Photo by Mark Wilcoxson

Charlestown Holiday Rentals

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Holiday Rentals in Charlestown

Hancock House

3.0 star property
8.0 out of 10, Very good, (204)
"Location, it clean and very nice "
The price is AU$276
includes taxes & fees
18 Feb - 19 Feb
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (91)
"Outstanding!"
The price is AU$307
includes taxes & fees
3 Mar - 4 Mar
Stellar Suites

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 AU$199
includes taxes & fees
24 Feb - 25 Feb
The Bellwether Hotel

Kasa Downtown Louisville

3.5 star property
7.4 out of 10, Good, (31)
"Everything about our stay was awesome "
Kasa Downtown Louisville

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (63)
"Very neat place. Very satisfying for all of us."
The price is AU$1,895
includes taxes & fees
18 Feb - 19 Feb
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

Spacious BRIGHT Apt atop premier Restaurant! YUM!

8.4 out of 10, Very good, (40)
"This is our 2nd time - perfect for what we need. Within walking distance to pubs - and Fork & Barrel is a must! This little appartement is a true gem. Same price per night as good hotels but with added privacy. Just perfect and hassledeee. "
Spacious BRIGHT Apt atop premier Restaurant! YUM!

stayAPT Suites Louisville North-Clarksville

4.0 star property
9.6 out of 10, Exceptional, (35)
"Property was very nice and accommodating for what we needed. Close to shopping and several restaurants. Rooms were large and equipped for cooking. Liked having the living quarters and bedroom separated. I would recommend this property and will stay again when in the area! "
The price is AU$212
includes taxes & fees
18 Feb - 19 Feb
stayAPT Suites Louisville North-Clarksville

A Cozy Cottage Near the Heart of All Louisville Attractions!

10.0 out of 10, Exceptional, (341)
"Clean, sweet, comfortable with 🐔 chickens, deer 🦌in the back. Fresh eggs, along with other breakfast items were delicious. I’ll do it again if available. ☺️"
The price is AU$332
includes taxes & fees
18 Feb - 19 Feb
A Cozy Cottage Near the Heart of All Louisville Attractions!

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (40)
"We were hit with a snowstorm the day we were to arrive. Our crew all lives within a few hours but roads got pretty bad pretty quickly and we all arrived much later than expected, and even with 4 wheel drive none of us were able to get our cars up the driveway. The owners were kind enough to shuttle us (all 13 of us!) and our belongings up to the house in their big beast of a truck as we all arrived throughout the evening. Very much appreciated! It was a wonderful stay and we all had a great...
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

9.0 out of 10, Wonderful, (20)
"Wonderful set up for our ladies weekend. Tyler was easy to work with and very responsive. Jeffersonville is a hidden gem!"
The price is AU$559
includes taxes & fees
19 Feb - 20 Feb
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries

10.0 out of 10, Exceptional, (47)
"Owners were on top of everything! Check out is easy and the apartment was clean and well suited! "
The price is AU$286
includes taxes & fees
20 Feb - 21 Feb
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (19)
"This was our second stay at the River house. We had a great stay!! I Love the view from the deck!! "
Family/Pet-Friendly Riverside Home w/Amazing Views

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

7.4 out of 10, Good, (3)
"We had an amazing time at this property. We were in town for a basketball tournament and had all our family ranging from 65 to 7 years old. Everyone had a great time. Just a short drive to Louisville. Made all our meals at the house and enjoyed the pool and hot tub. The pool house was amazing. Lots of extra room to play games and sleep."
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

9.6 out of 10, Exceptional, (63)
"We were looking for somewhere to getaway with our pup and this place was amazing! The location in Jeffersonville and within 15 min to downtown Louisville was such a bonus! Was nice to have a few playgrounds within 5 min of the house for the kids and plenty of places to walk around and explore. Tyler was so responsive and extremely helpful. Would love to go back!"
The price is AU$413
includes taxes & fees
18 Feb - 19 Feb
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

