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.

Looking for jobs? Apply here.

57 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.

Profile photo
Lori $25 per hour for 1 child

I am a tutor who thrives on helping k-8 students work more successfully in reading and writing. Special Education and literacy are my background with a solid foundation in The Science of Reading and Guided Reading, remedial reading and writing. I have 20 years of experience and a very nurturing manner. I prepare 3/4 year old with readiness skills for school also. I have several parent and teacher references. My skills include working with beginning, intermediate and advanced learners, mostly special needs learners, mild to moderate and English language learners in reading and writing. I also do childcare with ages three to ten. We work on creative play, storytelling, books, language, behaviors, sports, exercise and more, whatever your child's interests are is okay with me. My fees range according to service providing and number of students/children. I work mostly afternoons and evenings for the school year according to my primary position. I like to work all summer days too. I like to be flexible for you.

Profile photo
Sophia $25 per hour for 1 child

Hello! I’m looking for a family in need of occasional childcare this school year. A little bit about me: After high school, I initially pursued a degree in elementary education. For three years, I worked full-time as a nanny for a family in Newton. I later shifted my focus to animal studies and am now a veterinary technician, but I still have nearly ten years of experience caring for children, including over three years as a lifeguard. I also have reliable transportation and would be happy to provide references.

Profile photo
Melinfa $25 per hour for 1 child

Hi My name is Melinda, What I like most about childcare is being able to make a positive impact on a child’s day. I enjoy seeing their personalities shine as they grow and learn. It’s rewarding to know I can provide comfort, encouragement, and structure while also creating fun, memorable moments.” I’m comfortable with pets and in my past nannying jobs I’ve done food prep, light household chores and picking up And dropping off children. On a few occasions I’ve stayed with the kids as well at there activities which o love doing. I miss the days of my daughter playing sports and dance sessions. Looking forward to creating new experiences.

Profile photo
Allison
Booked by 7 repeat families
10 reviews
$30 per hour for 1 child
Booked by 19 families in Winchester, MA

Hi there! I'm Allie, and I'm a Boston-based college professor and professional actor. I’m currently on summer break and available for short-term childcare opportunities! A bit about me—I moved to Boston to pursue my MFA in Theatre Education at Emerson College, but before that I lived in New York City, where I worked as a full-time nanny (and professional actor!). I have over ten years of childcare and children's education experience, and I'd love to meet you and your family. As a babysitter, I understand that every child and family is unique. I specialize in working with school-age children, children with severe allergies, children of LGBTQ+ families, high net worth families, and children with extra support needs (Prader-Willi syndrome, autism, ADHD, dyslexia, anxiety disorder, mood regulation disorder). I work carefully with parents to create a customized care plan to help their children thrive socially, emotionally, and academically. And as a professional actor, I also love to have fun and encourage imaginative play! My full resume and references are available upon request. I look forward to connecting with you soon!

Ali is great and so creative — our girls had the best time.

Profile photo
Hannah
Booked by 1 repeat family
1 review
$24 per hour for 1 child
Booked by 1 family in Winchester, MA

Hello! My name is Star and I have been described as a positive, patient, and attentive caregiver. I am a recent graduate of the University of Massachusetts Amherst with my bachelors degree in horticultural science with a business focus. I have worked with Children in many summer camp settings, including two summers at Amherst recreation as a lead counselor. I have also spent much of my young adult adulthood babysitting, taking care of children from ages 2 to 14. I am currently a afterschool teacher at Baker elementary school working with kids from grades one to six. I am reliable and can do household tasks like laundry, cooking, and basic cleaning.

Live near a college or university? View babysitters by college

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.

As seen on