A forest path with a metal archway supported by concrete pillars.

Charlestown Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Charlestown vacation rentals

Private kitchen

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.
$165 nightly
The price is $186
Sep 21 - Sep 22
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Private kitchen

2. Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Memphis
10.0 out of 10, Exceptional, (26 reviews)
"I can't say enough googd things about this Vrbo! CLEAN, great communication, great instructions on finding the place. My short stay showed the owners to be so nice. "
United States
Lynn R.
$140 nightly
The price is $158
Sep 10 - Sep 11
Total with taxes and fees
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Room

3. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (272 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveler
$52 nightly
The price is $58
Sep 13 - Sep 14
Total with taxes and fees
2 Queen Beds|Nsmk,Micfridge
Exterior

4. St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"The neighborhood is safe and we walked around to enjoy all the nearby shops and restaurants. Very quiet and peaceful, enjoyed the porch every morning."
United States
Stacy B.
$283 nightly
The price is $328
Aug 30 - Aug 31
Total with taxes and fees
St. Matthew’s - Walk to Shops & Restaurants
Interior

5. 4th Street Suites - Splash King Bed Suite

4th Street Suites - Splash King Bed Suite
Downtown Louisville
10.0 out of 10, Exceptional, (8 reviews)
"Clean and comfortable. Great place for our overnight while son is competing at a track meet. Will return."
United States
Pam H.
$151 nightly
The price is $174
Aug 31 - Sep 1
Total with taxes and fees
4th Street Suites - Splash King Bed Suite
Living area

6. 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, (8 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
$207 nightly
The price is $233
Aug 27 - Aug 28
Total with taxes and fees
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Living area

7. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (36 reviews)
"Everything was exactly as described. Location is perfect near great shops and restaurants. Will definitely use again. Owner super nice and great communicator. "
United States
Amanda H.
$207 nightly
The price is $230
Sep 7 - Sep 8
Total with taxes and fees
Charming Clifton Loft with Balcony & Free
Property amenity

8. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
9.0 out of 10, Wonderful, (2 reviews)
"Was great enjoyed our stay and time there"
United States
Tammy
$94 nightly
The price is $111
Sep 2 - Sep 3
Total with taxes and fees
StudioRes by Marriott Louisville East
Interior

9. 4th Street Suites - Serene King Bed Suite

4th Street Suites - Serene King Bed Suite
Downtown Louisville
10.0 out of 10, Exceptional, (8 reviews)
"Amazing little place, has everything you need, definitely worth the price and i highly recommend. "
United States
phillip p.
$151 nightly
The price is $174
Aug 31 - Sep 1
Total with taxes and fees
4th Street Suites - Serene King Bed Suite
Interior

10. Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (25 reviews)
"Everything was outstanding!"
United States
John W.
$244 nightly
The price is $283
Aug 30 - Aug 31
Total with taxes and fees
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Interior

11. 4th Street Suites - Deluxe King Bed Suite

4th Street Suites - Deluxe King Bed Suite
Downtown Louisville
10.0 out of 10, Exceptional, (9 reviews)
"Great stay! "
United States
Brandy H.
$165 nightly
The price is $190
Aug 27 - Aug 28
Total with taxes and fees
4th Street Suites - Deluxe King Bed Suite
Dining

12. ☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Jeffersonville
8.8 out of 10, Excellent, (42 reviews)
"Very good host. The bathrooms could use some work but otherwise good value. "
United States
John O.
$366 nightly
The price is $419
Aug 27 - Aug 28
Total with taxes and fees
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Exterior

13. 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
9.6 out of 10, Exceptional, (24 reviews)
"Apartment is very pretty and had everything we needed. Location is perfect!"
United States
Vonya G.
$164 nightly
The price is $185
Aug 27 - Aug 28
Total with taxes and fees
Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row
Private kitchen

14. 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.
$301 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods
Room

15. Riverside Suite: Walk to Big Four Bridge &

Riverside Suite: Walk to Big Four Bridge &
Jeffersonville
9.6 out of 10, Exceptional, (44 reviews)
"Awesome little spot "
United States
Paul G.
$146 nightly
The price is $156
Aug 27 - Aug 28
Total with taxes and fees
Riverside Suite: Walk to Big Four Bridge &
Terrace/patio

16. Soak in the Garden Spa; Central to Historic Town

Soak in the Garden Spa; Central to Historic Town
Chickasaw
$223 nightly
The price is $227
Aug 27 - Aug 28
Total with taxes and fees
Soak in the Garden Spa; Central to Historic Town
Private kitchen

17. Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (35 reviews)
"Communication was good,very responsive"
United States
Jerrel
$314 nightly
The price is $355
Aug 27 - Aug 28
Total with taxes and fees
Uptown Class
Exterior

18. 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
$278 nightly
The price is $314
Sep 1 - Sep 2
Total with taxes and fees
The Adelyn, where comfort meets convenience
Exterior detail

19. Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River

Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
New Albany
9.8 out of 10, Exceptional, (17 reviews)
"Yes well stocked and cozy "
United States
Maya G.
$274 nightly
The price is $310
Sep 20 - Sep 21
Total with taxes and fees
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
Exterior

20. Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (151 reviews)
"One of the most beautiful locations I've had the pleasure of staying in. Plan to book again in the future. So much historical value and comfort"
United States
Bill H.
$341 nightly
The price is $396
Aug 27 - Aug 28
Total with taxes and fees
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
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

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

10/10 Excellent
"Fabulous rooms. Food was great. Casino staff was very friendly. Front desk staff could’ve been a tad more welcoming but but bad."
Tammie 1-night trip
Posted 1 hour ago
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

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?

Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8: This vacation home rental outside of Charlestown is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 hot tub and a selection of books.

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.