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Best Vacation rentals and Airbnb offers in Charlestown, IN
9.0 24 reviews
Charlestown, IN
08/20 – 08/23
$284/nighttotal: $852 (3 )
Family/pet-friendly Riverside Home W/amazing Views
2 3
apartment , River Bluff
This two-bedroom apartment is located in Prospect, Kentucky, a quiet riverside neighborhood just north of Louisville, and is a short drive from Harrods Creek Park, the Kentucky Convention Center, and Churchill Downs. This highly rated rental has received excellent reviews from previous guests. This single-level home features a fully equipped kitchen, a private deck with river views, and a spacious living area. Enjoy amenities like a fire pit, BBQ grill, and a boat slip for those who want to explore the Ohio River.
9.6 4 reviews
Charlestown, IN
08/20 – 08/23
$236/nighttotal: $708 (3 )
Charming 3-bedroom 5 Min To Louisville Close To Churchill Downs And Expo Center
3 3
apartment , Jeffersonville
This Jeffersonville apartment rental is conveniently located five minutes from downtown Louisville and ten minutes from Churchill Downs, the Kentucky Exposition Center, and the University of Louisville. The three-bedroom, two-bathroom unit sleeps six guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus in-unit laundry, air conditioning, and free Wi-Fi.
Charlestown, IN
08/20 – 08/23
$266/nighttotal: $798 (3 )
Ping-pong Fire Pit Corn Hole Game Nights Hulu And Disney+
2 3
apartment , Jeffersonville
This newly constructed 2024 apartment in Jeffersonville offers a prime location, just minutes from the Big Four Bridge and Falls of the Ohio State Park. This 1350 square foot residence features two bedrooms and two bathrooms, accommodating up to six guests with amenities like a ping pong table, fire pit, and a fully stocked kitchen.
10 17 reviews
Charlestown, IN
08/20 – 08/23
$213/nighttotal: $639 (3 )
Dog-friendly Home W/ Yard, 6 Mi To Louisville!
3 3
apartment , New Albany
This New Albany vacation rental is conveniently located near River Run Family Water Park and Indiana University Southeast, both three miles away, offering easy access to Louisville attractions like Churchill Downs (11-12 miles). This pet-friendly, 1400-square-foot single-story home features three bedrooms, one bathroom, a furnished covered deck with grill and fire pit, garage and carport parking for three vehicles, and accommodates up to five guests.
10 17 reviews
Charlestown, IN
08/20 – 08/23
$282/nighttotal: $846 (3 )
Patio Home
Charlestown State Park &
River Ridge
1 3
apartment , Charlestown
This 2000-square-foot handicap-accessible patio home in Charlestown, Indiana offers a family-friendly stay minutes from Charlestown State Park, Greenway Park, and the Charlestown Family Activity Park, and 20 minutes from Louisville International Airport. The three-bedroom, two-bathroom residence sleeps seven, features a fully equipped kitchen with a coffee bar, high-speed internet, cable TV in every room, a functional office space with a printer, a patio with an umbrella, and two-car parking.
9.6 12 reviews
Charlestown, IN
08/20 – 08/23
$184/nighttotal: $552 (3 )
Charming Modern Retreat Near Downtown Jeffersonville & Bob Hedge Park
3 3
apartment , Jeffersonville
This Jeffersonville apartment rental is steps from Bob Hedge Park and downtown Jeffersonville, offering easy access to the Big Four Walking Bridge and attractions like Big Four Station Park and the NoCo Arts District. The three-bedroom, two-bathroom unit sleeps six, features a finished upstairs couple's retreat with a private bath, and includes family-friendly amenities such as a bassinet, pack 'n play, and booster seat, plus three private parking spaces and high-speed Wi-Fi.
10 5 reviews
Charlestown, IN
08/20 – 08/23
$163/nighttotal: $489 (3 )
Renovated 2br/1ba Oasis In Jeffersonville - 10 Mins To Louisville - With Yard
2 3
apartment , Jeffersonville
This newly renovated 2-bedroom, 1-bathroom apartment in Jeffersonville is located a short drive from Louisville, within walking distance of the Ohio River and two blocks from the Big 4 Station Bridge, offering convenient access to the Big 4 Station Bridge and Bourbon Street attractions. This 700 sq ft residence accommodates up to 4 guests with a fully equipped kitchen, air conditioning, a private fenced backyard with a fire pit, and nearby outdoor activities like motor boating and fishing.
Charlestown, IN
08/20 – 08/23
$251/nighttotal: $753 (3 )
Derby City Retreat
1 3
house , Jeffersonville
This Jeffersonville house offers convenient access to Louisville attractions, situated within 4.7 miles of the KFC Yum! Center and Muhammad Ali Center. This family-friendly villa boasts 1210 square feet, accommodates up to 13 guests with 2 bedrooms, and includes a private terrace, free parking, and a fully equipped kitchen.
