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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (25 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
The price is AED 400
AED 598 total
includes taxes & fees
28 Sep - 29 Sep
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
1 bedroom, WiFi (free)

2. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (273 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveler
The price is AED 186
AED 210 total
includes taxes & fees
1 Oct - 2 Oct
2 Queen Beds|Nsmk,Micfridge
Smart TV, books

3. 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, (11 reviews)
"Has all the amenities you would need and is in a quiet neighborhood. Great for families."
United States
Stephen
The price is AED 439
AED 911 total
includes taxes & fees
28 Sep - 29 Sep
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Smart TV

4. 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, (52 reviews)
"Nice property, we would stay again"
United States
Allan A.
The price is AED 257
AED 747 total
includes taxes & fees
30 Sep - 1 Oct
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
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 AED 413
AED 1,090 total
includes taxes & fees
28 Sep - 29 Sep
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
Coffee/tea maker, fridge, microwave, oven

6. 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 AED 413
AED 1,401 total
includes taxes & fees
28 Sep - 29 Sep
Uptown Class
Exterior

7. 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.
The price is AED 198
AED 681 total
includes taxes & fees
28 Sep - 29 Sep
Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row
Coffee/tea maker, fridge, microwave, oven

8. 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 AED 606
AED 1,008 total
includes taxes & fees
30 Sep - 1 Oct
Country home with beautiful views and access to hiking, biking, and horse trails
Fridge, microwave, oven, stovetop

9. American Pharoah Twin Spires Suite

American Pharoah Twin Spires Suite
Jeffersonville
10.0 out of 10, Exceptional, (6 reviews)
"Great place in downtown Jeffersonville. Clean and great location for Abbey Road on the River. Just had a few suggestions for mgr, im sure he'll consider. We'd def stay here again!"
United States
doris S.
The price is AED 294
AED 524 total
includes taxes & fees
30 Sep - 1 Oct
American Pharoah Twin Spires Suite
Smart TV

10. 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.
The price is AED 184
AED 548 total
includes taxes & fees
28 Sep - 29 Sep
Riverside Suite: Walk to Big Four Bridge &
Front of property

11. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (59 reviews)
"Check in was easy, very clean and nice. Very unique property!"
United States
Amy
The price is AED 407
AED 493 total
includes taxes & fees
26 Oct - 27 Oct
The Bellwether Hotel
TV, video games, offices

12. The Whiskey Stop! A Spacious Highlands Retreat

The Whiskey Stop! A Spacious Highlands Retreat
Germantown
10.0 out of 10, Exceptional, (78 reviews)
"It was perfect for our stay very comfortable and we enjoyed it very much"
United States
Lester W.
The price is AED 200
AED 635 total
includes taxes & fees
28 Sep - 29 Sep
The Whiskey Stop! A Spacious Highlands Retreat
Smart TV

13. 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 AED 298
AED 793 total
includes taxes & fees
6 Oct - 7 Oct
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row
Exterior detail

14. 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 AED 459
AED 1,013 total
includes taxes & fees
28 Sep - 29 Sep
The Curated Chateau—Minutes from Louisville
Property grounds

15. 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 AED 477
AED 853 total
includes taxes & fees
29 Sep - 30 Sep
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Smart TV, books

16. 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
9.0 out of 10, Wonderful, (8 reviews)
"Stairs were steep and not for the faint of heart. Cobwebs everywhere. Kitchen did not have basics - e.g., baking sheet, salt, pepper, etc. Sheets frayed and all linens needed replaced."
United States
David
The price is AED 826
AED 1,017 total
includes taxes & fees
10 Oct - 11 Oct
Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

17. Charming Clifton Loft with Balcony & Free

Charming Clifton Loft with Balcony & Free
Clifton
10.0 out of 10, Exceptional, (38 reviews)
"Great location in Clifton neighborhood!"
United States
Kelly D.
The price is AED 184
AED 629 total
includes taxes & fees
4 Oct - 5 Oct
Charming Clifton Loft with Balcony & Free
Interior

18. Chestnut Street Charmer-Walk to Louisville!

Chestnut Street Charmer-Walk to Louisville!
Jeffersonville
10.0 out of 10, Exceptional, (22 reviews)
"Great stay! We will be booking there for future trips to Louisville!"
United States
Brandon H.
The price is AED 551
AED 1,141 total
includes taxes & fees
28 Sep - 29 Sep
Chestnut Street Charmer-Walk to Louisville!
Iron/ironing board, travel crib, WiFi, bed sheets

19. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
The price is AED 464
AED 986 total
includes taxes & fees
28 Sep - 29 Sep
Convenient & Cozy! Close to everything Louisville!
Interior

20. Huge Family Friendly 2-bedroom apartment WiFi, kitchen, AC/Heat, and sleeps 7

Huge Family Friendly 2-bedroom apartment WiFi, kitchen, AC/Heat, and sleeps 7
Butchertown
10.0 out of 10, Exceptional, (27 reviews)
"Great stay and location was good!"
United States
Tony N.
The price is AED 286
AED 844 total
includes taxes & fees
23 Oct - 24 Oct
Huge Family Friendly 2-bedroom apartment WiFi, kitchen, AC/Heat, and sleeps 7
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

Omni Louisville Hotel

Omni Louisville Hotel

10/10 Excellent
"I’m"
Douglas 2-night trip
Posted less than an hour ago
Omni Louisville Hotel

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.