Charlestown vacation rentals

We found 306 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Charlestown that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the best amenities for spending time at your home away from home, including air conditioning and WiFi. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Charlestown

Showing deals for:Jul 31 - Aug 7

Image gallery for Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Beautiful views on the water from the deck
10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Jeffersonville

21% off
Price is $498
$3,486 for 7 nights
All fees included
Beautiful views and sunrises overlooking the water. Spacious home with elevator.

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Find out more about Charlestown

Why visit Charlestown

  • Outdoor Adventures: Enjoy a variety of recreational activities in Charlestown's scenic parks and natural surroundings.
  • Family-Friendly Attractions: Discover engaging attractions suitable for families, perfect for creating lasting memories.
  • Charming Neighborhoods: Explore the welcoming vibe of local neighborhoods with leisure activities and unique experiences.
  • Proximity to Louisville: Benefit from Charlestown's close distance to Louisville, enhancing your urban adventure options.
  • Comfortable Accommodations: Choose from a range of vacation rentals, ensuring a comfortable and enjoyable stay.

Popular types of accommodation in Charlestown

If you're looking for the perfect getaway in Charlestown, you're in the right place. Our most popular vacation rental options include houses, apartments, and condos. Whether you're searching for homes for rent or temporary stays, we provide detailed floor plans and transparent information to ensure you find the ideal Charlestown vacation rental for your needs. Enjoy your stay with confidence and comfort.

  • Houses: These spacious and comfortable homes are the top choice for visitors, perfect for families or groups looking for a cozy retreat in Charlestown.
  • Apartments: A popular selection for couples and solo travelers, offering convenient amenities and a home-like atmosphere during your stay.
  • Condos: Ideal for those seeking modern living with access to shared facilities, condos provide a stylish and comfortable option.
  • Cabins: For a rustic experience, cabins offer a charming escape amidst nature, perfect for adventurers and relaxation seekers alike.
  • Cottages: These quaint and cozy homes are perfect for a peaceful getaway, often featuring charming decor and picturesque settings.**

Top attractions near Charlestown

Charlestown, Indiana, is perfect for outdoor and family vacations, offering a blend of scenic beauty and urban experiences. Visitors can explore local attractions such as urban parks, medical centers, and the nearby national state park. Whether you're seeking adventure or a relaxing family outing, Charlestown has something for everyone to enjoy in this charming city.

  • Louisville Waterfront Park: An urban oasis located 13 miles from Charlestown, this park offers stunning views of the Ohio River, lush green spaces, and walking trails perfect for family outings. It's a great spot for picnics and recreational activities.
  • Charlestown State Park: Just 3 miles away, this national park boasts beautiful scenery and thrilling outdoor adventures, including hiking trails and wildlife sightings, making it a perfect destination for nature lovers and adventurers alike.
  • Norton Brownsboro Hospital: Located 11 miles from Charlestown, this medical center is known for its family-friendly atmosphere and strong community ties, ensuring a supportive environment for visitors and patients.

Things to do recommended for couples

For a romantic getaway in Charlestown, consider a day at Valhalla Golf Club, just 18 miles away. Enjoy the luxury vibes while playing a round of golf together, followed by a cozy dinner at a nearby restaurant to cap off your perfect day.

Things to do recommended for families

Families visiting Charlestown can explore the scenic Charlestown State Park for hiking and picnicking, visit the local playgrounds for fun outdoor activities, and enjoy a family-friendly day at the nearby Indiana Caverns, where kids can learn about cave formations and take guided tours.

Things to do recommended for groups

Explore the scenic Charlestown State Park with hiking trails for all skill levels, or enjoy a fun-filled day at the nearby Indiana Caverns for a unique underground tour. Don't miss a visit to the historic Charlestown town square for local shops and eateries.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Charlestown

When planning your trip—whether you're traveling with a group, with family, bringing pets, or seeking extended stays—it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Charlestown with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Charlestown with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Charlestown: For many families, a vacation wouldn't feel complete without their furry companion by their side. If you can relate to this, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Charlestown: If you're searching for vacation rentals offering discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Charlestown

Charlestown, Indiana, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the scenic surroundings and vibrant downtown atmosphere, just a short drive from Louisville. Enjoy the welcoming vibe of local neighborhoods, where you can indulge in recreation and leisure activities. Whether you're seeking a relaxing getaway or a lively adventure, Charlestown is the perfect base to discover its charming community and nearby attractions.

