
"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
Browse background checked babysitters near you in Winchester. Compare local reviews, rates, and experience to find the right fit.
Looking for jobs? Apply here.
Browse background checked babysitters near you in Winchester. Compare local reviews, rates, and experience to find the right fit.
Looking for jobs? Apply here.
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.
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.
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.
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!
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!
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!
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.

"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

"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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To sign up with Facebook, we need permission to use your email address.
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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