Photo by Mark Wilcoxson

Charlestown Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Charlestown

Stellar Suites
Front of property
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (69)
"I have enjoyed my stays at Stellar Suites. "
The price is HK$849
per night
4 Jul - 5 Jul
Stellar Suites
A Cozy Cottage Near the Heart of All Louisville Attractions!
Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (308)
"Loved staying here. It was very clean and quiet. The host was very friendly and generous. The bed is soft so if you have back issues you may want to bring something to help with that. The host was very helpful in telling us what all there was do do there. We enjoyed our stay very much and will be returning soon. "
The price is HK$1,250
per night
9 Jun - 10 Jun
A Cozy Cottage Near the Heart of All Louisville Attractions!
The Bellwether Hotel
Private kitchen
The Bellwether Hotel
2.5 star property
8.0 out of 10, Very good, (4)
"Absolutely stunning! We stayed in the Golden Hour Suite, so much thought has gone into the design, we loved it. "
The price is HK$1,053
per night
1 Jul - 2 Jul
The Bellwether Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
One room rent
Living area
One room rent
The price is HK$383
per night
2 Jul - 3 Jul
One room rent
Hancock House
Living area
Hancock House
3.0 star property
7.8 out of 10, Good, (165)
"beautiful and clean! 13 minute walk from waterfront park, and a 5 minute walk to several restaurants and bars. "
The price is HK$929
per night
16 Jun - 17 Jun
Hancock House
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Fridge, microwave, oven, stovetop
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, (54)
"My group of 8 had an excellent time time at the house. There were ample beds for all to have their own private room and many additional beds to spare. The space is a wonderful historical mansion, with clearly several additions over the years. The outdoor spaces are sensational! Great destination for a big group!"
The price is HK$4,678
per night
9 Jun - 10 Jun
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Property grounds
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
10.0 out of 10, Exceptional, (155)
"My wife and I stayed here for four nights. The house was very comfortable and the view was amazing. If we ever return to Louisville, we plan on staying here again."
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Close to Everything in Louisville!!!
Exterior
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (25)
"Great"
The price is HK$742
per night
24 Jun - 25 Jun
Close to Everything in Louisville!!!
Captain's Cabin Bed & Breakfast: Historic & Romantic
Exterior
Captain's Cabin Bed & Breakfast: Historic & Romantic
9.8 out of 10, Exceptional, (114)
"Very secluded & private. Host is amazing- went above & beyond to ensure a peaceful stay. The only negative- the bed was extremely hard & uncomfortable"
The price is HK$1,945
per night
2 Jul - 3 Jul
Captain's Cabin Bed & Breakfast: Historic & Romantic
★ Victorian Louisville ★ Large 1200 sqft APT #1
Fridge, microwave, oven, stovetop
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, (118)
"We loved staying in this victorian home! It was clean, well furnished and easy access to all of the fun!"
The price is HK$859
per night
9 Jun - 10 Jun
★ Victorian Louisville ★ Large 1200 sqft APT #1
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
Property grounds
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, (22)
"Our only regret was not spending more time here. We arrived late, after dark, and left early, before sunrise. The property is awesome and the star gazing was great."
The price is HK$1,039
per night
11 Jun - 12 Jun
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
6BD - Riverfront Home w/ Gorgeous Views
Outdoor dining
6BD - Riverfront Home w/ Gorgeous Views
9.0 out of 10, Wonderful, (17)
"Our family goes to the National Farm Machinery Show and Tractor Pulls every year. We have stayed 2 years in this house on the river, it has a beautiful view, the house is very nice and host very easy to work with."
The price is HK$1,960
per night
10 Jun - 11 Jun
6BD - Riverfront Home w/ Gorgeous Views
SchillHaus Level 1
Property grounds
SchillHaus Level 1
9.2 out of 10, Wonderful, (11)
"Wesley was a very responsive and accommodating host. The location in Germantown was amazing. Easy access to everything-less than 20 minutes to the zoo, the science center, and downtown. There are several shops and restaurants in the area as well as a good grocery store. The unit was nice—cute furniture, plenty of space to sleep, fully stocked kitchen, comfy linens and nice towels. If we return to Louisville, we will stay here again!"
SchillHaus Level 1
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Fridge, microwave, oven, stovetop
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
9.8 out of 10, Exceptional, (23)
"The place was very nice and clean. Would definitely stay again"
The price is HK$390
per night
9 Jun - 10 Jun
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Family/Pet-Friendly Riverside Home w/Amazing Views
Property grounds
Family/Pet-Friendly Riverside Home w/Amazing Views
9.8 out of 10, Exceptional, (11)
"Great view"
Family/Pet-Friendly Riverside Home w/Amazing Views
Walk Everywhere !Downtown With A View
Fridge, microwave, oven, stovetop
Walk Everywhere !Downtown With A View
8.4 out of 10, Very good, (23)
"The property is charming. The shower is a challenge, but fine once you get the hang of it. There are no night tables in the bedrooms so make sure you have long power cords for phone chargers, cpap machines, etc. The neighborhood is great. Highly recommend Geraldine’s for breakfast, just 2 blocks away"
The price is HK$703
per night
24 Jun - 25 Jun
Walk Everywhere !Downtown With A View
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
Exterior
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
9.8 out of 10, Exceptional, (36)
"We've joined together for Thanksgiving for several years and this was by far the nicest place. My only complaint would be the ice maker didn't work. We hope to visit again!"
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
Smart TV, books
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
9.8 out of 10, Exceptional, (28)
"This was exactly as pictured- so cozy and so close to town. It was a great place to stay with a few friends!"
The price is HK$312
per night
9 Jun - 10 Jun
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
3 BR Downtown Sanctuary! Huge back yard
TV, offices
3 BR Downtown Sanctuary! Huge back yard
8.4 out of 10, Very good, (11)
"The house was everything that was expected. It was just a few minutes into downtown Louisville"
The price is HK$836
per night
10 Jun - 11 Jun
3 BR Downtown Sanctuary! Huge back yard
River City Retreat close to the Zoo/Expo/Airport/Churchill
Fridge, microwave, oven, stovetop
River City Retreat close to the Zoo/Expo/Airport/Churchill
9.8 out of 10, Exceptional, (36)
"Great place to stay! Nice and clean. Has everything you need to stay there."
River City Retreat close to the Zoo/Expo/Airport/Churchill
Don't see what you're looking for?
See all available properties in Charlestown
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.

