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Charlestown Vacation Rentals

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Vacation 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 ¥14,807
¥22,530 total
includes taxes & fees
Jul 28 - Jul 29
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 ¥18,306
¥65,601 total
includes taxes & fees
Jul 27 - Jul 28
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 ¥14,414
¥41,233 total
includes taxes & fees
Jul 27 - Jul 28
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 ¥16,110
¥44,517 total
includes taxes & fees
Aug 18 - Aug 19
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

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

10.0 out of 10, Exceptional, (24)
"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 ¥11,203
¥30,533 total
includes taxes & fees
Jul 28 - Jul 29
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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! "
The price is ¥12,302
¥41,714 total
includes taxes & fees
Aug 3 - Aug 4
Bourbon Trail Spacious Backyard NEW HotTub Grill!

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. "
The price is ¥18,306
¥48,322 total
includes taxes & fees
Aug 6 - Aug 7
Putt Putt House by Louisville Walking Bridge

The Chestnut - Nulu

2.0 star property
9.8 out of 10, Exceptional, (20)
"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 ¥10,413
¥28,235 total
includes taxes & fees
Jul 27 - Jul 28
The Chestnut - Nulu

Reduced rates for remaining July dates - Completed renovated 1,900 sq ft home!

10.0 out of 10, Exceptional, (8)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
The price is ¥31,487
¥73,843 total
includes taxes & fees
Jul 25 - Jul 26
Reduced rates for remaining July dates - Completed renovated 1,900 sq ft home!

Charming 2br Hot Tub Getaway 2 Bedroom Home

3.5 star property
10.0 out of 10, Exceptional, (1)
"This is a quiet and cozy house with a gorgeous hot tub. It was close enough to Bowman Field without the hassle of traffic in Louisville. Highly recommend!"
The price is ¥32,080
¥54,825 total
includes taxes & fees
Jul 26 - Jul 27
Charming 2br Hot Tub Getaway 2 Bedroom Home

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!"
The price is ¥21,110
¥63,995 total
includes taxes & fees
Jul 31 - Aug 1
Modern Classic Home w/ Fire Pit and Spacious Yard!

DerbyCity Getaway | Hot Tub | Near Churchill Downs

8.4 out of 10, Very Good, (6)
"Loved the backyard "
The price is ¥10,544
¥28,156 total
includes taxes & fees
Jul 28 - Jul 29
DerbyCity Getaway | Hot Tub | Near Churchill Downs

Walk to EVERYTHING! Steps to Restaurants/Shopping/Nightlife! ~Bardstown Rd /4ppl

10.0 out of 10, Exceptional, (3)
"Location is awesome, and communication with host was great."
The price is ¥9,711
¥28,967 total
includes taxes & fees
Jul 27 - Jul 28
Walk to EVERYTHING! Steps to Restaurants/Shopping/Nightlife! ~Bardstown Rd /4ppl

"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 ¥20,781
¥51,687 total
includes taxes & fees
Jul 28 - Jul 29
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Pets welcome.

Stylish Jeffersonville Home - Mins from Louisville

9.0 out of 10, Wonderful, (20)
"My family of four and our dog stayed here for a long weekend. It was the perfect accommodation. The game room was a great place to hangout and have fun. The kitchen had all the appliances we needed to make good food. The beds were comfortable and the neighborhood was good to walk our dog. "
The price is ¥13,840
¥50,061 total
includes taxes & fees
Aug 24 - Aug 25
Stylish Jeffersonville Home - Mins from Louisville

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 ¥20,231
¥58,806 total
includes taxes & fees
Jul 27 - Jul 28
Cozy & Chic Home w Backyard | St. Matthews Retreat

5BR Very Spacious Home! Perfect for Family!

9.2 out of 10, Wonderful, (17)
"Great place in a great neighborhood!"
The price is ¥13,047
¥61,746 total
includes taxes & fees
Jul 27 - Jul 28
5BR Very Spacious Home! Perfect for Family!

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

9.8 out of 10, Exceptional, (18)
"Thia was a great place to stay during our visit to the National Farm Machinery Show."
The price is ¥10,115
¥30,459 total
includes taxes & fees
Jul 27 - Jul 28
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Charming Home w Fenced Backyard and Free Parking

2.0 star property
The price is ¥12,009
¥35,738 total
includes taxes & fees
Jul 29 - Jul 30
Charming Home w Fenced Backyard and Free Parking

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 ¥11,728
¥39,441 total
includes taxes & fees
Aug 11 - Aug 12
NuLu Private Home|Backyard|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 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?

Newly renovated 4BR CozySuites: This vacation home rental outside Charlestown offers a garden, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Charlestown?

With 4 Expedia vacation rentals, you're sure 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 larger area, you’ll find Charlestown State Park and Covered Bridge Golf Club.

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.