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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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Deborah $25 per hour for 1 child

Hello, my name is Deborah and I am a recent graduate of the University of Michigan, where I obtained my degree in Biomedical Engineering. I currently work as a Biotech Engineer, and will begin my Master's degree in Fall 2026. I have received my Basic First Aid Training and completed the Red Cross CPR certification course. I love showing my love to others through cooking meals and love to read in my free time. In caring for your child, I love to engage them through reading, educational games, puzzles and a lot of time outside. In past roles I've been responsible for meal prep, light housekeeping, school pickup/drop off and overnight care.

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Georgia $30 per hour for 1 child

Nannied for a family of 4 (full-time) for 15 years. Overnight, Vacations and Daily care. I use a variety of different child-care philosophies (e.g. RIE, attachement, gentle care giving) I would say I am most aligned with “holistic” care-giving. Dependent of what each persons specific needs are. Meeting peoples emotional needs and watching them thrive is a great joy of mine. Full spectrum doula. Newborn and Night Nanny. Confident in gentle sleep training. (not crying it out) I’ve been involved in the homeschool/unschooling community for 15+ years. I have a degree in psychology, specifically behavior modification, and feel confident giving care to anyone with low-moderate needs. I am also a certified yoga teacher and was a lifeguard for many years. I am experienced in light household chores as well as having deep roots in nutrition, specifically anti-inflammatory diets. My personality is generally relaxed but I am fiercely loyal to the children in my care, meaning I need to work with a family that also views their child/children as complete people and treats them with respect. :) Also I appreciate adults who can be forward and up front about their boundaries and what they want from a caregiver.

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Cristina $20 per hour for 1 child

Hi my name is Cristina, I have a lot of personal experience with taking care of people such as my grandmother and my nieces, I also was a camp counselor for DARTS a camp run by the Boston symphony orchestra where I shared my passion for the performing arts and helped the campers use their creativity to put on plays, create dance choreographies and so much more, when it’s not cold or rainy outside I also like to go on fun adventures to new exciting places around Boston :)

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Yvonne $23 per hour for 1 child

Hi! My name is Yvonne, and I am a responsible, caring, and trustworthy nanny with hands-on experience caring for children of different ages. I currently work as a nanny and I’m looking to fill in extra days when I’m available. I am a mom of two children, which has given me a deep understanding of children’s needs, routines, and emotional care. I truly enjoy creating a safe, loving, and structured environment where kids feel comfortable and happy. I am flexible and always respectful of parents’ preferences and routines. I have my own car and reliable transportation. I’m also comfortable caring for pets, as I have a dog myself and love animals. My primary language is Spanish, and I have an intermediate level of English. I am always open to learning and improving my language skills. I take my work seriously and treat every family and child with care, patience, and respect. I would love the opportunity to support your family!

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Olivia $20 per hour for 1 child

Hi! My name is Olivia and I'm currently a graduate student at Simmons University. I am offering child care and household services. I've worked as a teaching assistant in several elementary schools and have worked specifically with children with special needs. I worked as an assistant teacher in Howell NJ with children preschool-kindergarten and 1st-2nd grade for three summers. I also worked most recently as a teacher's assistant in Easton PA for 2nd grade students, tutoring in reading and math. I worked as a teacher in my local church's Sunday school for four years, working with kids between 3rd-5th grade. I love working with kids of all ages and engaging with them in whatever their interests may be! I can offer tutoring in math, history, reading/writing, art lessons, as well as beginner lessons in Latin and Russian. I love arts and crafts, playing sports (especially tennis and dance), and reading. I'm available for household services such as cleaning, running errands, and laundry.

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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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