Find a babysitter in Winchester, MA

Hi! My name is Rachel (Ray) and I am 21 years old. I go to Northeastern as a Psych/Human Services student. I have worked at Perkins School for the Blind in special education as a teacher’s assistant for a little over a year with teenagers and young adults. I also have been a volunteer tutor with elementary aged kids for a little over two years. I love art and music (I have a guitar I love to bring), sensory, getting energy out and being silly.

Hi! My name is Kay, and I’m a student at Emmanuel College in the Fenway area, where I’m pursuing a degree in Elementary Education. I have about three years of hands-on experience working with children from kindergarten through 8th grade, and I currently work in both pre- and post-school day programs as well as summer camps. Additionally, I have experience babysitting younger children, ages 2–4. Working with kids is truly my passion. My goal is to provide a safe, positive, and caring environment where children feel supported and engaged. I take pride in being patient, attentive, and responsible, and I always strive to make each child’s time with me fun, meaningful, and secure. I also have over five years of experience pet sitting both large and small dogs, as well as cats. I’m more than happy to take on household pet responsibilities, including feeding, walking, and providing attentive care while you’re away.

Hi families! I'm Aniyah, and I'm currently looking for part-time babysitting position. I'm a certified babysitter with First Aid, CPR, and BLS Certifications, and I truly enjoy working with children - whether that's helping with homework, planning fun activities, or keeping routines smooth and stress-free for parents. I also handle Lighthouse cleanup and meal preparation. I'm responsible, patient, and big on safety and communication. My availability is Monday, Wednesday, and Thursday from 12-6, and I'm open to recurring or Occasional positions or speaking about different times. Please feel free to reach out if you're looking for a sitter and have any questions. Thank you 😊!

Hello, I am Maliyah. I am 20 years old. I just moved to massachusetts in early November of 2025. I am originally from new york. I worked as a teaching assistant back in New york. I also am the eldest siblings with the age gap being over 10 years. I’d say i have lots of experience with different ages between 2-15. I am excited to start working with you.

Hi there! By day, I work in tech, but I’ve never stopped missing spending time with kids. In college, I babysat, tutored, and coached a girls’ soccer team, and I also spent a summer as a camp counselor. I’m still in touch with some of those families today, which means so much to me. I love getting to know each kid’s personality, cheering them on, and being a good mentor — and a little bit of an older sister, too. I’m happy to help with homework, explore the city, do crafts, play games, or wind down with a calm bedtime routine. I’d love to get to know your family and hopefully become someone your kids look forward to spending time with!