Charlestown Vacation Rentals

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Our top choices for Charlestown vacation rentals

Vacation Home in Charlestown

Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"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 ¥18,974
¥72,899 total
includes taxes & fees
Jan 19 - Jan 20
Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is ¥15,021
¥23,227 total
includes taxes & fees
Jan 23 - Jan 24
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
The price is ¥15,812
¥26,259 total
includes taxes & fees
Jan 19 - Jan 20
The Duke Hotel

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (119 reviews)
"The check-in process was simple and easy, the room was spotless and had so many amenities. "
United States
Grace
The price is ¥16,419
¥27,315 total
includes taxes & fees
Feb 1 - Feb 2
Stellar Suites

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (36 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is ¥19,301
¥22,403 total
includes taxes & fees
Jan 20 - Jan 21
The Bellwether Hotel
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"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 ¥25,141
¥50,394 total
includes taxes & fees
Jan 19 - Jan 20
The Sweet Retreat Wheelchair Accessible Historic Home

Aparthotel in Downtown Louisville

Hancock House
3.0 star property
8.2 out of 10, Very Good, (247 reviews)
"Great stay!"
United States
Tim
Hancock House
10.0 out of 10, Exceptional, (19 reviews)
"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.
The price is ¥28,177
¥44,634 total
includes taxes & fees
Jan 19 - Jan 20
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"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 ¥13,282
¥54,460 total
includes taxes & fees
Feb 16 - Feb 17
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
10.0 out of 10, Exceptional, (78 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is ¥21,915
¥45,625 total
includes taxes & fees
Jan 20 - Jan 21
Charming house in one of Louisville's most coveted neighborhoods

Aparthotel in Downtown Louisville

CozySuites at Nulu
4.0 star property
8.2 out of 10, Very Good, (26 reviews)
"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
The price is ¥10,910
¥31,017 total
includes taxes & fees
Jan 20 - Jan 21
CozySuites at Nulu

Aparthotel in Downtown Louisville

The Reserve on Main
4.0 star property
10.0 out of 10, Exceptional, (1 review)
"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 ¥26,090
¥38,189 total
includes taxes & fees
Jan 19 - Jan 20
The Reserve on Main
10.0 out of 10, Exceptional, (23 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is ¥6,167
¥27,347 total
includes taxes & fees
Jan 19 - Jan 20
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
9.8 out of 10, Exceptional, (62 reviews)
"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 ¥13,440
¥36,779 total
includes taxes & fees
Jan 21 - Jan 22
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful home, great hosts, easy access to everything "
United States
Tracy L.
The price is ¥17,393
¥56,947 total
includes taxes & fees
Jan 19 - Jan 20
Quiet Upper Highlands 1 Block to Bardstown Road

Vacation Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is ¥15,812
¥46,813 total
includes taxes & fees
Jan 25 - Jan 26
Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
United States
kevin m.
The price is ¥15,467
¥35,539 total
includes taxes & fees
Jan 20 - Jan 21
The Burnt Barrel | New HotTub & Grill | Backyard!
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is ¥9,645
¥35,449 total
includes taxes & fees
Jan 19 - Jan 20
Alfesco - Walkable Highlands Guesthouse
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is ¥10,792
¥25,372 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Tree-Lined Carriage Home - Stay in Serenity!
10.0 out of 10, Exceptional, (49 reviews)
"Clean, quiet, very comfortable. Great shower too. "
United States
Michael D.
The price is ¥21,346
¥37,623 total
includes taxes & fees
Jan 20 - Jan 21
Carriage House, 7 minutes from downtown Louisville
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

Search for holiday rentals in Charlestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlestown using one of the methods below:

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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.