Where to stay around Winchester, VA?

Our 2018 property listings offer a large selection of 13 vacation rentals near Winchester. From 5 Houses to 3 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winchester for a holiday or a weekend are on VRBO.

What are the popular point of interests near where I can stay when traveling to Winchester?

VRBO offers a large selection of vacation rentals near lovely places in Winchester. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Mt Hebron Cemetery: 59 vacation rentals
  • Winchester Little Theater: 58 vacation rentals
  • Handley Regional Library: 58 vacation rentals
  • Shenandoah University: 64 vacation rentals
  • The Kernstown Battlefield: 58 vacation rentals

But there are many other points of interest around Winchester listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Winchester?

Yes, of course. VRBO has 5 Houses in Winchester. Our other popular types of vacation rentals in Winchester include:

  • Cottages: 3 rentals available
  • Farmhouses: 2 rentals available

Can I rent mountain rentals in Winchester?

Absolutely, VRBO has 7 mountain rentals in Winchester. You have also many other possibilities in Winchester area, including:

  • Golf rental rentals: 7 rentals
  • Beachfront rentals: 2 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Winchester?

Yes, you can select your prefered vacation rental with pool among our 3 vacation rentals with pool available in Winchester. Please use our search bar to access the selection of vacation rentals available.

    Head to the historic city of Winchester

    Come and experience Winchester and its history, theater scene and entertainment. Well known for its shopping, restaurants and university setting, this welcoming city won't disappoint. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

    Sightseeing in and around Winchester

    Are you looking for things to do while you're in town? Venture out of your vacation home and check out everything that makes Winchester a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

    • Rock Harbor Golf Course (2.2 mi / 3.5 km)
    • Wilson's Wild Animal Park (5.7 mi / 9.3 km)
    • Appleland Sports Center (5.9 mi / 9.5 km)
    • Valerie Hill Winery (8.6 mi / 13.8 km)
    • Dinosaur Land (8.7 mi / 14 km)
    • Rocking S Ranch (8.9 mi / 14.3 km)

    Exploring the natural landscape of Winchester

    Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Winchester. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

    • Jim Barnett Park (1 mi / 1.6 km)
    • State Arboretum of Virginia (10 mi / 16.1 km)
    • Cedar Creek and Belle Grove National Historical Park (13.4 mi / 21.6 km)
    • Hupp's Hill Civil War Park (16.1 mi / 25.9 km)
    • Front Royal Entrance Shenandoah National Park (19.3 mi / 31 km)
    • Skyline Caverns (19.8 mi / 31.8 km)