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Holiday Homes in Charlestown

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Charlestown holiday homes

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, (23 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is NZ$282
includes taxes & fees
29 June - 30 June
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, (4 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
The price is NZ$783
includes taxes & fees
29 June - 30 June
Emerald Lake Retreat Charlestown
TV

5BR Home Near Airport, Expo, Downtown Sleeps 12

5BR Home Near Airport, Expo, Downtown Sleeps 12
Beechmont
The price is NZ$726
includes taxes & fees
29 June - 30 June
5BR Home Near Airport, Expo, Downtown Sleeps 12
Dining

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

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.4 out of 10, Exceptional, (36 reviews)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
The price is NZ$1,299
includes taxes & fees
29 June - 30 June
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Outdoor dining

T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
9.8 out of 10, Exceptional, (9 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
The price is NZ$747
includes taxes & fees
13 July - 14 July
T&E Riverhouse Retreat
Exterior

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)
The price is NZ$1,014
includes taxes & fees
6 July - 7 July
Stunning Victorian Home - prime location minutes from Louisville
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)
"The cutest house that felt like “home”! It was clean, well stocked, & in a great neighborhood! Would stay again if we are in Louisville!"
United States
Amy K.
The price is NZ$442
includes taxes & fees
29 June - 30 June
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Dining

Cozy 3-Bedroom Home Near Expo Center & NuLu

Cozy 3-Bedroom Home Near Expo Center & NuLu
Kenwood Hill
The price is NZ$673
includes taxes & fees
1 July - 2 July
Cozy 3-Bedroom Home Near Expo Center & NuLu
Property grounds

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 NZ$775
includes taxes & fees
2 July - 3 July
LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property
Interior

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 NZ$743
includes taxes & fees
29 June - 30 June
5BR House Near Kentucky Exposition Center with Pool
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, (67 reviews)
"Nice property close to attractions."
United States
Glenn C.
The price is NZ$824
includes taxes & fees
30 June - 1 July
OPEN 4BR/2BA • Sleeps 8 • Near Hwy • Covered Deck • Close to Downtown & Expo Ctr
Interior

NEW! The Something Borrowed Mansion w/ Hot Tub

NEW! The Something Borrowed Mansion w/ Hot Tub
New Albany
The price is NZ$848
includes taxes & fees
29 June - 30 June
NEW! The Something Borrowed Mansion w/ Hot Tub
Outdoor dining

Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck

Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck
Schnitzelburg
9.2 out of 10, Wonderful, (5 reviews)
"Nice place! "
United States
Sierra S.
The price is NZ$475
includes taxes & fees
22 July - 23 July
Mid-Century Modern Gem Pet-Friendly 2BR w/ Deck
Microwave, oven, stovetop, dishwasher

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)
The price is NZ$655
includes taxes & fees
14 July - 15 July
3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.
Exterior detail

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 NZ$810
includes taxes & fees
5 July - 6 July
The Sweet Retreat Wheelchair Accessible Historic Home
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, (55 reviews)
The price is NZ$651
includes taxes & fees
12 July - 13 July
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Interior

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, (59 reviews)
"It was well-stocked and has everything we needed! The master bedroom bed was so comfortable. Easy parking and the host was wonderful. "
United States
Amy P.
The price is NZ$740
includes taxes & fees
29 June - 30 June
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
Fridge, microwave, oven, stovetop

Relaxing St. Matthews retreat w/ private backyard!

Relaxing St. Matthews retreat w/ private backyard!
Rockcreek Lexington Road
9.4 out of 10, Exceptional, (6 reviews)
"Fantastic service. The home was beautiful and if in town again we would definitely stay there again. Nice area great access to amenities. "
United States
T J.
The price is NZ$654
includes taxes & fees
29 June - 30 June
Relaxing St. Matthews retreat w/ private backyard!
Smart TV, fireplace, books

The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Prospect
9.8 out of 10, Exceptional, (8 reviews)
"We thought everything was perfect. It suited our needs entirely. Thank You!!!"
United States
Andy M.
The price is NZ$1,136
includes taxes & fees
29 June - 30 June
The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Fridge, microwave, oven, stovetop

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 NZ$636
includes taxes & fees
29 June - 30 June
Minutes from Churchill Downs & Downtown Lou!
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

Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

10/10 Excellent
"Professional staff especially Valet Parking Attendant"
Edwina 2-night trip
Posted 1 hour ago
Holiday Inn Louisville Downtown by IHG

Find out more about Charlestown

Charlestown Holiday Homes information

Number of reviews
434
Accommodation
878 Holiday Homes
Lowest Price
NZ$282
Highest Price
NZ$1,299