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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Charlestown vacation rentals

Coffee/tea maker, fridge, microwave, oven

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.
The price is ￥16,786
￥25,173 total
includes taxes & fees
Sep 21 - Sep 22
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Smart TV, fireplace, books

2. 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.
The price is ￥28,536
￥57,341 total
includes taxes & fees
Sep 23 - Sep 24
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Coffee/tea maker, fridge, microwave, oven

3. Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (36 reviews)
"Communication was good,very responsive"
United States
Jerrel
The price is ￥23,532
￥70,910 total
includes taxes & fees
Sep 28 - Sep 29
Uptown Class
Exterior

4. 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.
The price is ￥36,082
￥90,941 total
includes taxes & fees
Sep 28 - Sep 29
Stunning Victorian Home - prime location minutes from Louisville
Exterior detail

5. 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, (18 reviews)
"Only about 15-20 minutes to Louisville KY. Had a great time!"
United States
Shari K.
The price is ￥17,649
￥47,067 total
includes taxes & fees
Sep 21 - Sep 22
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
Coffee/tea maker, fridge, microwave, oven

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, (43 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.
The price is ￥25,885
￥43,223 total
includes taxes & fees
Sep 22 - Sep 23
Country home with beautiful views and access to hiking, biking, and horse trails
1 bedroom, WiFi (free)

7. 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
The price is ￥8,007
￥9,048 total
includes taxes & fees
Oct 1 - Oct 2
2 Queen Beds|Nsmk,Micfridge
Interior

8. Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.2 out of 10, Wonderful, (62 reviews)
"Great older house in a very quiet neighborhood very close to downtown Louisville. The property was great for our party of six. Would stay again if in the area."
United States
NanetteSteve K.
The price is ￥28,238
￥52,118 total
includes taxes & fees
Sep 21 - Sep 22
Victorian Center Jeffersonville
Interior

9. Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
New Albany
10.0 out of 10, Exceptional, (62 reviews)
"Parking was very easy. Kitchen was excellent and had numerous dishes, silverware, and appliances. House was very updated and location was excellent."
United States
Kelsey O.
The price is ￥35,298
￥70,910 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
Exterior detail

10. 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.
The price is ￥19,602
￥44,842 total
includes taxes & fees
Sep 21 - Sep 22
The Curated Chateau—Minutes from Louisville
Smart TV, books

11. 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
The price is ￥17,225
￥38,079 total
includes taxes & fees
Sep 29 - Sep 30
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Property grounds

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.
The price is ￥20,394
￥36,418 total
includes taxes & fees
Sep 22 - Sep 23
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Exterior

13. Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (35 reviews)
"What a wonderful house in a great neighborhood! It was clean, safe, and a seamless check-in process despite a very delayed flight in. Highly recommended! "
United States
Penelope M.
The price is ￥31,376
￥73,936 total
includes taxes & fees
Sep 21 - Sep 22
Mid-Century Oasis with Hot Tub
Exterior

14. 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
The price is ￥19,343
￥48,626 total
includes taxes & fees
Sep 22 - Sep 23
The Adelyn, where comfort meets convenience
Coffee/tea maker, fridge, microwave, oven

15. 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.
The price is ￥35,769
￥62,641 total
includes taxes & fees
Sep 22 - Sep 23
Charming house in one of Louisville's most coveted neighborhoods
Dining

16. Estate: Heated Pool, Hot Tub, Game Rooms, Pets

Estate: Heated Pool, Hot Tub, Game Rooms, Pets
La Grange
10.0 out of 10, Exceptional, (27 reviews)
"This place was incredible! Has everything you could possibly need and more. It was one of the cleanest and homey places we have stayed. The beds were SO COMFY and the place had everything you could need. Thank you so much!!!"
United States
Abby S.
The price is ￥45,385
￥147,486 total
includes taxes & fees
Oct 5 - Oct 6
Estate: Heated Pool, Hot Tub, Game Rooms, Pets
Sauna

17. +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.
The price is ￥22,826
￥52,083 total
includes taxes & fees
Oct 6 - Oct 7
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Exterior

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

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (87 reviews)
"We had a great time! "
United States
Amber H.
The price is ￥105,188
￥201,668 total
includes taxes & fees
Sep 21 - Sep 22
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Smart TV

19. 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.
The price is ￥10,982
￥32,087 total
includes taxes & fees
Sep 30 - Oct 1
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Smart TV

20. 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
9.0 out of 10, Wonderful, (11 reviews)
"Was a great time and very clean "
United States
Jeff B.
The price is ￥10,589
￥31,467 total
includes taxes & fees
Sep 21 - Sep 22
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row
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

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"Decent price for the quality!"
James 2-night trip
Posted 1 hour ago
Galt House Hotel Trademark Collection by Wyndham

Find out more about Charlestown

Search for holiday rentals in Charlestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlestown using one of the methods below:

  • View our selection of featured holiday rentals in Charlestown
  • Use the map to find apartments and other holiday homes in the Charlestown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charlestown while they last

Look no further and take a look at our great range of rental properties in Charlestown!

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.