Holiday Homes in Charlestown

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Our top choices for Charlestown holiday homes

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.
Emerald Lake Retreat Charlestown

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 €137
includes taxes & fees
11 May - 12 May
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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 €846
includes taxes & fees
5 May - 6 May
Heated Pool Estate • 5 King Beds • No Bad Rooms

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.
Whiskey Stop- Close to Ky Expo, Walkable & Parking

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, (32 reviews)
"Stay was great"
United States
Jake T.
The price is €631
includes taxes & fees
4 May - 5 May
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Cozy Louisville Home w/ Spacious Yard & Parking

Cozy Louisville Home w/ Spacious Yard & Parking
Wyandotte
9.4 out of 10, Exceptional, (13 reviews)
"Perfect place to stay for the North American International Livestock Exposition. The house was cozy and convenient. "
United States
Amy
The price is €259
includes taxes & fees
29 Apr - 30 Apr
Cozy Louisville Home w/ Spacious Yard & Parking

NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded

NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded
Prospect
10.0 out of 10, Exceptional, (12 reviews)
"Great home, excellent location, easy communication with the host-looking forward to a return trip!"
United States
Kurt F.
The price is €655
includes taxes & fees
29 Apr - 30 Apr
NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded

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 €210
includes taxes & fees
3 May - 4 May
Carriage House, 7 minutes from downtown Louisville

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 €517
includes taxes & fees
4 May - 5 May
Spectacular waterfront house!

8 Mi Louisville New Albany Home

8 Mi Louisville New Albany Home
New Albany
8.2 out of 10, Very good, (10 reviews)
"Clean, great staff"
United States
todd
8 Mi Louisville New Albany Home

Minutes from Churchill Downs & Downtown Lou!

Minutes from Churchill Downs & Downtown Lou!
Schnitzelburg
10.0 out of 10, Exceptional, (9 reviews)
"Met my brother there for the weekend. Great food just 2 blocks away. Very happy with our stay. We would stay there again!"
United States
Greg B.
Minutes from Churchill Downs & Downtown Lou!

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 €7,422
includes taxes & fees
3 May - 4 May
The Louisville Loft, 12 beds, BRAND NEW, Game Room, EXPO, Downtown, Highlands

T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (5 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
The price is €284
includes taxes & fees
18 May - 19 May
T&E Riverhouse Retreat

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 €211
includes taxes & fees
5 May - 6 May
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (5 reviews)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is €390
includes taxes & fees
3 May - 4 May
The Sweet Retreat Wheelchair Accessible Historic Home

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (16 reviews)
"Great property. Good location. "
United States
Damont P.
The price is €354
includes taxes & fees
4 May - 5 May
Uptown Class

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (52 reviews)
"A beautiful old home. Very clean and comfortable. Extremely convenient to everything we had planned for the weekend. Definitely a place we would reserve again."
United States
LUCY G.
The price is €297
includes taxes & fees
29 Apr - 30 Apr
Victorian Center Jeffersonville

15 Min to Bourbon Fest | 4 En-Suites | Sleeps 10

15 Min to Bourbon Fest | 4 En-Suites | Sleeps 10
Deer Park
10.0 out of 10, Exceptional, (70 reviews)
"Great place to stay!"
United States
Cory H.
The price is €544
includes taxes & fees
4 May - 5 May
15 Min to Bourbon Fest | 4 En-Suites | Sleeps 10

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
New Albany
10.0 out of 10, Exceptional, (54 reviews)
"This house was perfect and Molly is an exceptional host! "
United States
Julie T.
The price is €356
includes taxes & fees
4 May - 5 May
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Charming 3BR w Large Yard Walk to Downtown

Charming 3BR w Large Yard Walk to Downtown
Jeffersonville
9.6 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay"
United States
Jennifer L.
Charming 3BR w Large Yard Walk to Downtown
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

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Charlestown Holiday Homes information

Number of reviews
640
Accommodation
852 Holiday Homes
Lowest Price
€137
Highest Price
€7,422