Photo by Mark Wilcoxson

Charlestown Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Charlestown

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 CA $124
CA $558 total
includes taxes & fees
Aug 10 - Aug 11
Emerald Lake Retreat Charlestown

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (99)
"Great spot a must stay"
The price is CA $152
CA $249 total
includes taxes & fees
Aug 11 - Aug 12
Stellar Suites

InTown Suites Extended Stay Louisville KY - Preston Hwy

3.0 star property
7.0 out of 10, Good, (12)
"Staff has been great "
InTown Suites Extended Stay Louisville KY - Preston Hwy

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very good, (16)
"The boutique Bellwether Hotel is so beautiful and a step back in time. The art deco design, the second floor lounge, and the rooms all beautifully decorated and comfortable. Walk to restaurants, grocery, bars and antique shops. "
The price is CA $141
CA $164 total
includes taxes & fees
Aug 10 - Aug 11
The Bellwether Hotel

Newly renovated 4BR CozySuites

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Newly renovated 4BR CozySuites

Hancock House

3.0 star property
8.2 out of 10, Very good, (240)
"Worked great for our family. Would stay again. "
Hancock House

CozySuites at Nulu

4.0 star property
8.0 out of 10, Very good, (20)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
The price is CA $103
CA $271 total
includes taxes & fees
Aug 17 - Aug 18
CozySuites at Nulu

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

9.8 out of 10, Exceptional, (70)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is CA $741
CA $1,528 total
includes taxes & fees
Aug 19 - Aug 20
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Spectacular waterfront house!

9.6 out of 10, Exceptional, (77)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

4 rooms for rent

2.0 out of 10, (1)
"We ended up not staying due to not being able to get a hold of the host. Also called vrbo and they couldnt contact the host"
The price is CA $69
CA $191 total
includes taxes & fees
Aug 13 - Aug 14
4 rooms for rent

A Cozy Cottage Near the Heart of All Louisville Attractions!

10.0 out of 10, Exceptional, (365)
"Property was unique and offered the best space to refresh"
The price is CA $198
CA $261 total
includes taxes & fees
Aug 14 - Aug 15
A Cozy Cottage Near the Heart of All Louisville Attractions!

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.4 out of 10, Exceptional, (10)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!

6000SF~Louisville~Sleeps24~LawnOasis~Dome~HotTub~Pets~Firepit~Lux Amenities~View

2.5 star property
10.0 out of 10, Exceptional, (12)
"We had a great time- the property was perfect for our group of 14. Would stay here again!"
The price is CA $1,167
CA $2,552 total
includes taxes & fees
Aug 24 - Aug 25
6000SF~Louisville~Sleeps24~LawnOasis~Dome~HotTub~Pets~Firepit~Lux Amenities~View

Home In The Highlands! 5br/2ba Walkable! Hot tub!

9.4 out of 10, Exceptional, (11)
"Great location and beautiful home"
Home In The Highlands! 5br/2ba Walkable! Hot tub!

Close to Everything in Louisville!!!

9.2 out of 10, Wonderful, (32)
"Very clean and nice place close to the exposition center would stay there again."
The price is CA $158
CA $391 total
includes taxes & fees
Aug 17 - Aug 18
Close to Everything in Louisville!!!

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

10.0 out of 10, Exceptional, (38)
"Convent and accommodation was excellent for 10 "
Family Friendly, Historic Mansion Row, **5 min from Louisville!**

New! Walkable 2BR Boutique Condo on Restaurant Row

9.4 out of 10, Exceptional, (33)
"The location for a fun time is awesome."
New! Walkable 2BR Boutique Condo on Restaurant Row

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.8 out of 10, Excellent, (14)
"Thank you for sharing your lovely home with us. The pool was a hit with the kids and we had a wonderful time relaxing and enjoying our vacation. Thank you for being such gracious hosts and providing us with a comfortable and enjoyable stay. We hope to visit again in the future!"
The price is CA $119
CA $415 total
includes taxes & fees
Aug 11 - Aug 12
✪Heated Pool, Firepit, Bikes, Grill, Pets✪

Relaxing Country Getaway

9.4 out of 10, Exceptional, (34)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway

Charming Derby City Rental - 3-bedroom house Sleeps up to 7, WiFi in Louisville.

9.4 out of 10, Exceptional, (3)
"Amazing decir and location. The property owner was amazing to work with. "
Charming Derby City Rental - 3-bedroom house Sleeps up to 7, WiFi in 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.
Save an average of 15% on thousands of hotels when you're signed in

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 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?

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.