  • Sellersburg: Located a mere 6 miles from Charlestown, Sellersburg is a vibrant city that offers a delightful mix of outdoor and family-oriented activities. Visitors can enjoy recreational areas perfect for picnics and play, as well as access to well-maintained golf courses. The city is home to a modern convention center, making it an excellent choice for business travelers as well. Urban parks dot the landscape, providing scenic spots for relaxation and leisure. Whether you're here for a weekend getaway or a family trip, Sellersburg has something for everyone.
  • Goshen: Also situated 6 miles from Charlestown, Goshen is a charming city known for its outdoor activities and family-friendly atmosphere. This lively destination features beautiful golf courses and private country clubs, catering to both novice and seasoned golfers. The local landmarks, including serene lakes and urban parks, offer ample opportunities for outdoor fun and relaxation. Goshen's vibrant community and engaging events make it a wonderful place to experience the heart of Indiana life while enjoying a blend of city charm and natural beauty.
  • River Bluff: Just 7 miles away from Charlestown, River Bluff is a picturesque neighborhood that beckons travelers seeking a romantic getaway or a city-themed experience. Known for its beautiful golf courses, River Bluff provides an idyllic setting for both relaxation and recreation. Nearby attractions include scenic lakes and intriguing museums that offer a glimpse into the local culture and history. This neighborhood is perfect for couples looking to unwind amidst nature while still having access to the amenities of city life.

Best time to go to Charlestown

If you're planning a trip to Charlestown, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.7°F (0.4°C)Light RainMostly CloudyModerately LowModerately Low
February36.1°F (2.3°C)Light RainMostly CloudyAverageModerately Low
March45.9°F (7.7°C)Light RainMostly CloudyModerately HighAverage
April55.4°F (13.0°C)Light RainMostly SunnyModerately HighModerately High
May65.5°F (18.6°C)Light RainMostly SunnyAverageModerately High
June73.8°F (23.2°C)Light RainMostly SunnyAverageAverage
July77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
August75.4°F (24.1°C)Light RainMostly SunnyAverageAverage
September69.6°F (20.9°C)Light RainMostly SunnyModerately HighModerately High
October57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
November45.7°F (7.6°C)Light RainMostly SunnyModerately LowAverage
December38.7°F (3.7°C)Light RainMostly CloudyModerately LowModerately Low

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can help, as prices often vary. Additionally, booking a longer stay typically leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's unique Trip Board offers you a convenient way to plan new journeys, pick up right where you left off, or organize your travel arrangements. You can easily access the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The friendly city of Charlestown awaits you

The riverfront, island views and wildlife display a scene truly unique to Charlestown. Travelers appreciate the hiking in this welcoming city. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Charlestown

Are you hoping to find attractions to see while you're in town? Venture out of your cozy vacation rental and experience everything that Charlestown has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Covered Bridge Golf Club (7 mi / 11.2 km)
  • Champions Pointe Golf Club (7.9 mi / 12.7 km)
  • Huber’s Orchard, Winery & Vineyards (14.1 mi / 22.7 km)
  • Louisville Zoo (17.2 mi / 27.7 km)
  • Churchill Downs (17.9 mi / 28.9 km)
  • Valhalla Golf Club (18.1 mi / 29.1 km)

Exploring the natural features in Charlestown

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Charlestown. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Deam Lake State Recreation Area (10.5 mi / 16.9 km)
  • Louisville Waterfront Park (13 mi / 21 km)
  • E.P. Tom Sawyer State Park (13.3 mi / 21.5 km)
  • Big Four Bridge (13.5 mi / 21.6 km)
  • Yew Dell Botanical Gardens (13.8 mi / 22.3 km)
  • Riverfront Plaza Belvedere (14.3 mi / 23 km)

Traveling to and around Charlestown

The nearest airport is in Louisville, KY (LOU-Bowman Field), located 15.9 mi (25.6 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Louisville Intl. Airport (SDF), which is 18.8 mi (30.3 km) away.

