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Holiday Rentals in Charlestown

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Holiday Rentals in Charlestown

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

10.0 out of 10, Exceptional, (9)
"quiet would most definitely stay here again thank you for a comfortable stay has everything you need to stay. better then staying at a five star hotel thank again "
The price is €136
includes taxes & fees
28 Jul - 29 Jul
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Emerald Lake Retreat Charlestown

10.0 out of 10, Exceptional, (1)
"Excellent communication, fast responses, very accommodating. The layout is fantastic with lots of open space, comfortable bedrooms, and excellent amenities. The backyard is absolutely huge, probably 3 acres or so. Would stay again for sure."
The price is €396
includes taxes & fees
22 Jul - 23 Jul
Emerald Lake Retreat Charlestown

Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands

10.0 out of 10, Exceptional, (6)
"From the moment we arrived we knew this place was perfect for our crew's Louder than Life experience. Upon entering, the place was clearly very well taken care of and offered a premium feel. The location is a huge plus. Bardstown road has so much to offer, we stayed for 6 days and we feel like we barely scratched the surface. Everywhere we went had a great atmosphere and even better food. My crew was joking that this place was so perfect that we need to book it in advance every year. We just...
The price is €247
includes taxes & fees
27 Jul - 28 Jul
Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

9.6 out of 10, Exceptional, (14)
"This home was clean, comfortable and a great place to stay for the weekend. We enjoyed it! "
The price is €258
includes taxes & fees
22 Jul - 23 Jul
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

Bourbon Trail Spacious Backyard NEW HotTub Grill!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent walking to different little shops. Super decorated inside and out. Loved the hot tub. Would stay again! "
Bourbon Trail Spacious Backyard NEW HotTub Grill!

DerbyCity Getaway | Hot Tub | Near Churchill Downs

8.4 out of 10, Very good, (6)
"Loved the backyard "
The price is €189
includes taxes & fees
3 Aug - 4 Aug
DerbyCity Getaway | Hot Tub | Near Churchill Downs

Putt Putt House by Louisville Walking Bridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "
Putt Putt House by Louisville Walking Bridge

The Chestnut - Nulu

2.0 star property
9.8 out of 10, Exceptional, (19)
"This is an awesome place to stay, felt like home. The beds are really comfortable. We made a great choice in choosing VRBO instead of hotel!!"
The price is €170
includes taxes & fees
27 Jul - 28 Jul
The Chestnut - Nulu

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

10.0 out of 10, Exceptional, (23)
"We stopped for one night traveling through. The place was clean, easy to find, and close to a charming downtown. It was also close to many Louisville attractions. Rebecca was very quick to respond and was very communicative. "
The price is €205
includes taxes & fees
20 Aug - 21 Aug
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

9.6 out of 10, Exceptional, (72)
"our family enjoyed the place! "
The price is €239
includes taxes & fees
22 Jul - 23 Jul
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Pets welcome.

10.0 out of 10, Exceptional, (7)
"We had a great visit in Louisville staying here! Plenty of room and nicely decorated house."
The price is €352
includes taxes & fees
18 Aug - 19 Aug
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Pets welcome.

Cozy Home | Just Steps Away from Churchill Downs!

2.0 star property
7.4 out of 10, Good, (3)
"Very nice "
Cozy Home | Just Steps Away from Churchill Downs!

Cozy & Chic Home w Backyard | St. Matthews Retreat

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean; property was as VRBO advertised; quiet neighborhood. "
The price is €356
includes taxes & fees
24 Jul - 25 Jul
Cozy & Chic Home w Backyard | St. Matthews Retreat

Modern Classic Home w/ Fire Pit and Spacious Yard!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect house and perfect location. We have a big family and needed more space than a hotel. Great location close to our family and every thing you want to do in Louisville!"
Modern Classic Home w/ Fire Pit and Spacious Yard!

Charming Home w Fenced Backyard and Free Parking

2.0 star property
Charming Home w Fenced Backyard and Free Parking

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

9.8 out of 10, Exceptional, (74)
"Great property! Perfect for the five couples! House was very cute and relaxing! Plenty of space for all 10 of us!"
The price is €612
includes taxes & fees
22 Jul - 23 Jul
NEW Hot Tub, Expo, King Beds, Downtown, Churchill

Carriage House, 7 minutes from downtown Louisville

10.0 out of 10, Exceptional, (38)
"Beautiful cottage in a beautiful area. Loved the fireplace and outside seating!"
The price is €225
includes taxes & fees
23 Jul - 24 Jul
Carriage House, 7 minutes from downtown Louisville

2-BR Home w 3 Smart TVs |Patio|Backyard |Fire Pit

2.0 star property
2-BR Home w 3 Smart TVs |Patio|Backyard |Fire Pit

NuLu Private Home|Backyard|Parking

8.8 out of 10, Excellent, (19)
"I traveled for work. This house was located near downtown and close to everything. The house was very clean and comfortable. "
The price is €200
includes taxes & fees
23 Jul - 24 Jul
NuLu Private Home|Backyard|Parking

Cozy Home in GTown! Close to Churchill Downs! & KY EXPO CTR! Priv Parking!

10.0 out of 10, Exceptional, (61)
"We were in town for our daughter’s volleyball tournament, the place is very nice and clean and about 10 mins drive to downtown and 10 mins to the KY exposition center. I would definitely recommend this place if you in town and need a place to stay. "
The price is €191
includes taxes & fees
4 Aug - 5 Aug
Cozy Home in GTown! Close to Churchill Downs! & KY EXPO CTR! Priv Parking!
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

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?

Newly renovated 4BR CozySuites: This holiday home rental outside Charlestown offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Charlestown stay.

What can I see and do in Charlestown?

Woodford Farms Family Park and Rose Island are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Charlestown Family Activities Park. In the wider area, you’ll find Charlestown State Park and Covered Bridge Golf Club.

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.