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

Hi families! I’m a former au pair and professional nanny of 4 years. I have 900+ verified hours as a volunteer at a daycare in South Africa. I’m a quick learner and can easily adapt to new routines and responsibilities. I do have a valid driver’s license with driving experience in all weather conditions and different car types. I am comfortable around small dogs and friendly cats. I am comfortable with light house cleaning(light sweeping, dishes, light laundry, tidying up) and can assist with homework. I am a bit silly and fun but always within reason. If needed I can whip up quick meals too!

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Evie $30 per hour for 1 child

Hi! My name is Evie, and I’m a college student at Boston University majoring in Fine Arts. I have over 5 years of experience as a babysitter and pet sitter, I am certified in First Aid and CPR and strive to create a safe, engaging, and positive environment for every child I care for!

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Sam
Booked by 1 repeat family
1 review
$30 per hour for 1 child
Booked by 1 family in Winchester, MA

Hi! My name is Sam, and I have over 10 years of experience caring for children of all ages — from infants to pre-teens. I’m passionate about creating a fun, safe, and nurturing environment where kids can learn and grow. I’m dependable, patient, and love engaging kids through crafts, reading, and outdoor activities. My goal is always to make sure your children feel happy, supported, and secure while you’re away.

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Tianna $30 per hour for 1 child

Bilingual (English–Spanish) caregiver with over 8 years of experience nurturing and educating children from infancy through school age. I bring 3–5 years of hands-on care for infants and 5–10 years supporting toddlers and school-aged children in their daily routines, development, and learning. Former Au Pair with a Bachelor’s degree in Business Management and CPR certification for children, I am known for creating safe, structured, and engaging environments where children can thrive. My approach blends respect, discipline, and positive behavior reinforcement, helping children build confidence and independence while learning through play, creativity, and exploration. Gifted in dancing, painting, and acting, I integrate art and movement into daily activities to encourage imagination, coordination, and emotional expression. Families appreciate my warm, responsible nature and my ability to form strong, trusting relationships based on open communication and care.

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Abby $20 per hour for 1 child

Hello! My name is Abby and Im a 2nd grade teacher! I currently live in Medford. I did a lot of sitting as a teen, especially when I was going into teaching. I worked at Lowell catholic elementary as a spanish and art teacher along with assisting with the extended day program. I also was a preschool summer school teacher preparing kids with "kindergarten readiness." | worked with a lot of age groups ranging from infant-12. I worked at lowell general as a pediatric/ mother infant patient care technician while I'm in nursing school. I have a lot of experience with kids and absolutely adore working with them and providing the care that they need! I am also CPR certified! I also have dogs at home and am very comfortable with pets! I am also fully covid vaccinated.

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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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