Charlestown vacation rentals

We found 312 vacation rentals — enter your dates for availability

Nestled amidst the scenic beauty of Charlestown, this charming destination invites you to embrace outdoor adventures, family-friendly attractions, and delightful local neighborhoods. Just a stone’s throw from Louisville, explore lush parks, engaging activities, and the warm community vibe that make every visit memorable. Choose from spacious vacation rentals that offer all the comforts of home, ensuring your group can relax and create lasting memories together in this inviting getaway.

Holiday rentals with weekly discounts - Charlestown

Showing deals for:Dec 25 - Jan 1

Front of the house with ample parking...
To make it even more special for you, we have a 6 people private hottub with lovely views of the Ohio river!
As you open the door, this is the view you will be walking into.
Guests Fav #1: Spacious, comfy and luxurious bedrooms
Exceptional
(28 reviews)

Luxe Waterfront Newspaper Featured w/ Fire Pit Cinema Hot Tub Sauna Pets Views

Jeffersonville

9% off
$925
$6,472 for 7 nights
All fees included
Luxe Waterfront Newspaper Featured w/ Fire Pit Cinema Hot Tub Sauna Pets Views
Terrace/patio
Exterior
Foyer as you walk in front door
Living room area 1 with queen bed and bunk beds
Exceptional
(14 reviews)

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

Jeffersonville

22% off
$484
$3,388 for 7 nights
All fees included
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Living area
Exterior
Interior
Property grounds
Exceptional
(87 reviews)

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Louisville

8% off
$947
$6,632 for 7 nights
All fees included
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Relax around the fireplace on this brand new deck in the backyard!
Relax and unwind in the brand new four-seasons room.
Kitchen includes refrigerator/freezer, range/double oven, microwave, knife set.
We provide an informational sheet for guests on the front-entryway table.
Exceptional
(34 reviews)

Beautiful 3-bedroom home close to Louisville!

Sellersburg

9% off
$297
$2,082 for 7 nights
All fees included
Beautiful 3-bedroom home close to Louisville!
Living area
Pool
Living area
Property grounds
Exceptional
(11 reviews)

Safe, scenic, and convenient. Bordering a State Park!

Louisville

15% off
$481
$3,370 for 7 nights
All fees included
Safe, scenic, and convenient. Bordering a State Park!
Living area
Dining
Outdoor dining
Room
Wonderful
(17 reviews)

River City Retreat

Jeffersonville

8% off
$235
$1,644 for 7 nights
All fees included
River City Retreat
Private kitchen
Property grounds
Living area
Living area
Exceptional
(25 reviews)

Big 4 Cottage

Jeffersonville

8% off
$173
$1,214 for 7 nights
All fees included
Big 4 Cottage
Dining
Exterior
Interior
Interior
Exceptional
(6 reviews)

3-bedroom condo in Norton Commons

Prospect

9% off
$307
$2,146 for 7 nights
All fees included
3-bedroom condo in Norton Commons
Room
Living area
Private kitchen
Living area
Exceptional
(19 reviews)

Waterfront Apartment, 2nd floor unit

Jeffersonville

9% off
$216
$1,515 for 7 nights
All fees included
Waterfront Apartment, 2nd floor unit
Living area
Riverfront view
Dining
Private kitchen
Exceptional
(56 reviews)

Waterfront Apartment - Downstairs Unit

Jeffersonville

9% off
$192
$1,346 for 7 nights
All fees included
Waterfront Apartment - Downstairs Unit
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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:

  • 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)
  • Kentucky Kingdom (18.3 mi / 29.4 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)
  • Cherokee Park (14.9 mi / 23.9 km)
  • Louisville Mega Cavern (17.5 mi / 28.2 km)

Traveling to and around Charlestown

The nearest airport is in Louisville Intl. Airport (SDF), located 18.8 mi (30.3 km) from the city center.

