
Vacation rentals in Charlestown
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Top-rated vacation rentals in Charlestown
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RIView 103. Modern Waterfront Suite Kentucky Derby
Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

The Log Cabin at StoneLedge
Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING

King, queen, & full! 18 minutes from Ky Derby
Relax with the whole family at this cozy 2 story home 12 minutes outside of Louisville KY. Location is perfect! Enjoy a short drive to the city without the headache of the traffic. Our beautiful home has 3br & 2.5 baths (Decor is always changing) . We are only a stone throw away from Countless shopping spots, restaurants, coffee shops and gyms. No party’s No pets No smoking No commercial vehicles No trailers No RV’s Churchill Downs 10 miles Kentucky Expo Center 9 miles Yum Center 7 miles

Historic Cabin by Bourbon Trail
Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Atoka Farms
If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 180 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.

Close to Louisville~Hot Tub~Fire Pit~Game Room
Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

The River's Edge Oasis, close to downtown
Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

The Writer’s Den
Take it easy at this unique and tranquil cabin getaway. Nestled on a wooded hillside overlooking the Louisville skyline, The Writer’s Den is a great place to call home. Located just off interstate 64 and 10 minutes from downtown Louisville, the cabin gives peaceful seclusion and location convenience for those looking to explore the area. With a screened in porch, back deck lounge, loft space and all the comfort amenities, you’ll be on your way to writing the next great novel!

Private Prospect Flat
Two bedroom apartment located on picturesque Covered Bridge Road in Prospect, KY. There is a separate entrance with plenty of parking. Beautiful views of Kentucky landscape from every window. Our property is four acres with a meandering stream, forest, and fields. There is a fully stocked kitchen including a dishwasher. The main bedroom includes a work space area and two closets. Feel free to grab a few eggs for breakfast if there are eggs in the nesting boxes.

My Old Kentucky Dome
An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Scandinavian Retreat: Cozy Stay near Louisville
Come stay in this cozy 3 bedroom, 1.5 bathroom townhouse, designed to make you feel at home while visiting Southern Indiana or Louisville, Kentucky. A few minutes to downtown night life, museums, Louisville, UofL, and close to bourbon trail this cozy home boasts memory foam beds, furniture, full kitchen & more. Fast WiFi (~300mbs) 50" smart HDTV Parking for 2 cars 13 minutes to the YUM! Center

The Coop
This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....
Popular amenities for Charlestown vacation rentals
Other great vacation rentals in Charlestown

The Carolmet House, King Bedroom, Cabana

3803 Hamburg pike perfect for family With hot tub

Harrods Hideaway waterfront stay above the tavern

Charming Tiny House In Scottsburg

Exclusive Farmhouse w/ a Romantic Garden View!

The Boathouse: A Peaceful Paradise

Anjuna House - a Scandi riverfront forest getaway

Woodland Retreat | Near Salem & Louisville
Destinations to explore
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- Buffalo Trace Distillery
- Kentucky Exposition Center
- Kentucky Derby Museum
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Louisville Slugger Field
- Valhalla Golf Club
- Muhammad Ali Center
- Louisville Slugger Museum & Factory
- Angel's Envy Distillery
- L&N Federal Credit Union Stadium
- Kentucky Science Center
- Big Four Bridge
- Falls of the Ohio State Park
- Waterfront Park
- James B Beam Distilling
- University of Louisville
- Evan Williams Bourbon Experience
- Kentucky International Convention Center
- Frazier History Museum
- Bernheim Arboretum and Research Forest
- Marengo Cave National Landmark
- Jefferson Memorial Forest
- Bardstown Bourbon Company




