39 Winchester Holiday Rentals

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Compare Winchester holiday rentals from 6 rental sites including Booking.com, HRS Holidays, Agoda and more, ranging from $46 to $214 a night.

Information about Winchester

Vacation Rentals in Winchester

Looking for a vacation rental in Winchester? Tripping.com has 60 rental homes available in Winchester. Potential renters will find studios, 58 1-bedroom, 2-bedroom and 2 rentals with 3 or more bedrooms ranging from $46 a night to $214 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Winchester is $111 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Winchester home is $25.

Wondering if you can bring your favorite dog or cat with you? We have 22 pet friendly vacation rentals available for you. In addition to accommodating pets, Winchester rentals offer a variety of amenities. In particular, 39 rentals have internet and wifi, 18 have TV and/or cable and 27 have a pool or hot tub.

Search properties from 6 rental sites in Winchester where the top providers in that area are Booking.com, HRS Holidays, and Agoda. There are 23 Booking.com rentals, 19 HRS Holidays short term rentals and 11 Agoda vacation rentals.