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Charlestown Vacation Rentals

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Our top choices for Charlestown vacation rentals

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

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (24 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
$142 nightly
The price is $160
Sep 21 - Sep 22
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

2. 1 King Bed|Nsmk,Micfridge

1 King Bed|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (282 reviews)
"Location's pretty solid, close enough to attractions yet quiet enough for restful nights."
United States
Anonymous traveler
$54 nightly
The price is $61
Oct 5 - Oct 6
Total with taxes and fees
1 King Bed|Nsmk,Micfridge

3. The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville
10.0 out of 10, Exceptional, (216 reviews)
"Beautiful location…very relaxing after a busy day!"
United States
Jim N.
$315 nightly
The price is $366
Sep 23 - Sep 24
Total with taxes and fees
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

4. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"You won’t regret it! Private parking, quiet neighborhood, and fully stocked supplies for your stay! Easy check in and great hostess!"
United States
Sharonda
$212 nightly
The price is $240
Sep 29 - Sep 30
Total with taxes and fees
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

5. The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"The host was super responsive. The place was absolutely a gem!"
United States
Jeffery
$274 nightly
The price is $310
Sep 22 - Sep 23
Total with taxes and fees
The Adelyn, where comfort meets convenience

6. Country home with beautiful views and access to hiking, biking, and horse trails

Country home with beautiful views and access to hiking, biking, and horse trails
Henryville
9.8 out of 10, Exceptional, (42 reviews)
"Loved the dog-friendly house that even had a nice small fenced in area. Super quiet and close to the Knobstone trail for some exploring. The house was easy to find and access and the host was friendly. Thanks for the great place to stay!"
United States
Forrest K.
$244 nightly
The price is $273
Sep 22 - Sep 23
Total with taxes and fees
Country home with beautiful views and access to hiking, biking, and horse trails

7. Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row
Clarksville
8.8 out of 10, Excellent, (10 reviews)
"Was a great time and very clean "
United States
Jeff B.
$183 nightly
The price is $207
Sep 21 - Sep 22
Total with taxes and fees
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

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

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (51 reviews)
"Nice property, we would stay again"
United States
Allan A.
$181 nightly
The price is $205
Sep 30 - Oct 1
Total with taxes and fees
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

9. Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (36 reviews)
"Communication was good,very responsive"
United States
Jerrel
$400 nightly
The price is $452
Sep 28 - Sep 29
Total with taxes and fees
Uptown Class

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (96 reviews)
"Excellent location"
United States
Danielle S.
$295 nightly
The price is $337
Sep 29 - Sep 30
Total with taxes and fees
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

11. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.2 out of 10, Wonderful, (57 reviews)
"Check in was easy, very clean and nice. Very unique property!"
United States
Amy
$156 nightly
The price is $180
Sep 22 - Sep 23
Total with taxes and fees
The Bellwether Hotel

12. Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (135 reviews)
"Wonderful experience."
United States
Andrew R.
$200 nightly
The price is $232
Sep 22 - Sep 23
Total with taxes and fees
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

13. Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
Jeffersonville
10.0 out of 10, Exceptional, (15 reviews)
"The house and location were fantastic! The house had everything we needed and was very thoughtfully supplied."
United States
Emily F.
$260 nightly
The price is $294
Sep 21 - Sep 22
Total with taxes and fees
Putt Putt House by Louisville Walking Bridge

14. Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs
Floyd knobs
9.6 out of 10, Exceptional, (4 reviews)
"Great spot for a guys weekend."
United States
Fr. Jay H.
$181 nightly
The price is $204
Sep 24 - Sep 25
Total with taxes and fees
Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

15. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
$239 nightly
The price is $277
Sep 21 - Sep 22
Total with taxes and fees
Convenient & Cozy! Close to everything Louisville!

16. Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row

Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row
Clarksville
9.4 out of 10, Exceptional, (27 reviews)
"Apartment is very pretty and had everything we needed. Location is perfect!"
United States
Vonya G.
$164 nightly
The price is $185
Sep 21 - Sep 22
Total with taxes and fees
Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row

17. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
$300 nightly
The price is $348
Sep 21 - Sep 22
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods

18. Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (30 reviews)
"Clean"
United States
Jason M.
$513 nightly
The price is $580
Sep 28 - Sep 29
Total with taxes and fees
Stunning Victorian Home - prime location minutes from Louisville

19. The Curated Chateau—Minutes from Louisville

The Curated Chateau—Minutes from Louisville
New Albany
9.8 out of 10, Exceptional, (47 reviews)
"It was a perfect stay for our weekend at Churchill Downs."
United States
Peggy S.
$253 nightly
The price is $286
Sep 21 - Sep 22
Total with taxes and fees
The Curated Chateau—Minutes from Louisville

20. Riverside Suite: Walk to Big Four Bridge &

Riverside Suite: Walk to Big Four Bridge &
Jeffersonville
9.6 out of 10, Exceptional, (44 reviews)
"Easy check in and check out. Nice stay. "
United States
Kelsey R.
$144 nightly
The price is $153
Sep 28 - Sep 29
Total with taxes and fees
Riverside Suite: Walk to Big Four Bridge &
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

Everything you need to know about Charlestown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlestown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlestown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Charlestown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $58 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly: This vacation home rental outside of Charlestown offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Charlestown?

With 6 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.