9.8 18 reviews
Charlestown, IN
08/20 – 08/23
$130/nighttotal: $390 (3 )
Sunny Side Of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row
1 3
apartment , Clarksville
This Clarksville studio, near Churchill Downs and 1.6 miles from downtown Louisville's Main Street/Bourbon District and Louisville International Airport, offers easy access to the KFC Yum! Center and Louisville Slugger Museum. The newly remodeled unit features a cozy layout with a barn door separating the kitchen and bedroom, granite countertops, a gas stove, shared laundry, a balcony, parking, and accommodates up to four guests.
9.5 15 reviews
Charlestown, IN
08/20 – 08/23
$276/nighttotal: $828 (3 )
Emerald Lake Retreat Charlestown
1 3
apartment , Charlestown
This Charlestown vacation rental, a spacious four-bedroom, two-and-a-half-bathroom house, boasts direct Emerald Lake access and proximity to Charlestown State Park (4 miles), Falls of the Ohio State Park (18 miles), and Louisville (21 miles). The 4-acre property includes a water-view sunroom, fire pit, charcoal grill, patio, and accommodates up to eight guests with amenities such as a fridge, microwave, and dishwasher.
Charlestown, IN
08/20 – 08/23
$236/nighttotal: $708 (3 )
Cutie In Jeffersonville 20min From Ky Expo
1 3
house , Jeffersonville
This house in Jeffersonville is located 13 miles from Louisville International Airport, offering convenient access to transportation. This accommodation features 2 bathrooms, air conditioning, a fully equipped kitchen, private parking, and a balcony/terrace, accommodating up to 15 guests with free high-speed WiFi.
10 1 review
Charlestown, IN
08/20 – 08/23
$212/nighttotal: $636 (3 )
River Retreat
1 3
cottage , Charlestown
This cottage is located in Clark County, Indiana, a short distance from Charlestown and the Ohio River, offering a peaceful retreat with convenient access to Charlestown State Park and the Ohio River Valley. This 500-square-foot cabin accommodates up to 5 guests with 1 bedroom, featuring a queen bed, queen sofa bed, and futon, plus a bathroom with a waterfall shower and bidet, and outdoor amenities including a campfire area, outdoor shower, and camper electrical hookup with ample parking.
Compare Vacation Rentals for Families in Charlestown, IN
These kid-friendly vacation rentals in Charlestown, IN keep you close to top city attractions for a stress-free family vacation.
This Prospect vacation rental is conveniently located within two miles of Chamberlain Pointe and Old Brownsboro Crossing shopping centers and Norton Brownsboro Hospital, and within three miles of Paddock Shops and The Summit. This 1,580-square-foot house features three bedrooms, a fully equipped kitchen with a dishwasher, a private spa, a fitness center, and a relaxing outdoor space with a garden—perfect for families or groups of up to six guests.
9.0 32 reviews
Charlestown, IN
08/20 – 08/23
$411/nighttotal: $1233 (3 )
Evergreen: Work Friendly & Near Downtown
3 3
apartment , Jeffersonville
This Jeffersonville vacation home, located within six miles of Clark Memorial Hospital, the Howard Steamboat Museum, Derby Dinner Playhouse, Atlantis Waterpark, and Falls of the Ohio State Park, offers convenient access to major attractions. This 2,650-square-foot house features four bedrooms, three bathrooms, sleeps ten guests, and includes amenities such as a fully equipped kitchen, free Wi-Fi, a terrace, and barbecue grills.
Charlestown, IN
08/20 – 08/23
$1112/nighttotal: $3336 (3 )
Watch Hill Manor Bourbon Commons
4 3
house , Prospect
Watch Hill Manor Bourbon Commons, a Louisville house rental in Prospect, Kentucky, offers convenient access to attractions like the Muhammad Ali Center, Kentucky Center for the Performing Arts, and Louisville Slugger Museum Factory, all within a 14-mile radius. This 2400-square-foot property boasts two bedrooms, three bathrooms, sleeps up to 15 guests, and includes a private pool, tennis court, and fully equipped kitchen.
Charlestown, IN
08/20 – 08/23
$254/nighttotal: $762 (3 )
King Bed With Backyard Oasis
2 3
apartment , New Albany
This 1880s shotgun-style house in New Albany is located 5.9 miles from downtown Louisville and 11 miles from the KY Expo Center. This pet-friendly rental offers 2 bedrooms and 1 bathroom accommodating up to 4 guests, featuring a hot tub, fire pit, gazebo, and a gourmet-ready kitchen.
