Photo by Mark Wilcoxson

Search Cottages in Charlestown

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare 36 Cottages in Charlestown with updated reviews, rates, and availability.

2 Mi to Churchill Downs: Louisville Home!
Louisville Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | Access By Stairs

2 Mi to Churchill Downs: Louisville Home!

8.8 out of 10, Excellent, (11)
"The location and residence met the needs of 4 adults. "
2 Mi to Churchill Downs: Louisville Home!
Walk to Boat Ramp: Fenced Home in Jeffersonville!
Property grounds

Walk to Boat Ramp: Fenced Home in Jeffersonville!

3.0 star property
Walk to Boat Ramp: Fenced Home in Jeffersonville!
Bright New Albany Home: 12 Mi to Churchill Downs!
Exterior

Bright New Albany Home: 12 Mi to Churchill Downs!

3.0 star property
Bright New Albany Home: 12 Mi to Churchill Downs!
TWO Units Entire Stylish Restored House on Frankfort Ave by Cozysuites
Living room

TWO Units Entire Stylish Restored House on Frankfort Ave by Cozysuites

3.5 star property
TWO Units Entire Stylish Restored House on Frankfort Ave by Cozysuites
Spacious Prospect Cottage w/ Deck & Scenic Views
Prospect Vacation Rental | 3BR | 3BA | 2,894 Sq Ft | Step-Free Access

Spacious Prospect Cottage w/ Deck & Scenic Views

9.2 out of 10, Wonderful, (16)
"Place just worked for us"
Spacious Prospect Cottage w/ Deck & Scenic Views
Cozy Home in Louisville: Near Bardstown Road!
Exterior

Cozy Home in Louisville: Near Bardstown Road!

3.0 star property
Cozy Home in Louisville: Near Bardstown Road!
Pet-friendly Clarksville Home w/ Central A/C
Terrace/patio

Pet-friendly Clarksville Home w/ Central A/C

3.0 star property
Pet-friendly Clarksville Home w/ Central A/C
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!
Contemporary Cottage with 2 HUGE COVERED PORCHES!
Welcome to 307 Maple Ave. Pewee Valley, Ky. 40056. Fully Furnished rental.

Contemporary Cottage with 2 HUGE COVERED PORCHES!

Contemporary Cottage with 2 HUGE COVERED PORCHES!
Pet-friendly Charlestown Retreat w/ On-site Lake!
Exterior

Pet-friendly Charlestown Retreat w/ On-site Lake!

3.0 star property
Pet-friendly Charlestown Retreat w/ On-site Lake!
Indiana Vacation Rental Near Downtown Louisville!
Living area

Indiana Vacation Rental Near Downtown Louisville!

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

Louisville Area Home: Deck, Fire Pit, Creek!

3.0 star property
Louisville Area Home: Deck, Fire Pit, Creek!
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
1 Mi to Downtown: New Albany Home w/ Yard
Living area

1 Mi to Downtown: New Albany Home w/ Yard

3.0 star property
1 Mi to Downtown: New Albany Home w/ Yard
7 Mi to Louisville: Pet-friendly New Albany Home
Private kitchen

7 Mi to Louisville: Pet-friendly New Albany Home

3.0 star property
7 Mi to Louisville: Pet-friendly New Albany Home
7 Mi to Louisville: Family-friendly Jefferson Home
Living area

7 Mi to Louisville: Family-friendly Jefferson Home

3.0 star property
7 Mi to Louisville: Family-friendly Jefferson Home
Charming Louisville Gem: Walk to Restaurants!
Exterior

Charming Louisville Gem: Walk to Restaurants!

3.0 star property
Charming Louisville Gem: Walk to Restaurants!
Underwood Home w/ 40 Acres: Fire Pit, Private Lake
Exterior

Underwood Home w/ 40 Acres: Fire Pit, Private Lake

3.0 star property
Underwood Home w/ 40 Acres: Fire Pit, Private Lake
Cozy Cottage W/ Free Parking Near Seneca Park.
Interior

Cozy Cottage W/ Free Parking Near Seneca Park.

Cozy Cottage W/ Free Parking Near Seneca Park.
1872 Bethlehem Home w/ View of Ohio River!
Property grounds

1872 Bethlehem Home w/ View of Ohio River!

3.0 star property
1872 Bethlehem Home w/ View of Ohio River!
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.
Don't see what you're looking for?
See all available properties in Charlestown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Charlestown

Hancock House
Exterior

Hancock House

3.0 star property
8.0 out of 10, Very Good, (204)
"Location, it clean and very nice "
The price is SAR 379
SAR 657 total
includes taxes & fees
17 Feb - 18 Feb
Hancock House
Stellar Suites
Front of property

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (90)
"Outstanding!"
The price is SAR 453
SAR 721 total
includes taxes & fees
3 Mar - 4 Mar
Stellar Suites
The Bellwether Hotel
Front of property

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very Good, (11)
"Beautifully redone historic building. Enjoyed design features and Christmas decor! Great walkable neighborhood. "
The price is SAR 428
SAR 496 total
includes taxes & fees
17 Feb - 18 Feb
The Bellwether Hotel
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.

Frequently asked questions

Why book your cottage in Charlestown with Expedia?
We think that vacays should be a walk in the park, so if you’re seeking cottages in Charlestown at an affordable rate, Expedia delivers. Stick to the budget and go for a cheap option surrounded by nature, or splurge on a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Charlestown?
With Expedia’s filter tool, scoring cheap cottages in Charlestown is a snap. To discover accommodations that’ll make your wallet smile, narrow your search by amenities, star rating and budget.