
"It's great, the best childcare app around."
Claudia N., babysitter, Brooklyn, NY
Winchester families are hiring. Browse babysitting jobs for free. Set your rate, pick your jobs, and keep 100% of your pay.
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Families in Winchester need part-time, after school, weekend, overnight, and last-minute babysitting help.
Average hourly pay in Winchester: $22.27/hr
We are trying to find a babysitter that will be able to watch and play with our 10 month old baby while we have a date night.
Hello! We are a loving, easygoing family looking for a trustworthy, caring, and dependable babysitter to become someone we can count on from time to time. We aren’t looking for full-time care—just...
We are in need for someone to help with School pick up and Drop to sport activities. Tuesday and Friday afternoons.

As of July 2026
All Winchester families complete an authentication process before they can book. Read sitter reviews of parents, including whether sitters recommend them and why.
1,810 families completed authentication in Winchester
48 sitters reviews of Winchester parents

"It's great, the best childcare app around."
Claudia N., babysitter, Brooklyn, NY

"I found a full time family to work with through UrbanSitter who I am still currently with and it's been over a year and a half now."
Arlet M., babysitter, Los Angeles, CA

"I have had really good families through the app."
Ana H., babysitter, Mercer Island, WA
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All Winchester families complete authentication before booking. Read sitter reviews of parents and see shared connections.
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