Winchester, VA, USA

We found 51 vacation rentals — enter your dates for availability

Winchester, VA, USA

Winchester vacation rentals

Why People Love Visiting Exciting Winchester (and vicinity)

Enjoy the history and other features of Winchester (and vicinity). This city is cosmopolitan and family-friendly, recognized for its horseback riding, horse racing and restaurants. Some favorite attractions include Wilson's Wild Animal Park, Appleland Sports Center and Dinosaur Land. If you're looking for somewhere to stay with more space, consider a vacation rental—many rental homes offer full kitchens and laundry facilities.

Attractions In and Around Winchester (and vicinity)

Looking for places to see while you're in Winchester (and vicinity)? Local attractions include Wilson's Wild Animal Park, Appleland Sports Center and Dinosaur Land. Don’t miss landmarks such as George Washington's Office and Stonewall Jackson's Headquarters and unique cultural highlights like Bright Box Theater and Old Court House Civil War Museum.

You could easily spend a day shopping at Apple Blossom Mall. Also while in town, you can visit Shenandoah Valley Discovery Museum, Winchester Little Theater or Patsy Cline Historic House.