Winchester Historic District holiday rentals

We found 22 holiday rentals — enter your dates for availability

Discover a selection of 14 apartments and other holiday rentals in Winchester Historic District that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include a pool and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there holiday rentals in Winchester Historic District?
Yes, there are holiday rentals in Winchester Historic District close to Shenandoah Valley Discovery Museum, or you can select a more secluded option if you're looking for a relaxing stay.
What's there to see and do in Winchester Historic District?
Cultural attractions include Bright Box Theater and Winchester Little Theater, whereas Shenandoah Valley Discovery Museum is just one of the family-friendly sights. While here, Handley Regional Library and Stonewall Jackson's Headquarters are other places worth a visit.
What's a holiday rental in Winchester Historic District like?
Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester Historic District. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip.
Holiday Rental options in Winchester Historic District
Oceanfront holiday rentals in Winchester Historic District
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Holiday rentals with spa pool in Winchester Historic District
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Ski holiday rentals in Winchester Historic District
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Beach holiday rentals in Winchester Historic District
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Holiday rentals with pool in Winchester Historic District
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Mountain holiday rentals in Winchester Historic District
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Lake holiday rentals in Winchester Historic District
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Family-friendly holiday rentals in Winchester Historic District
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Pet-friendly holiday rentals in Winchester Historic District
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