
"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.
Browse jobs for free. Create a free account to view full details and apply.
Families in Winchester need part-time, after school, weekend, overnight, and last-minute babysitting help.
Average hourly pay in Winchester: $22.09/hr
We’re looking for a fun, warm, and dependable part-time nanny/sitter for our sweet 4.5-year-old twins! We’re hoping to find someone for occasional help this summer, with the potential to grow into a...
Looking for a date night babysitter :) We can help prep dinner for the kids, will likely just be serving them dinner, playing, then bedtime routine. We may be home earlier than 11, but set the time...
Need a baby sitter to come during date nights
Need babysitter for date nights

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.
1,806 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
To sign up with Facebook, we need permission to use your email address.
Sharing your friends list is optional, and allows you to meet trusted families through friends. Nothing will be shared or posted.
Set your rates and availability. Choose the jobs you want, on your schedule.
Get paid for the work you do. UrbanSitter does not take a cut from your hourly rate.
All Winchester families complete authentication before booking. Read sitter reviews of parents and see shared connections.
Manage requests and stay organized so it's easier to keep track of what's next.
A step-by-step guide to training, certifications, and your first job.