Frequently asked questions

What is the best area to stay in Charlestown, Indiana, United States of America when booking a vacation rental?
When considering a vacation rental in Charlestown, Indiana, the downtown area is an excellent choice. This vibrant neighborhood boasts a charming atmosphere, with easy access to local attractions and amenities. One of the highlights of staying in downtown Charlestown is the proximity to the scenic Charlestown State Park, which offers beautiful hiking trails and picnic areas, superb for nature enthusiasts. Additionally, the historic downtown area features delightful shops and eateries, allowing visitors to soak in the local culture.

Another appealing neighborhood is the area near the Ohio River. This picturesque location provides stunning water views and easy access to recreational activities like fishing and boating. Nearby, the Charlestown Marina serves as a great launching point for water activities and offers a lovely setting for a leisurely stroll along the riverfront.
How much does it cost to rent a vacation home in Charlestown?
Prices for vacation rentals in Charlestown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Charlestown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Charlestown vacation house rentals?
You can find great discounts on house rentals in Charlestown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Charlestown?
In Charlestown, vacation houses and cabins are the most popular types of rentals, with several options available throughout the area. These properties typically offer spacious rooms, often featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas great for families or groups. Many of these rentals are situated near local attractions such as the Charlestown State Park, which provides ample opportunities for outdoor activities like hiking and picnicking.
Can I find long-stay vacation rentals in Charlestown?
A long-stay vacation rental in Charlestown is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Charlestown?
In Charlestown, Indiana, there are several vacation rentals available that cater to remote work needs. Travelers can expect properties equipped with essential amenities such as high-speed internet and Wi-Fi, ensuring a reliable connection for work purposes. Many rentals also feature dedicated workspaces, including desks and comfortable chairs, allowing for a productive work environment right within the accommodation.

Charlestown offers a charming small-town atmosphere, with local parks and recreational areas nearby, providing opportunities for relaxation after a workday. Additionally, the town's proximity to attractions like the Charlestown State Park enhances the appeal for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Charlestown vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Charlestown with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Charlestown?
In Charlestown, popular vacation rental amenities include well-equipped kitchens, allowing guests to prepare meals during their stay. Many rentals also offer onsite parking, which is convenient for travelers with vehicles. Additionally, amenities such as coffee and tea makers are common, ensuring that guests can enjoy their morning beverages with ease. Rentals often provide paper towels for convenience and cleanliness, and many feature balconies where guests can relax and enjoy the fresh air.
When is the best time to visit Charlestown for a vacation rental?
April is the most popular time to visit Charlestown, Indiana, as it marks the peak season for travelers seeking a delightful getaway. From March through May, the area comes alive with blooming flowers and pleasant temperatures, making it an ideal time for outdoor activities. Visitors can enjoy scenic walks in the nearby Charlestown State Park, which features beautiful trails and opportunities for wildlife viewing, all while basking in the comfortable spring climate.

During April, temperatures typically range from the mid-40s to the low 70s Fahrenheit, providing a lovely backdrop for sightseeing and exploration. The vibrant setting is enhanced by local festivals and events that offer a chance to connect with the community and experience the charm of the area.

For those looking for a more budget-conscious option, consider planning your visit in December. While this month is generally quieter, it offers a unique opportunity to enjoy the holiday decorations and cozy winter charm of Charlestown. You can also find some great deals on vacation rentals, allowing you to experience the local culture without breaking the bank.

Ultimately, your choice of when to visit Charlestown will depend on whether you prefer the lively option of spring or the peacefulness of winter.
How early should I book a Charlestown vacation rental?
Book your Charlestown vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Charlestown, Indiana, United States of America?
In Charlestown, Indiana, visitors can enjoy various attractions that highlight the area's natural beauty and local history. Charlestown State Park offers expansive trails for hiking, biking, and horseback riding, along with picturesque views of the Ohio River. The park is a great spot for outdoor enthusiasts looking to explore nature.

The historic downtown area features charming shops and restaurants, where visitors can experience the local culture and cuisine. Additionally, the nearby Indiana State Museum showcases the region's history and heritage, providing insights into the area's past.

For families, the Charlestown Family Activities Park offers playgrounds and sports facilities, making it an excellent destination for a day of fun.
Can I change or cancel my Charlestown home rental booking on Vrbo?
To find Charlestown vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Charlestown vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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