Best Charlestown, IN vacation rentals with parking
9.4 13 reviews
Charlestown, IN
08/20 – 08/23
$194/nighttotal: $582 (3 )
Townhouse Mins To Uofl & Churchill Downs/hot Tub
3 3
apartment , Jeffersonville
This Jeffersonville vacation home boasts a central location, within 3 miles of the Ohio River, the Howard Steamboat Museum, and Clark Memorial Hospital, and within 6 miles of the KFC Yum! Center and Schimpff's Confectionery. This three-bedroom house comfortably sleeps seven guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, a Jacuzzi, a patio, free WiFi, and BBQ grills, perfect for families or small groups exploring Jeffersonville's attractions.
10 1 review
Charlestown, IN
08/20 – 08/23
$217/nighttotal: $651 (3 )
Dog-friendly Home W/ Yard, 6 Mi To Louisville!
3 3
house , New Albany
This New Albany house rental is conveniently located six miles from downtown Louisville, offering easy access to attractions like the Kentucky Center for the Performing Arts and Louisville International Airport (12 miles away). The 1400-square-foot home features three bedrooms, two bathrooms, and accommodates up to nine guests, boasting a fenced backyard, fully equipped kitchen, free Wi-Fi, and outdoor dining area.
10 23 reviews
Charlestown, IN
08/20 – 08/23
$314/nighttotal: $942 (3 )
The Lyric 185 - Norton Commons
2 3
apartment , Prospect
This Prospect apartment rental is conveniently located within three miles of Chamberlain Pointe, Old Brownsboro Crossing, Paddock Shops, Summit Shopping Center, and Norton Brownsboro Hospital. This 1300-square-foot, three-bedroom, two-bathroom unit sleeps five guests and features a fully equipped kitchen, in-unit laundry, a fireplace, free Wi-Fi, a terrace, and access to a swimming pool, fitness center, and tennis court.
10 11 reviews
Charlestown, IN
08/20 – 08/23
$145/nighttotal: $435 (3 )
Beach Vibe 2 Miles To Whiskey Row Main Street Louisville Bourbon City Museum Row
1 3
apartment , Clarksville
This 1-bedroom, 1-bathroom apartment in Clarksville offers a relaxing coastal vibe just 2.7 miles from Downtown Louisville. With a user rating of "excellent," it comfortably accommodates up to 4 guests and provides access to local attractions like the Bourbon Experience and the lively food and entertainment scenes of Jeffersonville and New Albany. The apartment features a fully equipped kitchen, essential amenities, and a guest host upstairs for assistance. It is pet-friendly and offers internet access for convenience.
Frequently Asked Questions about vacation rentals in Charlestown, IN
Which walking or cycling routes are the best in Charlestown, IN?
The Charlestown State Park has some great trails for both walking and cycling. The Silver Creek Trail is a paved path that goes through the park and is perfect for a leisurely stroll or bike ride. If you're looking for something a little more challenging, the Blue Trail is a 10-mile loop that goes through the woods and along the creek.
What are the best Airbnb and vacation rentals in Charlestown, IN?
What sports or outdoor activites can visitors enjoy in and around Charlestown, IN?
Charlestown is a great place for outdoor activities. You can go hiking, biking, fishing, and kayaking in the Charlestown State Park. The Silver Creek is a popular spot for canoeing and kayaking. If you're looking for something a little more adrenaline-pumping, the nearby Lucas Oil Raceway hosts a variety of racing events throughout the year.
What are the most popular Airbnbs in Charlestown, IN?
What other towns or cities can be easily accessed from Charlestown, IN?
Charlestown is conveniently located near Louisville, Kentucky, which is just a short drive away. You can also easily get to New Albany, Indiana, and Jeffersonville, Indiana, both of which are within a 30-minute drive. If you're looking for a day trip, you can even head to Indianapolis, Indiana, which is about a two-hour drive.
What are the best rentals for families and kids in Charlestown, IN?
What amenities are commonly available in vacation rentals in Charlestown, IN?
Vacation rentals in Charlestown typically offer basic amenities like a kitchen, bathroom, and bedrooms. Many also have laundry facilities, a patio or deck, and access to a swimming pool. Some rentals may also have additional features like a hot tub or fireplace.
What are the best rentals or Airbnbs with a jacuzzi in Charlestown, IN?
The best vacation rental or Airbnb with a jacuzzi in Charlestown, IN is Test House.
Destinations nearby
Choose the Right Vacation Rentals with a Terrace in Charlestown, IN
Start your morning right with a vacation rental in Charlestown, IN featuring a private balcony and stunning views.
9.9 100 reviews
Charlestown, IN
08/20 – 08/23
$731/nighttotal: $2193 (3 )
The Norton Commons Luxe
4 3
apartment , Fincastle
This luxurious apartment is located in the Norton Commons neighborhood of Louisville, Kentucky, a short drive from downtown and close to the scenic Ohio River. The apartment has received excellent ratings for its location, cleanliness, and overall experience. This spacious 5-bedroom home comfortably sleeps 12 guests and offers a large open floor plan with high-end decor. Enjoy a fully equipped kitchen, a basement bar/entertainment area with a pool table and arcade games, a hot tub, and a comfortable outdoor patio.
