Save search
Skip the filters. Search with AI Mode instead.

Short Term Rentals in Winchester, VA

Short Term Rentals in Winchester, VA. 9 Rentals Available
9 Rentals Available
Quick filters
  • a living room with a white couch and two blue chairs
    New units available 9 units available
    1 bd $1,856+
    2 bd $1,928+
    3 bd $2,505+
    Base rent
    Verified Listing

    4.5 (59)
    1864 Old Jube Square, Winchester, VA 22601
    Apply online • Pet friendly
1-0-city

Frequently asked questions

What is the price of a short-term rental in Winchester, VA?

The price range for a short-term rental in Winchester, VA is between $1,888 and $3,348.

How many short-term rentals are available in Winchester, VA on RentCafe?

There are 9 short-term rentals available on RentCafe. Prices and availability in Winchester, VA were last updated on 5 Jun 2026.

What is the average size of a short-term rental in Winchester, VA?

The average Winchester, VA short-term rental size is 1,334 sq. ft..

What are the advantages of renting a short-term rental in Winchester, VA?

Short-term rentals offer flexibility and are ideal for temporary stays or transitional periods.

What are the downsides of renting a short-term rental in Winchester, VA?

Short-term rentals typically cost more per month and may have limited availability.