Winchester Vacation Rentals from ₩168,913: Search Short-Term Rentals

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Vacation Rentals in Winchester

"Nice room and outdoor space. Nearby highway noise detracted from outside atmosphere. Bed was very comfortable, pleasant accommodations . It would be nice to have a breakfast included as there are no nearby places to eat."

per night

Jun 8 - Jun 9

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"Excellent stay"

per night

Jun 9 - Jun 10

"you can always trust the integrity or this property and facility and the staff!"

per night

Jun 16 - Jun 17

"Nice clean room, bathroom and comfortable bed. Would be great to have scrambled eggs at breakfast instead of hard boiled. "

per night

Jul 1 - Jul 2

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Frequently asked questions

Can I find vacation rentals in Winchester?

Yes, we offer vacation rentals in Winchester near Shenandoah Valley Discovery Museum, or you can go with a secluded option if you want a relaxing stay. Tourists like the array of shops and top-notch restaurants in Winchester. You can also check out the theater scene while you're visiting.

How many vacation rentals will I find in Winchester?

Choose from 13 Expedia vacation rentals in Winchester for a memorable vacation.

What’s there to see and do in Winchester?

Shenandoah Valley Discovery Museum and Nalls Farm Market are a couple of family-friendly sights, whereas cultural attractions include Museum of the Shenandoah Valley and Bright Box Theater. Other places in town to visit include Jim Barnett Park and Apple Blossom Mall.

What’s a vacation rental in Winchester like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Winchester. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.