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.
What are the most popular vacation rentals in Charlestown?
The most popular vacation rentals in Charlestown are houses, which make up the majority of available properties. These homes are favored by guests seeking ample space, privacy, and a comfortable base for their trip. You'll also find a selection of cozy cabins, offering a different style of accommodation. Both property types provide a whole-home experience, making them excellent choices for families and groups looking to settle in and enjoy their time in Charlestown.
What amenities do vacation rentals in Charlestown usually offer?
Vacation rentals in Charlestown typically come equipped with a range of amenities designed for a comfortable stay. You can expect full kitchens, allowing you to prepare meals and snacks at your convenience. Many properties also include internet access, ensuring you stay connected, and dedicated parking for your vehicles. Guests often find outdoor areas for relaxation, televisions for entertainment, and laundry facilities for added convenience during their trip. Climate control, such as air conditioning, is also a common feature.
Are there family-friendly vacation rentals in Charlestown?
Yes, you'll find a selection of family-friendly vacation rentals in Charlestown, primarily consisting of houses. These properties are designed to accommodate families, offering features like fully equipped kitchens for meal preparation and laundry facilities to keep everyone comfortable. Many family-friendly vacation rentals in Charlestown also include amenities such as microwaves and firepits, perfect for evening gatherings. Some even provide outdoor play areas, and all are conveniently located near attractions like Charlestown Family Activities Park, which is a short walk away.
What are the best areas for group vacation rentals in Charlestown?
For groups planning a trip, vacation rentals in Charlestown offer several options, mainly houses, that provide the space and amenities needed for a comfortable stay. These properties often feature multiple bathrooms and large dining areas, making them suitable for shared meals and socializing. You'll also find vacation rentals in Charlestown with ample parking, which is a key convenience for groups traveling with multiple vehicles. The availability of full kitchens and laundry facilities further enhances the group experience, allowing for a more relaxed and self-sufficient trip.
What are the best luxury vacation rentals in Charlestown?
Charlestown offers a selection of luxury vacation rentals, predominantly houses, designed for an elevated travel experience. These upscale properties often feature amenities such as private pools, providing an exclusive space for relaxation and enjoyment. Many luxury vacation rentals in Charlestown also boast scenic views, allowing guests to take in the surrounding beauty. Some properties include spa facilities or fitness amenities, adding to the indulgent atmosphere for a truly comfortable and memorable stay.
Are there any budget-friendly vacation rentals in Charlestown?
Yes, you can find budget-friendly vacation rentals in Charlestown, including houses and cabins that offer great value. These properties provide essential amenities like full kitchens, which can help save on dining costs, and laundry facilities for longer stays. Many budget-friendly vacation rentals in Charlestown also include convenient parking, adding to the overall value. Choosing a whole home allows groups to split costs, making a comfortable stay more affordable.
Are there any vacation rentals in Charlestown with a pool?
Yes, a selection of vacation rentals in Charlestown offers pools, providing a refreshing amenity for your stay. You'll find houses that feature private pools, allowing for exclusive use and enhanced privacy. These properties are ideal for guests looking to relax and enjoy the water at their leisure. Having a private pool at your vacation rental in Charlestown adds an extra layer of comfort and enjoyment to your trip.
Are there any family-friendly vacation rentals in Charlestown with a pool?
Yes, you can find family-friendly vacation rentals in Charlestown that also include a pool, offering the best of both worlds for your family getaway. These properties, typically houses, combine amenities like full kitchens and laundry facilities with the fun of a private pool. Families can enjoy splashing around in a private pool, while also having the convenience of preparing meals and managing laundry. Many of these vacation rentals in Charlestown also feature firepits, perfect for family evenings after a day of swimming.
Are there any short-term vacation rentals in Charlestown for a weekend getaway?
Yes, vacation rentals in Charlestown are well-suited for short-term stays and weekend getaways. You'll find houses and cabins that offer the perfect amount of space and comfort for a two- or three-night trip. These properties provide a private base from which to explore local attractions, such as Charlestown Family Activities Park, which is a short walk away, or Charlestown State Park, about 5 miles away. A vacation rental in Charlestown allows you to settle in quickly and make the most of your brief escape.
Are there any remote work vacation rentals in Charlestown?
Yes, there are vacation rentals in Charlestown that cater to remote workers, offering comfortable and functional spaces for extended stays. These properties, often houses or cabins, typically include essential amenities like reliable internet access, ensuring you can stay connected and productive. Full kitchens are also common, allowing for convenient meal preparation, and laundry facilities are available for longer trips. Choosing a vacation rental in Charlestown provides a private and spacious environment conducive to remote work.
How much does a Charlestown vacation rental cost?
The average nightly cost for a vacation rental in Charlestown is around $503, with options starting from approximately $179 per night. Pricing can vary based on the property type, with houses and cabins offering different price points. The time of year also plays a significant role; May, being the peak month, tends to see higher prices and increased demand. Conversely, you might find more budget-friendly rates during the quietest season, which runs from January through March.
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.
When is the best time to stay in a vacation rental in Charlestown?
The best time to stay in a vacation rental in Charlestown depends on your preferences. May is considered the peak month, offering pleasant weather for outdoor activities and a lively atmosphere. If you prefer fewer crowds and potentially lower prices, consider visiting during the period from January through March. This time of year provides a quieter experience, allowing you to enjoy the local charm at a more relaxed pace.
What are some top things to do while staying in a Charlestown vacation rental?
While staying in a Charlestown vacation rental, you'll find plenty of activities to fill your days. Enjoy family fun at Charlestown Family Activities Park, which is a short walk from many properties. For outdoor enthusiasts, Charlestown State Park offers hiking and scenic views, located about 5 miles from Charlestown. You can also explore history at Locust Grove Historic Home, approximately 2 miles away, or visit Cherokee Park, about 3 miles from Charlestown, for more green space. For a unique adventure, the Louisville Mega Cavern is about 4 miles away, and the Louisville Zoo is approximately 5 miles from Charlestown, offering entertainment for all ages.
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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