at Molly Malones and great food, including sake on tap, at the Dragon King's Daughter. Pics are accurate. Casual dining (no formal dining room) was fine for our...
Bourbon Trail_12-ft Ceilings_Off Street Parking_Fully Remodeled Kitchen_W&D
5 bedrooms, iron/ironing board, travel cot, free WiFi
The Trifecta in Old Louisville
10.0 out of 10, Exceptional, (94)
"Great Stay"
The Trifecta in Old Louisville
Fridge, microwave, oven, stovetop
Ultimate Bourbon Experience in Heart of Louisville
10.0 out of 10, Exceptional, (1)
"We enjoyed the property very much. It was different, unique, cozy, and suited our needs just fine. We did have quite bit of luggage with us as this was the first of 3 stops on our journey. Carrying it up the narrow steps wasn't totally fun but we managed. We loved the Ms. Pac Man game. Thanks for the lovely accommodations. We will be back to Louisville and would stay here again."
Ultimate Bourbon Experience in Heart of Louisville
Exterior
The Louis on Longest - Prime Louisville Location! In the heart of the Highlands.
10.0 out of 10, Exceptional, (45)
"We had a great trip and this place was perfect for our group. Everyone had plenty of room and the house was conveniently located close to groceries and many attractions."
The Louis on Longest - Prime Louisville Location! In the heart of the Highlands.
Exterior
Brand New Downtown Luxury Home
10.0 out of 10, Exceptional, (6)
"We decided to stay closer to the city this time around for our trip to the bourbon trail. Dan was a great host, the location was central to everything, and we had a ridiculous time. The house was perfect for 12 guys looking to get away for a weekend. We were able to grab Bird scooters which allowed access to everything Louisville had to offer. Highly recommend this property and will definitely be back."
Brand New Downtown Luxury Home
Fridge, oven, stovetop, dishwasher
Stay at Re-Nu: Unique Shipping Container Apartments in NuLu
10.0 out of 10, Exceptional, (8)
"The apartment was perfect; it was clean, easy to find, and in a great location! It was away from the crowds and in a fairly quiet area, but only about a 10 minute drive to everything! We could not recommend it more!"
The price is €185
includes taxes & fees
6 May - 7 May
Stay at Re-Nu: Unique Shipping Container Apartments in NuLu
Fridge, microwave, oven, stovetop
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, (53)
"My group of 8 had an excellent time time at the house. There were ample beds for all to have their own private room and many additional beds to spare. The space is a wonderful historical mansion, with clearly several additions over the years. The outdoor spaces are sensational! Great destination for a big group!"
The price is €1,271
includes taxes & fees
13 May - 14 May
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Fridge, microwave, oven, stovetop
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, (111)
"Great location, great communication, and great vibes! I felt right at home and im already looking forward to coming back!"
The price is €184
includes taxes & fees
2 Jun - 3 Jun
★ Victorian Louisville ★ Large 1200 sqft APT #1
Smart TV, books
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
9.8 out of 10, Exceptional, (27)
"Property was clean and nice, exactly as advertised, check in was well detailed. Very comfy bed! Good spot to rest your head for the night. You can easily fit two people. Would stay here again."
The price is €140
includes taxes & fees
6 May - 7 May
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
Exterior
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
9.8 out of 10, Exceptional, (36)
"We've joined together for Thanksgiving for several years and this was by far the nicest place. My only complaint would be the ice maker didn't work. We hope to visit again!"
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
Property grounds
Family/Pet-Friendly Riverside Home w/Amazing Views
9.8 out of 10, Exceptional, (9)
"Loved the river boats. Pet friendly!! Fun trip."
Family/Pet-Friendly Riverside Home w/Amazing Views
Fridge, microwave, oven, stovetop
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
9.8 out of 10, Exceptional, (23)
"The place was very nice and clean. Would definitely stay again"
The price is €157
includes taxes & fees
6 May - 7 May
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Exterior
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
9.8 out of 10, Exceptional, (41)
"Mom and Dad loved it and so did all the kids! Plenty of room for our large family and the hosts were absolutely wonderful. We will definitely be staying again!"
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
Property grounds
Your Coastal Getaway Sleeps 6
9.8 out of 10, Exceptional, (39)
"We stayed for two days and loved absolutely everything about the house. The river view was beautiful both in the morning and when the sun is setting."
Your Coastal Getaway Sleeps 6
Front of property
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (68)
"I have enjoyed my stays at Stellar Suites. "
The price is €170
includes taxes & fees
29 May - 30 May
Stellar Suites
Fridge, microwave, oven, stovetop
River City Retreat close to the Zoo/Expo/Airport/Churchill
9.6 out of 10, Exceptional, (33)
"Was a great stay . Home was very clean and comfortable. The little extras were very nice and welcoming. Bit of an odd layout, but wasn’t bad. I would definitely go back."
River City Retreat close to the Zoo/Expo/Airport/Churchill
Outdoor dining
Cute, Chic, Pet Friendly Bungalow By St. Matthews!
9.6 out of 10, Exceptional, (23)
"Nice little house in great walkable neighborhood. Would return and would recommend. Was surprised there was no opportunity for early check in/check out. I had to pay for one whole additional day in order to check out 2 hours later. Nice fenced in back yard but absolutely no lights making it impossible to enjoy after dark; no railing on steps in back and front porch could use an additional railing as well. Back door is old and needs replaced. Additionally large window in back door needs blind...
The price is €354
includes taxes & fees
21 May - 22 May
Cute, Chic, Pet Friendly Bungalow By St. Matthews!
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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.

Other types of properties in Charlestown you may be interested in

Sauna, body treatments, aromatherapy, hot stone massages
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1113)
"Nice staff. Very clean. Very efficiently run."
The price is €233
includes taxes & fees
23 May - 24 May
Omni Louisville Hotel
Reception
Embassy Suites Louisville Downtown
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Fast and easy check in"
The price is €169
includes taxes & fees
2 Jun - 3 Jun
Embassy Suites Louisville Downtown
Front of property – evening/night
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.6 out of 10, Excellent, (3118)
"The perfect hotel for people in town for the Derby Marathon. Good location, great staff, and quiet facility."
The price is €142
includes taxes & fees
5 May - 6 May
Galt House Hotel Trademark Collection by Wyndham
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.

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 €140 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?

Close to Everything in Louisville!!!: This holiday home rental outside of Charlestown is located on a river, and offers a BBQ, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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?

Family-friendly attractions include Charlestown Family Activities Park, whereas Charlestown State Park is a spot to enjoy the outdoors. In the wider area, you’ll find Deam Lake State Recreation Area and Paddock Shops.

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.

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