Search Vacation Homes in Charlestown

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Our top choices for Charlestown vacation homes

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charlestown
10.0 out of 10, Exceptional, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
$130 nightly
The price is $147
Dec 11 - Dec 12
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Emerald Lake Retreat Charlestown

Charlestown
10.0 out of 10, Exceptional, (3)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
$399 nightly
The price is $451
Dec 12 - Dec 13
Total with taxes and fees
Emerald Lake Retreat Charlestown

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Pendleton
9.8 out of 10, Exceptional, (62)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
$212 nightly
The price is $234
Dec 13 - Dec 14
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Modern Nature Cabin | Private Escape in the Forest

Hanover
9.8 out of 10, Exceptional, (7)
"Very nice facility and relaxing setting . "
United States
Robert V.
$185 nightly
The price is $197
Dec 11 - Dec 12
Total with taxes and fees
Modern Nature Cabin | Private Escape in the Forest

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

South Louisville
10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
$151 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Private Home Close to Zoo, U of L, Churchill Downs

Poplar Level
9.6 out of 10, Exceptional, (19)
"I love this property! Great neighborhood near the park and zoo, comfortable beds, and a nice living room to hang out in. Very charming older home"
United States
Rosemary P.
$255 nightly
The price is $298
Dec 11 - Dec 12
Total with taxes and fees
Private Home Close to Zoo, U of L, Churchill Downs

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

St. Matthews
9.0 out of 10, Wonderful, (6)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
$230 nightly
The price is $266
Dec 14 - Dec 15
Total with taxes and fees
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

Close to Expo Ctr, UofL, Walk to bars, shops!

Germantown
10.0 out of 10, Exceptional, (70)
"The place was very clean and organized. Furniture, floors, and appliances are all of good quality. I enjoyed my stay and would definitely book again "
United States
Victor H.
$161 nightly
The price is $187
Dec 11 - Dec 12
Total with taxes and fees
Close to Expo Ctr, UofL, Walk to bars, shops!

The Sweet Retreat Wheelchair Accessible Historic Home

2.0 star property
La Grange
10.0 out of 10, Exceptional, (5)
"Clean, remarkably spacious and within walking distance of the historic downtown, that's for starters. My Spouse and I had weekend business in Louisville and Lagrange is just a short hop down the road, but with less traffic, another plus. We highly recommend."
United States
Edward C.
$283 nightly
The price is $321
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Sweet Retreat Wheelchair Accessible Historic Home

Lumos Stays: 65" 4K TV, memory foam, kid-friendly

Bon Air
10.0 out of 10, Exceptional, (5)
"This was a very pleasant and comfortable stay at this home! I thoroughly enjoyed the decor, and everything was clean and well-maintained. Overall, it was a great stay."
United States
Brionna W.
$280 nightly
The price is $325
Dec 17 - Dec 18
Total with taxes and fees
Lumos Stays: 65" 4K TV, memory foam, kid-friendly

Carriage House, 7 minutes from downtown Louisville

louisville
10.0 out of 10, Exceptional, (47)
"Located near lovely parks on the river. There is very little traffic in this area, yet you are close to downtown.We've stayed here twice because it is so clean, comfortable, stylish, and relaxing. "
United States
Debbie B.
$208 nightly
The price is $241
Dec 12 - Dec 13
Total with taxes and fees
Carriage House, 7 minutes from downtown Louisville

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
$220 nightly
The price is $255
Dec 15 - Dec 16
Total with taxes and fees
Close to Everything in Louisville!!!

Cozy Home | Walk to Churchill & Cardinal Stadium!

2.0 star property
Wilder Park
10.0 out of 10, Exceptional, (1)
"The property had 3 nice size bedrooms and 1-1/2 baths with a modern kitchen and nice layout. I appreciated the quiet neighborhood and off road parking."
United States
Lise M.
$237 nightly
The price is $252
Dec 15 - Dec 16
Total with taxes and fees
Cozy Home | Walk to Churchill & Cardinal Stadium!

Fam & Business Stay | Cozy Home in Prime Location!

2.0 star property
Smoketown Jackson
10.0 out of 10, Exceptional, (2)
"Great location for our stay while attending the state fair. Fit all of us perfectly. Beautifully remodeled 20th century home. Host was amazing. "
United States
Le Ann G.
$215 nightly
The price is $229
Dec 11 - Dec 12
Total with taxes and fees
Fam & Business Stay | Cozy Home in Prime Location!

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

New Albany
10.0 out of 10, Exceptional, (34)
"Property is great for those traveling with pets. Yard big enough to play. New Albany great location with restaurants close by. Really nice greenway along the river as well. All in all I would highly recommend this property. "
United States
Robin S.
$173 nightly
The price is $195
Dec 14 - Dec 15
Total with taxes and fees
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Charming 3BR Home | Near Louisville Attractions!

2.0 star property
South Louisville
10.0 out of 10, Exceptional, (1)
"House was clean with all appliances functioning well. Host was responsive. The property was described well. The location was ideal for a visit to Churchill Downs or to attend a Louisville football game. "
United States
Claude M.
$245 nightly
The price is $263
Dec 15 - Dec 16
Total with taxes and fees
Charming 3BR Home | Near Louisville Attractions!

The Jungalow: 65" 4K TV, memory foam, kid-friendly

Bon Air
9.8 out of 10, Exceptional, (19)
"Very nice, would return again. Great communication. "
United States
Jennifer A.
$281 nightly
The price is $326
Dec 17 - Dec 18
Total with taxes and fees
The Jungalow: 65" 4K TV, memory foam, kid-friendly

Uptown Class

New Albany
10.0 out of 10, Exceptional, (11)
"Great property. Good location. "
United States
Damont P.
$367 nightly
The price is $415
Dec 11 - Dec 12
Total with taxes and fees
Uptown Class

Southern Family Charmer - Perfect Space & Location with style and comfort!

Schnitzelburg
10.0 out of 10, Exceptional, (22)
"We had a great stay in Louisville. The property was beautiful, and location was perfect. "
United States
Kelsea Y.
$259 nightly
The price is $301
Dec 15 - Dec 16
Total with taxes and fees
Southern Family Charmer - Perfect Space & Location with style and comfort!

Putt Putt House by Louisville Walking Bridge

2.0 star property
Jeffersonville
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
$260 nightly
The price is $294
Dec 21 - Dec 22
Total with taxes and fees
Putt Putt House by Louisville Walking Bridge
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

Find out more about Charlestown

Charlestown Vacation Homes information

Number of reviews
378
Accommodation
930 Vacation Homes
Lowest Price
$147
Highest Price
$451

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