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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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Allie Klaire $20 per hour for 1 child
Booked by 1 family in Winchester, MA

Hi! My name is Allie. I am originally from Texas, but have been in Boston since August 2023. I am going into my senior year of college at the New England Conservatory of Music where I study trombone performance. I am also an Aunt to 5 amazing nieces and nephews (currently ages 8 months to 12 years old) I love to be around kids of all ages and have taken pride in watching my niece and nephews grow up and being a part of their lives. As you might guess, I love music and would love to sing and play along with the kiddos! I also have ample experience with animals. I grew up with dogs around all of the time! I currently have 3 dogs of my own (that live back home with my parents), but have in the past owned and raised chickens, cows, turkeys, and pigs. I am comfortable around any animal and would absolutely love to help out with them.

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Annabelle
Booked by 1 repeat family
1 review
$20 per hour for 1 child
Booked by 4 families in Winchester, MA

Hi! I'm Annabelle. I'm a pre-medical undergraduate student at Boston College. I have worked with children for the past six years. I've been babysitting and working at a summer camp since I was 13. I absolutely love kids. I am CPR certified in both adult and pediatrics. My availability is pretty open and I am available for any last minute jobs. I am also able to help with tasks outside of just babysitting such as tutoring, cleaning, etc. I love pets and don't mind taking care of them too if necessary. I do not have a car with me on campus but I do have a license and don't mind running errands if necessary. Please reach out with any opportunities!

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

I can help with home responsibilities: laundry, cooking, admin, etc. I'm a professional chef by trade. Can provide meal prep, allergen safe recipes, event consultation. Also, great with cats. Max 2

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Sandra $20 per hour for 1 child

Hello, my name is Sandra. I am a compassionate, loving, reliable, responsible babysitter with 6 years of experience in childcare including toddlers and infants. I love being a babysitter and being part of the child’s growth and development. My responsibilities have included, but not limited to, driving to/from school or appointments, meal prep, homework help, board game fun, arts and crafts, and in some occasions, Spanish lessons. I am fluent in both, written and spoken Spanish and English. I love helping the children that I babysit accomplish their goals no matter how small they may seem.

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Grace $18 per hour for 1 child

Hi! My name is Grace, and I’m a first-year student-athlete at Simmons University. I offer child care, household help, and pet care. I’ve been babysitting since high school and have experience with infants, toddlers, and school-aged kids. I also have a background working with children with special needs, including kids on the autism spectrum. I’m patient, calm, and always focused on communication and safety. I am lifeguard-certified and trained in CPR and First Aid, so families can feel confident that their children are in safe hands. I love creating a positive and active environment—whether that means helping with homework, doing crafts, reading, imaginary play, or getting kids outside to burn off energy. Even without car access, I’m great at planning fun activities and keeping kids engaged. As a college volleyball player, I bring strong energy, organization, and reliability to everything I do. Parents can count on me to show up on time, stay engaged, and keep routines running smoothly. I’m also happy to help with meal prep, light cleaning, organizing, and bedtime or morning routines. I’m comfortable with dogs and most pets, and I’m very organized, so helping out around the house or keeping things tidy is no problem. I’d love to get to know your family and help make your weekly routine easier and more enjoyable!

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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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