"Recommendations from friends are a must when it comes to a sitter for my kids. UrbanSitter has expanded our network of babysitters, and it has given us peace of mind."
Matt K., dad of two
Find a babysitter in Winchester, MA
Browse background checked babysitters near you in Winchester. Compare local reviews, rates, and experience to find the right fit.
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60 available babysitters in Winchester, MA
Families in Winchester use UrbanSitter for date nights, after school help, and last-minute babysitting.
All babysitters shown here are background checked every year. Learn more.
Jessica 4 reviews
$25 per hour for 1 child
$25 per hour for 1 child
Booked by 5 families in Winchester, MA
Hello! I am a student at Northeastern University here in Boston, but am originally from Southern California. I am currently studying Math and Data Science. I have been in childcare for over five years now, and have extensive experience with children of all ages. I have made long term connections with families in California, and am looking to make some here in Boston! My experience includes caring for multiple children, cooking, cleaning, bathing, taking to school/activities, and entertaining multiple children at once. I am mainly looking for nights and weekends as I am currently working a full-time internship. Looking forward to meeting you and your family!
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.
Annabelle
$20 per hour for 1 child
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!
Kayla
Booked by 1 repeat family
$25 per hour for 1 childBooked 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
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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Recent babysitter activity in Winchester, MA
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Every babysitter's profile is individually reviewed by UrbanSitter's Trust & Safety team after clearing an annual background check. Rely on reviews from local families to help you find your best fit.
"UrbanSitter has supported my needs for reliable and joyful sitters. Whether it be for work, recreation or last-minute emergencies, we've made wonderful relationships with local sitters who have become a part of our family!"
Natalie O., mom of five
"UrbanSitter is my go-to for quality sitters! I can book weeks ahead of time or easily find a same-day sitter when in a bind. I even hired a part-time nanny during a daycare transition. Customer service is helpful and babysitters respond in a timely manner."
Laura F., mom of two
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Sharing your friends list is optional, and allows us to connect you with sitters they book and recommend. Nothing will be shared or posted.
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Frequently asked questions about Winchester babysitters
What does a babysitter do?
Babysitters supervise children and keep them safe while you're away. Depending on your needs, they may also help with meals, bedtime, homework, light cleanup, school pickup, or activities.
How do I find a babysitter near me?
Sign up for a free UrbanSitter account, post a job with your dates and needs, and review babysitter profiles, including distance, before choosing the right fit. Learn more about how UrbanSitter works.
Are babysitters on UrbanSitter background checked?
Yes. Every Winchester babysitter on UrbanSitter is background checked annually, and each profile is individually reviewed by a trained specialist on our Trust & Safety team. Learn more about what's included in a background check.
What's the best way to find a last-minute babysitter in Winchester?
Sign up for a free UrbanSitter account, then request a babysitter by posting a job with your needs. In most cities, sitters will reply within minutes, so you can review choices quickly, then book them immediately.
Can I find babysitters for after school care in Winchester?
Yes. Families often use UrbanSitter for after school care, including pickup, homework help, tutoring, and early evening coverage. You can filter for babysitters who are willing to drive or have their own car.
Can I find babysitters for evenings, weekends, or extended hours in Winchester?
Yes. Families in Winchester use UrbanSitter for date nights, weekend plans, extended hours, and other scheduling needs. You can review each sitter's availability and experience to find someone who fits your hours.