The Curated Chateau—Minutes from Louisville

10.0 out of 10, Exceptional, (25)
"Headed to Louisville KY for a meeting at the fairgrounds expo center and we made this our home away from home for a few days. It did not disappoint. Beds were super comfy and the area felt safe. Reserved parking spot right out front. Had the weather been warmer we would have had a fire in the fire pit out back! "
The Curated Chateau—Minutes from Louisville

Gallant Fox - NuLu/Downtown

10.0 out of 10, Exceptional, (2)
"Great stay. Convenient location. Host was very accommodating and responsive. Very clean with beautiful decor. "
The price is AU$520
includes taxes & fees
18 Feb - 19 Feb
Gallant Fox - NuLu/Downtown

★ Victorian Louisville ★ Large 1200 sqft APT #1

9.8 out of 10, Exceptional, (140)
"Such a great time! Celebrated my birthday with my friends and this place was very cozy and clean. Host was super accommodating and friendly. Highly recommend :) "
The price is AU$305
includes taxes & fees
18 Feb - 19 Feb
★ Victorian Louisville ★ Large 1200 sqft APT #1

Walk to Dinner, Pubs, Fun- Huge Historic District Home with Poker Room, Fire Pit

10.0 out of 10, Exceptional, (131)
"Great house"
Walk to Dinner, Pubs, Fun- Huge Historic District Home with Poker Room, Fire Pit

Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!

9.6 out of 10, Exceptional, (37)
"Good location as we were doing things in and out of the metro area. We all thought the unit could have used more "outfitting" of basics people need and cleaning also needs to be beefed up. This however really didn't affect our stay so we enjoyed the place and I do recommend it as a VRBO host myself from Milwaukee "
The price is AU$327
includes taxes & fees
3 Mar - 4 Mar
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!

Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

10.0 out of 10, Exceptional, (1)
"We had a great time spending Thanksgiving at the Rock & Roll Riverhouse! The property was clean, spacious and entertaining for our kids. We had 7 adults and 2 kids and had enough room for us all. It was a great location and was an easy drive into Louisville. "
Rock & Roll RiverHouse: Pool Table, Mins to Louisville!
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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Other types of properties in Charlestown you may be interested in

Omni Louisville Hotel

4.0 star property
9.2 out of 10, Wonderful, (1298)
"Best room I’ve stayed in"
The price is AU$360
includes taxes & fees
23 Feb - 24 Feb
Omni Louisville Hotel

Galt House Hotel Trademark Collection by Wyndham

4.0 star property
8.8 out of 10, Excellent, (3454)
"Our stay was great! Everything was in good condition and very clean! Staff were friendly and very helpful. Ice machine on our floor was not working, other than that we had no issues. Was not a fan of the bedding. The sheets sounded like plastic. Mattress was comfortable but the bedding felt cheap. This was our second stay here and will not be our last. "
The price is AU$269
includes taxes & fees
16 Mar - 17 Mar
Galt House Hotel Trademark Collection by Wyndham

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 star property
8.6 out of 10, Excellent, (316)
"It was a very clean hotel. Our room was clean and comfortable. No problems. "
The price is AU$191
includes taxes & fees
23 Feb - 24 Feb
Crowne Plaza Louisville Airport Expo Ctr by IHG
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

Are there holiday rentals in Charlestown?

Yes, there are holiday rentals in Charlestown close to Charlestown Family Activities Park, or you can select a more secluded option if you're looking for a relaxing stay. Charlestown is known for its riverfront.

What are some of the best holiday rentals that Charlestown has to offer?

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City: This holiday home rental outside of Charlestown is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Charlestown?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Charlestown stay.

What can I see and do in Charlestown?

Charlestown State Park and Woodford Farms Family Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Charlestown Family Activities Park. In the wider area, you’ll find Rose Island and Deam Lake State Recreation Area.

What are holiday rentals like in Charlestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlestown. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family gatherings.