Charlestown Vacation Rentals

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Our top choices for Charlestown vacation rentals

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, (17 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is ¥16,419
¥24,858 total
includes taxes & fees
May 11 - May 12
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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, (143 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is ¥40,650
¥64,021 total
includes taxes & fees
May 7 - May 8
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

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, (19 reviews)
"Everything was outstanding!"
United States
John W.
The price is ¥28,435
¥43,932 total
includes taxes & fees
May 4 - May 5
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Louisville
10.0 out of 10, Exceptional, (82 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is ¥30,128
¥39,412 total
includes taxes & fees
May 19 - May 20
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Heated Pool Estate • 5 King Beds • No Bad Rooms

Heated Pool Estate • 5 King Beds • No Bad Rooms
La Grange
10.0 out of 10, Exceptional, (20 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is ¥48,951
¥152,954 total
includes taxes & fees
May 5 - May 6
Heated Pool Estate • 5 King Beds • No Bad Rooms

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (91 reviews)
"The home was great, the host was very responsive."
United States
jasmine p.
The price is ¥50,265
¥97,424 total
includes taxes & fees
May 4 - May 5
Spectacular waterfront house!

Newspaper Featured Waterfront Harmony Cinema Fire Pit Hot Tub Pets Sauna Views

Newspaper Featured Waterfront Harmony Cinema Fire Pit Hot Tub Pets Sauna Views
Jeffersonville
10.0 out of 10, Exceptional, (24 reviews)
"Checking in was super easy! The house was beautifully decorated and we appreciated all the added little touches such as the coffee bar! "
United States
Anonymous traveler
The price is ¥470,911
¥657,671 total
includes taxes & fees
May 3 - May 4
Newspaper Featured Waterfront Harmony Cinema Fire Pit Hot Tub Pets Sauna Views

Premium 6BR Bourbon Trail home for large groups!

Premium 6BR Bourbon Trail home for large groups!
Crescent Hill
The price is ¥104,809
¥173,368 total
includes taxes & fees
May 3 - May 4
Premium 6BR Bourbon Trail home for large groups!

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (53 reviews)
"Great place!"
United States
Nakoma F.
The price is ¥27,286
¥62,047 total
includes taxes & fees
May 12 - May 13
Near Highways and a 20 Min Drive to Louisville's Main Attractions

The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands

The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands
Schnitzelburg
10.0 out of 10, Exceptional, (36 reviews)
"We were down there for a big golf trip weekend. The place worked out very well for us with the sleeping arrangements and proximity to restaurants."
United States
Erich V.
The price is ¥1,004,573
¥1,321,959 total
includes taxes & fees
May 3 - May 4
The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground
Bonnycastle
10.0 out of 10, Exceptional, (35 reviews)
"Very responsive host & excellent location. "
United States
Bryan J.
The price is ¥117,268
¥260,067 total
includes taxes & fees
May 5 - May 6
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (27 reviews)
"Awesome set up and location. "
United States
Jen S.
Mid-Century Oasis with Hot Tub

8 Min to Bourbon Fest | 6 Kings + Hot Tub

8 Min to Bourbon Fest | 6 Kings + Hot Tub
Schnitzelburg
9.8 out of 10, Exceptional, (83 reviews)
"Beautiful home, great stay. Would book again. "
United States
Sean L.
The price is ¥85,364
¥169,885 total
includes taxes & fees
May 5 - May 6
8 Min to Bourbon Fest | 6 Kings + Hot Tub

Amazing/Entire house 5 min away from the Airport

Amazing/Entire house 5 min away from the Airport
Hayfield Dundee
10.0 out of 10, Exceptional, (32 reviews)
"Everything was perfect."
United States
Denise P.
The price is ¥51,505
¥110,665 total
includes taxes & fees
May 10 - May 11
Amazing/Entire house 5 min away from the Airport

Whiskey Stop- Close to Ky Expo, Walkable & Parking

Whiskey Stop- Close to Ky Expo, Walkable & Parking
Germantown
10.0 out of 10, Exceptional, (76 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is ¥30,090
¥52,929 total
includes taxes & fees
May 4 - May 5
Whiskey Stop- Close to Ky Expo, Walkable & Parking

The Crimson Cottage- A Premium Highlands Retreat!

The Crimson Cottage- A Premium Highlands Retreat!
Phoenix Hill
The price is ¥66,033
¥118,024 total
includes taxes & fees
May 6 - May 7
The Crimson Cottage- A Premium Highlands Retreat!

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Henryville
10.0 out of 10, Exceptional, (160 reviews)
"We had a great time during our stay. The cabin was as advertised and we were able to get some great family time together. "
United States
Amy M.
The price is ¥50,214
¥94,570 total
includes taxes & fees
May 7 - May 8
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (27 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is ¥36,664
¥92,408 total
includes taxes & fees
May 5 - May 6
Stunning Victorian Home - prime location minutes from Louisville

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"This was such a cozy place to stay! It was perfect for visiting with my bestie! We loved the fireplace! "
United States
Justis H.
The price is ¥21,542
¥37,968 total
includes taxes & fees
May 3 - May 4
Carriage House, 7 minutes from downtown Louisville

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (87 reviews)
"Very nice place"
United States
Seth B.
The price is ¥24,456
¥54,034 total
includes taxes & fees
May 5 - May 6
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
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

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:

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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?

Stylish 2BR Retreat Minutes from NuLu & Downtown!: This vacation home rental outside of Charlestown is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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?

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.