Other types of properties in Charlestown you may be interested in

Galt House Hotel Trademark Collection by Wyndham
Front of property – evening/night
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.6 out of 10, Excellent, (3220)
"Hotel is in a great location for walking to everything. It was very clean and smelt nice. The only two complaints I have is the bedding was very cheap and rough. The bath towels were softer than the sheets! Bed was comfortable though and that the thermostat won’t go below 70!!! Thankfully we had a small fan in the car.There is a $30 charge for parking which I couldn’t find on the website before booking but it is what it is. Overall great stay and would stay again for location purposes."
The price is HK$837
per night
14 Jun - 15 Jun
Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel
Sauna, body treatments, aromatherapy, hot stone massages
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1111)
"TV didn't work. "
The price is HK$1,388
per night
1 Jul - 2 Jul
Omni Louisville Hotel
Microtel Inn by Wyndham Louisville East
Desk, iron/ironing board, free cots/infant beds, rollaway beds
Microtel Inn by Wyndham Louisville East
2.0 star property
7.0 out of 10, Good, (1033)
"Good Value. "
The price is HK$445
per night
12 Jun - 13 Jun
Microtel Inn by Wyndham Louisville East
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.

Search for holiday rentals in Charlestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlestown using one of the methods below:

  • View our selection of featured holiday rentals in Charlestown
  • Use the map to find apartments and other holiday homes in the Charlestown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charlestown while they last

Look no further and take a look at our great range of rental properties in Charlestown!

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?

Close to Everything in Louisville!!!: This holiday home rental outside of Charlestown is located on a river, and offers a BBQ, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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?

Family-friendly attractions include Charlestown Family Activities Park, whereas Charlestown State Park is a spot to enjoy the outdoors. In the wider area, you’ll find Deam Lake State Recreation Area and Paddock Shops.

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.

Recent reviews of Charlestown properties
Expedia verified reviews

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

5/5 Excellent
Derby City Delight
"Amazing accommodations. Everything well above our expectations. Cleanliness, service, location and security were excellent. Highly recommend the hotel and will certainly plan to stay there when we next visit the Louisville area."
A verified traveller stayed at Derby City Gaming & Hotel - A Churchill Downs Property
Posted 13 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property