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Condo Rentals in Winchester

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Enjoy a spacious kitchen with a central island, dining area, and comfortable seating.

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV

10.0 out of 10, Exceptional, (1)
"My wife and I wanted to get away for a quick n easy Valentine's Day and so I tried VRBO to find something relatively close and reasonable. We both like to hit venture and try new things, and hit the Casino if there is one.So often we've visited the Charles Town Casino and Horse Track, and didn't even realize there was an entire historic downtown area. Talk about a surprise and a quaint and lovely area. I can only hope it continues to grow and prosper. The downtown coffee shop we walked to...
Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Cozy 2-bedroom condo in charming Stephens City
Relax in a serene outdoor space with a lounge chair and breathtaking views of the lush landscape.

Cozy 2-bedroom condo in charming Stephens City

10.0 out of 10, Exceptional, (1)
"This was the perfect location for our little get away. We had Easter lunch, played games, and stayed in a very clean nice place!!"
$225 nightly
The price is $245
Sep 8 - Sep 9
Total includes taxes and fees
Cozy 2-bedroom condo in charming Stephens City
Historic District Downtown Winchester
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a flat-screen TV.

Historic District Downtown Winchester

9.8 out of 10, Exceptional, (8)
"We love coming here. Great place and great location."
Historic District Downtown Winchester
Take a Walk Around The Lake - Close to many attractions and Airport.
Stroll along the serene lakeside promenade, taking in the tranquil atmosphere and scenic views.

Take a Walk Around The Lake - Close to many attractions and Airport.

Take a Walk Around The Lake - Close to many attractions and Airport.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

10/10 Excellent
"We decided last minute to start our family vacation early. So that put us in Winchester at 2:00am. I made the reservation before we left our house. I was afraid it would be past check in. But the staff were super understanding and friendly. Breakfast was hot and delicious the next morning. And the 12:00pm check out was great we could sleep in little and not worry about rushing around. "
Julie 1-night trip
Posted 10 hours ago
Hampton Inn Winchester N/Conference Center, VA