
"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.
All babysitters shown here are background checked every year. Learn more.
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!
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.”
I have several years of experience providing reliable babysitting, cat sitting, and house sitting services. My passion for working with children led me to spend this past summer at a daycare clinic, where I gained valuable experience caring for children with autism. This opportunity deepened my understanding of children’s unique needs and reinforced my commitment to fostering a safe, nurturing environment for them. I will always do everything in my power to ensure both children and parents feel comfortable and confident in my care.
“Molly is great! She is reliable and professional. My two children are very different - one is outgoing and extroverted and the other is cautious and slow to engage. Molly intuitively understood what each of them needed and helped them both get comfortable with her. My kids have already asked me when she is coming over again.”
Hello I’m Scarlen! I am a Licensed Nursing Assistant at Massachusetts General Hospital and have six years of experience working with children from 7 months to 14 years old. I am fluent in Spanish and passionate about providing safe, attentive, and nurturing care while building positive connections with children and families. I am certified in Basic Life Support (BLS) and CPR, allowing me to respond quickly and responsibly in emergency situations. I bring patience, creativity, and structure to every environment, helping children feel both supported and engaged with. Outside of work and school, I enjoy traveling, nature, and spending time with my younger siblings. I would be happy to get to know you and your family better and provide support in any way you may need.
“Our two little boys loved Scarlen! She was prompt and communicative, very positive and kind with the boys, and she was playful while in control. They took to her instantly and got to bed without issue. She’s a wonderful sitter!”
Hello! My name is Star and I have been described as a positive, patient, and attentive caregiver. I am a recent graduate of the University of Massachusetts Amherst with my bachelors degree in horticultural science with a business focus. I have worked with Children in many summer camp settings, including two summers at Amherst recreation as a lead counselor. I have also spent much of my young adult adulthood babysitting, taking care of children from ages 2 to 14. I am currently a afterschool teacher at Baker elementary school working with kids from grades one to six. I am reliable and can do household tasks like laundry, cooking, and basic cleaning.
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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