Winchester vacation rentals

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Popular amenities for Winchester vacation rentals

Stay near Winchester's top sights

Old Town Winchester25 locals recommend
Shenandoah Valley Discovery Museum34 locals recommend
Costco Wholesale3 locals recommend
Walmart Supercenter4 locals recommend
Apple Blossom Mall station14 locals recommend
Museum of the Shenandoah Valley72 locals recommend

Quick stats about vacation rentals in Winchester

  • Total rentals

    90 properties

  • Wifi availability

    90 properties include access to wifi

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Pet-friendly rentals

    20 properties allow pets

  • Family-friendly rentals

    30 properties are a good fit for families

  • Total number of reviews

    6K reviews

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Winchester?

    Yes! Work meets play with ease at over 50 vacation rentals in Winchester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winchester?

    Four-legged friends are welcome in Winchester. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Winchester?

    Experience the best of Winchester with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Winchester have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Winchester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winchester have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Winchester. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Winchester?

    Winchester has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Winchester