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Check prices for these dates

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Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Cottages in Charlestown

Cozy Home in Louisville: Near Bardstown Road!
House (3 Bedrooms) | Interior

Cozy Home in Louisville: Near Bardstown Road!

3.0 star property
Cozy Home in Louisville: Near Bardstown Road!
Family-friendly Louisville Gem: Prime Location!
House (3 Bedrooms) | Interior

Family-friendly Louisville Gem: Prime Location!

3.0 star property
Family-friendly Louisville Gem: Prime Location!
La Grange Cabin on a Racehorse Farm w/ Pond Views!
House (1 Bedroom) | Interior

La Grange Cabin on a Racehorse Farm w/ Pond Views!

3.0 star property
La Grange Cabin on a Racehorse Farm w/ Pond Views!
Pet-friendly Clarksville Home w/ Central A/C
House (3 Bedrooms) | Front of property

Pet-friendly Clarksville Home w/ Central A/C

3.0 star property
Pet-friendly Clarksville Home w/ Central A/C
Spacious Prospect Cottage w/ Deck & Scenic Views
Interior

Spacious Prospect Cottage w/ Deck & Scenic Views

3.0 star property
Spacious Prospect Cottage w/ Deck & Scenic Views
Pet-friendly Emerald Lake Retreat in Charlestown!
Cookware/dishes/utensils, paper towels

Pet-friendly Emerald Lake Retreat in Charlestown!

3.0 star property
Pet-friendly Emerald Lake Retreat in Charlestown!
Pond-view Cabin Near Louisville on Racehorse Farm!
House (2 Bedrooms) | Interior

Pond-view Cabin Near Louisville on Racehorse Farm!

3.0 star property
Pond-view Cabin Near Louisville on Racehorse Farm!
Louisville Area Home: Deck, Fire Pit, Creek!
Outdoor dining

Louisville Area Home: Deck, Fire Pit, Creek!

3.0 star property
Louisville Area Home: Deck, Fire Pit, Creek!
Indiana Vacation Rental Near Downtown Louisville!
Interior

Indiana Vacation Rental Near Downtown Louisville!

3.0 star property
Indiana Vacation Rental Near Downtown Louisville!
8 Mi to Louisville: New Albany Home w/ Grill!
Interior

8 Mi to Louisville: New Albany Home w/ Grill!

3.0 star property
8 Mi to Louisville: New Albany Home w/ Grill!
Central & Dog-friendly Home in Louisville w/ Yard!
Interior

Central & Dog-friendly Home in Louisville w/ Yard!

3.0 star property
Central & Dog-friendly Home in Louisville w/ Yard!
Walk to Boat Ramp: Fenced Home in Jeffersonville!
House (4 Bedrooms) | Interior

Walk to Boat Ramp: Fenced Home in Jeffersonville!

3.0 star property
Walk to Boat Ramp: Fenced Home in Jeffersonville!
1 Mi to Downtown: New Albany Home w/ Yard
Interior

1 Mi to Downtown: New Albany Home w/ Yard

3.0 star property
1 Mi to Downtown: New Albany Home w/ Yard
Louisville Home w/ Large Yard: 15 Mi to Downtown!
House (3 Bedrooms) | Interior

Louisville Home w/ Large Yard: 15 Mi to Downtown!

3.0 star property
Louisville Home w/ Large Yard: 15 Mi to Downtown!
3 Mi to Caesars Casino: Indiana Retreat w/ Patio!
House (2 Bedrooms) | Interior

3 Mi to Caesars Casino: Indiana Retreat w/ Patio!

3.0 star property
3 Mi to Caesars Casino: Indiana Retreat w/ Patio!
2 Mi to Churchill Downs: Louisville Home!
Cottage (3 Bedrooms) | Interior

2 Mi to Churchill Downs: Louisville Home!

3.0 star property
2 Mi to Churchill Downs: Louisville Home!
Louisville Apartment - Walk to Restaurants!
Interior

Louisville Apartment - Walk to Restaurants!

3.0 star property
Louisville Apartment - Walk to Restaurants!
31 Mi to Louisville: Cabin on 235 Acres!
House (1 Bedroom) | Interior

31 Mi to Louisville: Cabin on 235 Acres!

3.0 star property
31 Mi to Louisville: Cabin on 235 Acres!
Louisville Home w/ Hot Tub in The Highlands!
Interior

Louisville Home w/ Hot Tub in The Highlands!

3.0 star property
Louisville Home w/ Hot Tub in The Highlands!
Horse Farm Retreat w/ Pond View Near Louisville
Interior

Horse Farm Retreat w/ Pond View Near Louisville

3.0 star property
Horse Farm Retreat w/ Pond View Near Louisville
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

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

10/10 Excellent
"I have stayed several times! Always a great experience. "
Tina 2-night trip
Posted 11 hours ago
Embassy Suites Louisville Downtown

Frequently asked questions

Why book your cottage in Charlestown with Expedia?
Booking a cottage in Charlestown is as easy as working out your travel dates and selecting an ideal place for a vacation in nature. From upscale retreats to low-cost properties and cottages that feature perks like free WiFi, Expedia has something for all styles and tastes. As for the best deals around? We have them too!
How can I find cheap cottages in Charlestown?
The simplest way to score cheap cottages in Charlestown is with Expedia's user-friendly filter tool. Narrow your search results by star rating, budget and amenities to land unbeatable bargains in just a few clicks.
What is there to do in Charlestown near my cottage?
If you'd like to discover the best of Charlestown, pay a visit to Charlestown Family Activities Park. It's a winner among tourists and locals alike.