Search Vacation Homes in Charlestown

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Charlestown vacation 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.
The price is AED 441
AED 1,681 total
includes taxes & fees
8 Jun - 9 Jun
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, (20 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AED 426
AED 627 total
includes taxes & fees
7 Jul - 8 Jul
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
The price is AED 1,319
AED 2,725 total
includes taxes & fees
8 Jun - 9 Jun
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
9.8 out of 10, Exceptional, (8 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
The price is AED 841
AED 1,516 total
includes taxes & fees
8 Jun - 9 Jun
T&E Riverhouse Retreat

Spacious & Stylish 5BR Home! Family Retreat

Spacious & Stylish 5BR Home! Family Retreat
Rockcreek Lexington Road
Spacious & Stylish 5BR Home! Family Retreat

Cozy 3-Bedroom Home Near Expo Center & NuLu

Cozy 3-Bedroom Home Near Expo Center & NuLu
Kenwood Hill
The price is AED 334
AED 1,347 total
includes taxes & fees
8 Jun - 9 Jun
Cozy 3-Bedroom Home Near Expo Center & NuLu

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 AED 694
AED 891 total
includes taxes & fees
8 Jun - 9 Jun
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

5BR Home Near Airport, Expo, Downtown Sleeps 12

5BR Home Near Airport, Expo, Downtown Sleeps 12
Beechmont
The price is AED 422
AED 1,509 total
includes taxes & fees
8 Jun - 9 Jun
5BR Home Near Airport, Expo, Downtown Sleeps 12

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (29 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is AED 845
AED 2,125 total
includes taxes & fees
14 Jun - 15 Jun
Stunning Victorian Home - prime location minutes from Louisville

3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.

3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.
Jeffersonville
9.8 out of 10, Exceptional, (7 reviews)
"Very clean and was perfect for our work trip!"
United States
William L.
The price is AED 625
AED 1,262 total
includes taxes & fees
14 Jun - 15 Jun
3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.

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 AED 645
AED 1,452 total
includes taxes & fees
8 Jun - 9 Jun
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (92 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 AED 909
AED 1,921 total
includes taxes & fees
9 Jun - 10 Jun
Spectacular waterfront house!

5BR House Near Kentucky Exposition Center with Pool

5BR House Near Kentucky Exposition Center with Pool
Beechmont
9.4 out of 10, Exceptional, (33 reviews)
"The house was spacious, the rooms were comfortable and we had everything we could have needed for the stay! "
United States
Brian C.
The price is AED 533
AED 1,548 total
includes taxes & fees
8 Jun - 9 Jun
5BR House Near Kentucky Exposition Center with Pool

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, (21 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is AED 1,583
AED 4,036 total
includes taxes & fees
17 Jun - 18 Jun
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
The price is AED 1,650
AED 3,422 total
includes taxes & fees
8 Jun - 9 Jun
Pendleton, KY Farm in Oldham Co

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.
The price is AED 661
AED 1,317 total
includes taxes & fees
8 Jun - 9 Jun
Minutes from Churchill Downs & Downtown Lou!

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, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
The price is AED 711
AED 1,746 total
includes taxes & fees
30 Jun - 1 Jul
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr

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 AED 988
AED 1,708 total
includes taxes & fees
14 Jun - 15 Jun
The Sweet Retreat Wheelchair Accessible Historic Home

LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property

LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property
Prospect
10.0 out of 10, Exceptional, (11 reviews)
"Loved my stay, just want I needed. Went to the music festival and bought some really cool boots, I’ll be back!"
United States
Robert C.
The price is AED 524
AED 1,401 total
includes taxes & fees
8 Jun - 9 Jun
LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Charlestown Hotel Reviews