Walkway of roses, Rose Island park, forest, woodland, stone arches, archway, trail ending in woods

Charlestown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Charlestown vacation rentals

Fridge, microwave, oven, stovetop

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, (20 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is ￥17,626
￥26,255 total
includes taxes & fees
Jun 21 - Jun 22
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Interior

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
The price is ￥17,626
￥71,342 total
includes taxes & fees
Jun 17 - Jun 18
Emerald Lake Retreat Charlestown
Dining

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
La Grange
10.0 out of 10, Exceptional, (22 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is ￥70,329
￥178,935 total
includes taxes & fees
Jun 17 - Jun 18
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
Dining

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (33 reviews)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
The price is ￥57,542
￥118,866 total
includes taxes & fees
Jun 16 - Jun 17
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Exterior

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, (82 reviews)
"We brought a large group to a conference in Louisville and it was perfect to have all of us stay together. It was a historic house, full of charm. Only negative was the warm water ran out quickly with so many people."
United States
Benjamin T.
The price is ￥102,105
￥198,863 total
includes taxes & fees
Jun 16 - Jun 17
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Exterior

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, (146 reviews)
"Very nice couple , will stay there again"
United States
Bryan S.
The price is ￥36,775
￥56,078 total
includes taxes & fees
Jun 16 - Jun 17
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Interior

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, (21 reviews)
"Everything was outstanding!"
United States
John W.
The price is ￥28,555
￥44,303 total
includes taxes & fees
Jun 16 - Jun 17
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Terrace/patio

Upscale Waterfront Retreat Newspaper Featured w/ Sauna HotTub Cinema Pets Views

Upscale Waterfront Retreat Newspaper Featured w/ Sauna HotTub Cinema Pets Views
Jeffersonville
10.0 out of 10, Exceptional, (25 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 ￥89,190
￥185,582 total
includes taxes & fees
Jul 1 - Jul 2
Upscale Waterfront Retreat Newspaper Featured w/ Sauna HotTub Cinema Pets Views
Fridge, microwave, oven, stovetop

Highlands Bungalow Close to All / 3000+ sq ft

Highlands Bungalow Close to All / 3000+ sq ft
Belknap
10.0 out of 10, Exceptional, (64 reviews)
"Very clean and well maintained. "
United States
Brad F.
The price is ￥87,251
￥199,663 total
includes taxes & fees
Jun 16 - Jun 17
Highlands Bungalow Close to All / 3000+ sq ft
Interior

8BR Riverfront Getaway w/Firepit HotTub Dome Views Luxe Amenities

8BR Riverfront Getaway w/Firepit HotTub Dome Views Luxe Amenities
Jeffersonville
10.0 out of 10, Exceptional, (24 reviews)
"The home is terrific and the location is great in terms of views of the Ohio River and proximity to downtown Louisville."
United States
Kurtis Z.
The price is ￥177,937
￥355,403 total
includes taxes & fees
Jul 8 - Jul 9
8BR Riverfront Getaway w/Firepit HotTub Dome Views Luxe Amenities
Property grounds

5BR w/ 6 King Beds + Hot Tub

5BR w/ 6 King Beds + 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 ￥71,916
￥152,150 total
includes taxes & fees
Jul 15 - Jul 16
5BR w/ 6 King Beds + Hot Tub
Smart TV, fireplace, printers

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, (54 reviews)
"Great place!"
United States
Nakoma F.
The price is ￥39,659
￥78,581 total
includes taxes & fees
Jun 16 - Jun 17
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Fridge, microwave, oven, stovetop

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, (84 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is ￥30,285
￥38,872 total
includes taxes & fees
Jun 22 - Jun 23
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Property grounds

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (93 reviews)
"Yes ,Great host , Peaceful and quiet ,Great views .Nice place , Beautifully decorated. Very clean , We had a great stay ."
United States
David C.
The price is ￥44,066
￥89,834 total
includes taxes & fees
Jun 22 - Jun 23
Spectacular waterfront house!
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (50 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is ￥22,157
￥25,717 total
includes taxes & fees
Jun 29 - Jun 30
The Bellwether Hotel
Smart TV, fireplace

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
9.4 out of 10, Exceptional, (29 reviews)
"Great place to stay! Very cozy place"
United States
Megan K.
The price is ￥36,054
￥63,237 total
includes taxes & fees
Jun 25 - Jun 26
Historic Cottage with modern amenities
Exterior

Pet Friendly, Pool, Shops, Downtown, Bourbon, Golf Local Dining, Fully Loaded

Pet Friendly, Pool, Shops, Downtown, Bourbon, Golf Local Dining, Fully Loaded
Prospect
10.0 out of 10, Exceptional, (13 reviews)
"Great home, excellent location, easy communication with the host-looking forward to a return trip!"
United States
Kurt F.
The price is ￥59,169
￥119,323 total
includes taxes & fees
Jun 22 - Jun 23
Pet Friendly, Pool, Shops, Downtown, Bourbon, Golf Local Dining, Fully Loaded
Outdoor pool, a heated pool

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (393 reviews)
"The cabin was very clean & cozy. Comfy bed, coffee, and breakfast items laid out for us. English muffins, bananas, and fresh eggs! We had a wonderful stay, it was easy to check in and out. We plan on coming back. Great weekend stay. "
United States
Emily T.
The price is ￥25,238
￥33,014 total
includes taxes & fees
Jun 16 - Jun 17
A Cozy Cottage Near the Heart of All Louisville Attractions!
Fridge, microwave, oven, stovetop

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, (34 reviews)
"Great host, very responsive, very helpful!! The house was beautiful, very clean and had all the amenities you needed! Including water & some cookies - also great location!!! "
United States
tony H.
The price is ￥57,526
￥118,850 total
includes taxes & fees
Jul 5 - Jul 6
Amazing/Entire house 5 min away from the Airport
Smart TV

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Hikes Point
10.0 out of 10, Exceptional, (66 reviews)
"Nice property close to attractions."
United States
Glenn C.
The price is ￥30,317
￥76,851 total
includes taxes & fees
Jun 16 - Jun 17
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charlestown Hotel Reviews

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"Great experience with check in"
Lee 2-night trip
Posted less than an 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?

H1: Bourbon &Derby Getaway+Gift: This vacation home rental outside of Charlestown offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms and a kitchen with kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.