Charlestown Vacation Rentals

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Browse Select Charlestown Vacation Homes

"We had a great time and loved the view of the river! "

"Great location and beautiful home"

Kitchen features a range hood, oven, microwave, toaster, and slow cooker, with a tiled backsplash and window above the sink.

"Thank you for sharing your lovely home with us. The pool was a hit with the kids and we had a wonderful time relaxing and enjoying our vacation. Thank you for being such gracious hosts and providing us with a comfortable and enjoyable stay. We hope to visit again in the future!"

Enjoy cooking in this well-equipped kitchen with a central island, gas stove, and oven.

"The property is fabulous! Our group absolutely loved the stay. we liked the property so much that we found ourselves cutting our visits throughout Kentucky short to get back to the house to enjoy the accommodation. "

Enjoy a peaceful evening by the fire pit in the backyard with a unique dome structure and mature trees.

"We had a great time- the property was perfect for our group of 14. Would stay here again!"

CA $2,614 total

includes taxes & fees

Aug 24 - Aug 25

Stylish single-story home with a charming front porch and lush surroundings.

"Very clean and nice place close to the exposition center would stay there again."

CA $382 total

includes taxes & fees

Aug 11 - Aug 12

Experience grandeur in this opulent space with tall columns, a large mirror, and a stunning chandelier.

"Convent and accommodation was excellent for 10 "

Relax in this inviting living room with a fireplace, leather sofas, and a flat-screen TV.

"Great location and awesome place to stay. We all had a great time!"

Relax in this serene outdoor patio with a fire feature, perfect for dining or socializing with friends and family.

"This place was perfect for our group. We had 6 couples stay and it was such a great location. It is close to so many things to do and the grocery store is right behind the house. Would definitely stay here again."

CA $1,096 total

includes taxes & fees

Aug 11 - Aug 12

Relax on the inviting porch with a wicker chair and small bench, surrounded by classic stone walls and a picket fence.

"Great location for visiting all the distilleries in the area."

Enjoy a patio with a glass table and metal chairs, surrounded by a charming garden and a beautiful house with a front door and porch.

"Overall a great place to stay."

CA $453 total

includes taxes & fees

Aug 11 - Aug 12

Enjoy cooking in this well-equipped kitchen with a sink, stainless steel refrigerator, and microwave.

"House is gorgeous. Proximity to downtown is great. Owners were very communicative and helpful. Can’t find anything bad to say at all. "

CA $681 total

includes taxes & fees

Aug 11 - Aug 12

Relax in the hot tub surrounded by a deck and seating area.

"Everything was just like it said in description. Great property for my work stay. "

Cozy space with a fireplace, leather sofa, and wooden panel walls, perfect for relaxing.

"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, stove, oven, and sink.

"Very nice house, plenty of space. Nice quite neighborhood, short drive to attractions & activities. "

Cozy bedroom with a neatly made bed, wooden headboard, and a reading nook with a lamp and vase of flowers.

"Very accommodating & clean. "

Relax in the backyard hot tub, surrounded by a deck and outdoor seating.

"Great property and wonderful hosts. Very comfortable and relaxing place in a great location. "

CA $568 total

includes taxes & fees

Aug 13 - Aug 14

"House is newly remodeled and sleeps many comfortably. We loved the back yard hangout and party games. Location is excellent. Walking distance to a fun restaurant/bar scene. The host, Michael, was very responsive. Would definitely stay again. "

Kitchen features a large island with a granite countertop, double oven, and microwave.

"This post will be long. My family and I were completely surprised by the beauty of this property. The intentionality of the bedrooms, interior decorations, the size of the property , so we all could stretch out. I am thoroughly impressed. We will be back."