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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67 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.

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Tianna Medford
$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 Medford
$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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Melissa Malden
$23 per hour for 1 child

Hey Parents! My name is Melissa, I am 31 years old, have about 5 years experience nannying. Ages 6months - 14 years and I am currently looking for full-time jobs. I have worked in the past with different families from one-time jobs to recurring positions. I am available Monday - Friday and occasionally on weekends. I also have my own vehicle for transportation. If you have any questions feel free to ask! Thanks!

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Zahra Somerville
$16 per hour for 1 child

Hi my name is Zahra. I am an 18 year old college student majoring in Nursing. I want to be a pediatric nurse and have always had an interest in working with kids. I currently work at an after school program a few days a week. I have been with them since 2024 so I have experience working with children as young as 5 years old. I am able to do chores around the house, help with homework, and occasionally run errands. I like dancing, playing board games and am open to all other activities!

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Melissa Somerville
$25 per hour for 1 child
Booked by 1 family in Winchester, MA

Hi! I’m Melissa, a 25-year-old living in Somerville, MA. I grew up in Rhode Island, went to college in upstate New York, and moved to Somerville for grad school before settling into my 9 – 5 in downtown Boston doing Data Analytics. I’ve been babysitting for nearly 10 years, caring for kids of all ages, from infants to teens, and have also spent the past 7 years tutoring math and science. I genuinely love working with children, whether that means helping with homework, getting active outdoors, or snuggling up for a movie. My friends describe me as fun, lively, patient, reliable, and outgoing. I played soccer in college and enjoy running, biking, and staying active, but I’m just as happy to get creative with crafts or work through a tough math problem. I once organized a full-day music video production of Katy Perry’s “Firework” with the kids that turned into a true masterpiece and a favorite memory. I’m adaptable and caring, always striving to bring positive energy and support to the families I work with. I look forward to helping your family however I can!

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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.

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"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

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"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

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"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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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.

Resources

The Ultimate Babysitter Guide for Parents

A step-by-step guide to hiring the right babysitter.

Tips for Finding Last-Minute Child Care

How to find a babysitter fast when plans change.

Top 20 Questions to Ask a Babysitter in an Interview

Essential questions to help you find a great fit.

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