10 7 reviews
Charlestown, IN
08/20 – 08/23
$2933/nighttotal: $8799 (3 )
Park Place Lodge - Stay Play Celebrate - Sleeps 34
9 3
chalet , Jeffersonville
This Jeffersonville lodge is situated near leisure parks, offering a 14-minute walk to the Ohio River and a 5-minute drive to the Big Four Bridge. This family-friendly chalet boasts 10,000 square feet of space, accommodating up to 34 guests with 10 bedrooms and 9 bathrooms, and features a fully equipped kitchen, complimentary Wi-Fi, and an on-site fitness center.
10 1 review
Charlestown, IN
08/20 – 08/23
$986/nighttotal: $2958 (3 )
Unique Riverfront Gaffney Lux Home! Scenic Views
4 3
apartment , Glenview
This historic estate is located in Louisville's Glenview Estates neighborhood, offering direct Ohio River waterfront access and is a short drive from downtown Louisville attractions, including Churchill Downs and distilleries. This 5010 square foot house features four king bedrooms with ensuite bathrooms, gourmet kitchens, expansive terraces, and includes full access to the Louisville Thoroughbred Society Members-Only club for up to 8 guests.
Charlestown, IN
08/20 – 08/23
$1266/nighttotal: $3798 (3 )
Family Resort Home With Heated Pool And Games
5 3
apartment , Jeffersonville
This spacious 5-bedroom, 4-bathroom Jeffersonville vacation home offers exclusive access to a fenced backyard with a heated saltwater pool and pool house, located just 10 miles from downtown Louisville attractions like the KFC Yum Center and the Louisville Slugger Museum, and within 5 miles of theme parks such as Kentucky Kingdom and the Louisville Zoo. This 3220 square foot residence accommodates up to 20 guests with amenities including a full kitchen, air conditioning, and parking, while offering opportunities for outdoor adventures like hiking and boating in the surrounding area.
Discover Pet-Friendly Vacation Rentals in Charlestown, IN
Experience a pet-friendly stay in Charlestown, IN with vacation rentals located steps away from city dog parks and walking trails.
9.6 5 reviews
Charlestown, IN
08/20 – 08/23
$289/nighttotal: $867 (3 )
Charming House, Sleeps Plenty With Hot Tub And Large Backyard And Fire Pit
2 3
apartment , Jeffersonville
This Jeffersonville house rental is conveniently located a 4-minute drive from the Ohio River and a 5-minute drive from the Big Four Bridge, offering easy access to downtown Louisville attractions. This two-bedroom, one-bathroom home sleeps seven guests and features a fully equipped kitchen with microwave, washer/dryer, a Jacuzzi, and a relaxing outdoor space with a patio and hot tub; free Wi-Fi is also included.
10 7 reviews
Charlestown, IN
08/20 – 08/23
$295/nighttotal: $885 (3 )
3807 Hamburg Pike,new Home 2025, Perfect For A Family ,With A Jacuzzi Hot Tub,
3 3
apartment , Jeffersonville
This Jeffersonville apartment rental is conveniently located near the Kentucky Exposition Center (a 15-minute drive) and the KFC Yum! Center (an 8-minute drive), offering easy access to major Louisville attractions. This three-bedroom, two-bathroom unit sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, a Jacuzzi, and a private terrace—all within a pet-friendly setting with on-site parking and grilling facilities.
9.0 6 reviews
Charlestown, IN
08/20 – 08/23
$354/nighttotal: $1062 (3 )
Equus: Work Friendly & Near Downtown
3 3
apartment , Jeffersonville
This Jeffersonville vacation home is conveniently located within 6 miles of Kentuckiana Medical Center and Clark Memorial Hospital, and within 9 miles of Louisville attractions such as the KFC Yum Center and the Howard Steamboat Museum. This 1,320-square-foot house features three bedrooms, two bathrooms, and accommodates up to six guests, offering free Wi-Fi, in-house laundry, and a fully equipped kitchen with a refrigerator, microwave, dishwasher, oven, and stovetop.
9.9 56 reviews
Charlestown, IN
08/20 – 08/23
$215/nighttotal: $645 (3 )
The Pilots Pad
2 3
apartment , Sellersburg
The Pilots Pad is a charming farmhouse located in Clarksville, Indiana, just minutes from Sellersburg and a short drive from Louisville, Kentucky. This accommodation consistently receives excellent ratings for its cleanliness, location, and overall experience. The Pilots Pad is a two-bedroom home with a daybed and trundle in the game room, comfortably sleeping six guests. The farmhouse features a fully equipped kitchen, a relaxing garden, and a game room equipped with ping pong and board games, perfect for family fun.