Family with caregiver

Find a wedding babysitter in Winchester, MA

Planning a wedding or attending one in Winchester? Hire babysitters loved by local families. Browse profiles and see who's available for free.

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58 experienced babysitters in Winchester, MA

Families in Winchester turn to UrbanSitter for wedding and special event babysitting.

All babysitters shown here are background checked every year. Learn more.

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Teagan 1 review
$15 per hour for 1 child
Booked by 1 family in Winchester, MA

Hello! My name is Teagan and I have been working with kids of all ages for about 11 years. I have experience working with children from ages 0-16. Please reach out if you have any questions! Thanks!

“Teagan looked after my son (four and a half months old) during the day while I ran some errands. She was energetic when she walked in and it was clear she knew a baby of his ages rhythm. Luca didn’t take a long nap like he typically does by Teagan was able to calm him down and do some more chilled playtime. She was also communicative throughout the day.”

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Andrea 1 review
$28 per hour for 1 child

Hi! I am an experienced, multilingual and licensed educator, with over 20 years of experience. I offer childcare, tutoring, pet and elderly care. I excel at working with neurodiverse individuals, children and teens.

“Andrea has always been wonderful with my girls (ages 3 and 5). She brings the very best of herself, as both a mom and an educator, to the time she spends with them, always doing arts and crafts, science experiments, and reading books. She is warm, loving, and also able to navigate their nonsense with firm kindness. Ever since my youngest daughter was tiny, there were times when Andrea was the only person I could trust to calm her when she was experiencing separation anxiety and inconsolable. Andrea is a gem!”

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Alison 1 review
$25 per hour for 1 child
Booked by 1 family in Winchester, MA

With over ten years of experience in child caregiving, I have developed a deep passion for supporting and nurturing children. Starting as a babysitter at the age of 12, I have worked with kids ranging from 9 months to 17 years old. My experience includes tutoring dyslexic students, working at a summer camp, and providing care for children with special needs. Currently, I serve as a behavioral therapist for autistic children, where I apply tailored strategies to support their growth and development. I am dedicated to creating positive, enriching experiences for every child I work with.

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Anna
Booked by 2 repeat families
4 reviews
$25 per hour for 1 child
Booked by 6 families in Winchester, MA

I am starting grad school in the fall and looking for part time babysitting jobs. I have experience babysitting babies, toddlers, and kids from ages 3-10. I enjoy art, hiking, reading, and playing piano.

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Sarah
Booked by 1 repeat family
1 review
$20 per hour for 1 child
Booked by 2 families in Winchester, MA

I am in New York City for the summer in the middle of my MSW program at Simmons University. I have extensive experience working with children in a variety of capacities (school counselor, teacher assistant, afterschool assistant, ABA assistant therapist, school social work intern, babysitter) I am a somewhat recent graduate from Boston College with an Applied Psychology and Human Development B.A. I am currently pursuing my MSW at Simmons University and am looking to help families with occasional or part-time babysitting, pet sitting, or other services. If you would like to discuss more, I can forward my resume and/or references. I would love to hear from you :)

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Recent babysitter activity in Winchester, MA

Hiring a wedding babysitter starts with trust

Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team.

photo of quoted parent Madeleine

"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"

Madeleine B., parent

stock photo of a parent

"Caitlin was awesome and jumped right in to chaperone four girls (10, 9, 8 and 6) at a family wedding (they were bridesmaids) and she was very helpful with the event as well as taking them home and putting them to bed."

Lila P., parent

photo of quoted parent Catherine

"McKenna was great with our 3 year old son! She came prepared with a box of fun activities and handled playing, dinner, and bedtime seamlessly... and it was all at our hotel while we were in town for a wedding. Thank you McKenna!"

Catherine B., parent

Family with caregiver

Find a wedding babysitter in Winchester

Browse profiles and read parent reviews for free.

Why Winchester families use UrbanSitter for wedding child care

Easy to start, no pressure to hire

Share the wedding date and babysitting details, then hear from available sitters. Review your options and hire only if you find the right fit.

Your choice of sitter

Browse profiles, read reviews from other parents, and pick the babysitter you feel best about. No agency assignments.

Background checked, every year

Every babysitter completes an annual background check. See bookings, repeat families, and reviews from local parents.

Hotel, venue, or overnight

Whether it is a hotel room, a kids' room at the venue, or late-night care, book one sitter or several to fit the plan.

Frequently asked questions about wedding babysitters in Winchester

How do I find a wedding babysitter in Winchester?

Share the wedding date, location, times, and number of children you need care for on UrbanSitter. Available babysitters in Winchester can respond, and you can browse profiles and set up a phone interview before booking. There is no obligation to hire unless you find a fit.

How much does a wedding babysitter cost in Winchester?

Babysitting rates in Winchester vary by experience, number of children, and job length. For special occasions or longer bookings, some families offer a higher rate. See average babysitting rates in your area.

Are babysitters in Winchester on UrbanSitter background checked?

Yes. Every babysitter on UrbanSitter completes an annual background check, including those in Winchester. Each profile is individually reviewed by our Trust and Safety team. See what's included in the background check.

Can a babysitter watch kids at the hotel or wedding venue?

Yes. When you share your care needs, include the care location, whether that is a hotel room, a kids' room at the venue, or somewhere nearby. Many babysitters in Winchester are comfortable with both on-site and off-site care. Let the sitter know about any planned activities so the kids stay entertained while you enjoy the celebration.

How far in advance should I book a wedding babysitter in Winchester?

Two months out is a good starting point to look for a wedding babysitter. That gives you time to browse candidates, read reviews, and schedule an interview if you would like to connect before the event. UrbanSitter also works well on shorter timelines.

What if I am not from Winchester and need a wedding babysitter?

Whether you are attending a destination wedding or visiting Winchester for the celebration, you can use UrbanSitter to find a wedding babysitter. Start by submitting your request, and available babysitters in Winchester can respond. Next, browse profiles and read reviews from local families to find a fit. You can also schedule a phone or video interview before your trip for added peace of mind.

Resources

Preparing for your first babysitter

Tips for handing off your children to a new sitter.

Top questions to ask a babysitter in an interview

The top questions to ask when choosing a sitter.

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