
"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 Winthrop. Compare local reviews, rates, and experience to find the right fit.
Looking for jobs? Apply here.
Browse background checked babysitters near you in Winthrop. Compare local reviews, rates, and experience to find the right fit.
Looking for jobs? Apply here.
Families in Winthrop use UrbanSitter for date nights, after school help, and last-minute babysitting.
248 available tonight | Avg hourly rate: $24.69/hr
All babysitters shown here are background checked every year. Learn more.
Hi families! My name is Astrid. I began my childcare journey at just 19 years old. I helped out as an assistant teacher in my mother Montessori daycare for 5 years. I then went on to be a career nanny with a 4 year gap starting in 2020 due to the pandemic. In my years of being a nanny, I have taken several college courses in child psychology and development. My approach to child care is heavily influenced by the Montessori philosophy, letting the child’s mind guide me into caring for them. I have extensive experience with children from 3 months old to 6 years old. I am passionate about what I do and would love an opportunity to prove it to you.
“Astrid was great with my son. He was comfortable with her right away. She took him to the park and got him to bed without a problem. ”
Hi! My name is Katie, I’m a 32-year-old professional nanny with over 10 years of experience caring for newborns, infants, toddlers, and school-age kids. I’m skilled in managing multiples, nanny shares, and children with behavioral, emotional regulation, or executive functioning challenges. My approach emphasizes connection, autonomy, and play-based learning, and I love tailoring activities to each child’s interests, whether that’s singing, dancing, crafting clay figurines, or exploring fun activities around Boston, Cambridge, and the North Shore. I have done many different kinds of jobs including: long-term (3+ years) short-term, overnight, vacations, and date nights! I hold a Child & Youth Advocacy certificate and Associates in Liberal Arts Psychology from NSCC. I am also currently pursuing my Social Work degree at Salem State University. In addition, I volunteer with the Massachusetts Coalition for the Homeless and CASA, bringing a strong commitment to supporting children and families both professionally and in the community. Some of my specific strengths include: • Redirection and emotional coaching • Supporting intuitive eating • Managing ADHD and sensory needs • Creating practical systems that support families long-term Thanks Katie
“Katie is our current nanny to our 2.5-year-old twin girls, and she has been a wonderful addition to our family. One of the things we appreciate most about Katie is her knowledge of child development. She is always coming up with fun, age-appropriate activities that help our girls learn and grow while keeping them engaged and excited. She is also incredibly in tune with children's emotions and does a great job helping our daughters work through big feelings with patience, empathy, and understanding. Katie is dependable, caring, and genuinely invested in our girls' well-being and development. We feel very lucky to have found her and would highly recommend her to any family.”
Hello! My name is Helen, and I am an experienced babysitter, tutor, and teacher. I recently passed the bar exam and am looking to pick up some occasional work during my full-time job search. I love the outdoors and engaging children in imaginative play and prefer to minimize screen time when possible. I like helping kids create, learn, and have fun in ways that build their independence and self-esteem, while maintaining a safe and supportive environment. I look forward to working with you and your child(ren)!
“Helen was professional and communicated well, on time, and the kids loved her.”
Hello, my name is Stephanie and I am a current Teacher in Boston. I graduated from UMB majoring in Early childhood Education and English as my bachelors and Elementary Education as my Masters. I’ve been babysitting since I was 14 with nieces, nephews, friends little siblings and even my coaches kids. I have experience ranging from infants all the way to 13 year olds. I can help with homework, cooking food and creating a positive environment for your kids. I’m also pet friendly and have taken care of pets in the past! Outside of urban sitter I’m a full time classroom teacher which has helped me be more concious of creating a safe space and helped me take pride in my work with Restorative Justice practices. I hope to hear from you soon!

As of July 2026
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.
285 sitters background checked in Winthrop, MA
4.9 average star rating from total of 593 reviews in Winthrop, MA

"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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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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