Search vacation rental in Charlestown, IN from 100+ sites!

This four-bedroom apartment in the heart of St. Matthews is a top-rated choice for travelers visiting Thornhill. Situated within walking distance of popular restaurants, boutiques, and amenities, the apartment is also just a short drive from Louisville's iconic landmarks like Churchill Downs and the Evan Williams Bourbon Experience.
The apartment features a spacious and open floor plan, creating a welcoming and airy atmosphere for guests. It has two-level outdoor deck, four large bedrooms, a convenient location, proximity to major attractions, a charming backyard, pet-friendliness, Wi-Fi, and a Smart TV.

Delphinium Haus, a 4-bedroom vacation home, is situated approximately 13 miles from Louisville attractions including the KFC Yum! Center and Louisville Slugger Field.
This spacious residence offers 27,990 square feet of living space, accommodating up to 19 guests with amenities such as a full kitchen, on-site bar, air conditioning, and free WiFi and parking.

This riverfront townhouse in Prospect, KY, offers direct access to a private 40-foot dock on the Ohio River, with panoramic views of the river and Indiana's Charlestown State Park, and is located within 10 miles of bourbon distilleries, horse farms, and Churchill Downs.
This 2650 square foot family-friendly residence accommodates up to 10 guests with 3 bedrooms and 3 bathrooms, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, a terrace/balcony, and parking, all while providing tranquil water views from every space.

This River Bluff vacation home offers direct Ohio River waterfront access, situated within 6 miles of Hermitage Farm and Kennedy Park, and under 9 miles from Nevel Meade Golf Course and Glenview Pointe Shopping Center.
The three-bedroom, one-bathroom house sleeps six and features a fully equipped kitchen, private garden, balcony, and on-site barbecue grills, perfect for enjoying the river views and nearby attractions.

This Jeffersonville vacation home boasts a prime location near major freeways, offering easy access to downtown Louisville (10 minutes away) and other attractions in Jeffersonville and Clarksville (3-10 minutes away).
This 3600-square-foot rental features two kitchens, two living rooms, six bedrooms, three bathrooms, and sleeps up to 18 guests, complete with a fenced backyard, game room, kids' room, and a hot tub.

This Jeffersonville hotel, located just off Interstate 65, is less than 5 miles from downtown Louisville, Kentucky, and within a 15-minute drive of Churchill Downs and the Louisville Slugger Museum and Factory.
This 200-square-foot, 1-bedroom, 1-bathroom apartment accommodates up to 4 guests and offers complimentary Wi-Fi, free parking, an on-site launderette, and 24-hour reception.

This riverfront townhouse in Prospect, KY, offers sweeping Ohio River views and is conveniently located within 20 miles of bourbon distilleries, wineries, horse farms, Churchill Downs, and golf courses.
This spacious accommodation sleeps up to 10 guests and features direct access to the Ohio River with a private 40' dock for water activities, alongside panoramic views of the river and Indiana's Charlestown State Park.

This Sellersburg, Indiana basement apartment offers pet-friendly lodging near the Howard Steamboat Museum and White Oak Nature Preserve, providing easy access to Clark County attractions.
The 1100-square-foot rental features two queen beds, a bunk bed, a private bathroom, free WiFi, and can comfortably accommodate up to six guests.

This Jeffersonville townhouse is conveniently located near the city's attractions, offering a peaceful retreat with minimal noise. It has earned excellent user ratings for cleanliness and a very good location rating.
The spacious 2,000 square foot home comfortably sleeps 12 guests in four bedrooms and three bathrooms. Enjoy the fully equipped kitchen, private backyard with a hot tub and fire pit, and the convenience of onsite laundry and parking.

This centrally located Clarksville house offers quick access to downtown Louisville, the YUM Center, Churchill Downs, and Muhammad Ali International Airport, all within a 5-13 minute drive.
This luxurious mid-century modern home sleeps 8 guests with 3 bedrooms, 2 spa-like bathrooms, and features a 5.1 Klipsch surround sound home theater, a partially fenced yard with a gazebo, and parking for 4-5 cars.

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.

This Prospect, KY apartment rental is located in the desirable Norton Commons neighborhood, offering easy access to Louisville attractions like the Louisville Waterfront Park and KFC Yum! Center.
This 1,460-square-foot condo features two bedrooms, three bathrooms, and accommodates four guests, boasting amenities such as a swimming pool, parking, and a terrace, along with a fully equipped kitchen including a dishwasher.

This Oldham County, Kentucky riverfront house, near Harrods Creek Park, offers direct river access and stunning river views from its covered decks.
The 3150-square-foot home sleeps 10, boasts a private dock, pirate ship-themed kids' bed, pool table, wet bar, and fully equipped kitchen including toddler-safe items, plus a high-speed Wifi 6 network.

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.

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.

This New Albany house is located a 5-minute walk from the Ohio River Valley and a 3-minute drive from the Ohio River, offering quick access to the KFC Yum Center and Whiskey Row, both a 9-minute drive away.
This accommodation provides Wi-Fi, air conditioning, a dryer, and an ironing board, with toiletries like towels, soap, toilet paper, and a hairdryer included for your convenience.