
"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.
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Families in Winthrop use UrbanSitter for date nights, after school help, and last-minute babysitting.
52 available tonight | Avg hourly rate: $24.55/hr
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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!
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!”
Hi =) My name is Keaisha or as many of the children/families I’ve cared for call me Kia =) I'm a former certified primary toddler/preschool teacher at Bright Horizons at Biogen. I am currently a Special Education English Paraprofessional at Excel High teaching grades 9, 11, and 12 in the Special Education department. I am also a college graduate from UMass Boston with a bachelors in psychology. graduated previously from Bunker Hill Community College with 2 degrees; one is a certificate in Early Childhood Development/Education and the other is an Associate in Liberal Arts. I am CPR and First Aid certified. I am also EEC Certified to teach infant, toddler and Preschool students as well as have 2 years experience teaching K-Prep (previously known as Pre-K) students. I started teaching in 2009 when I was still in high school teaching Pre-K kids so i have plenty of experience around that age group. I also have experience with preemies, have the knowledge and experience implementing Infant/toddler/preschool curriculum that support the child’s cognitive, social/emotional, language, fine and gross motor skill development. I have 2 dogs and a cat so I love animals! Proud fur mama! I have plenty of recommendation letters from other parents and families that I have helped raise from 8 week old infants to preschool and have taught their children available upon request. I love caregiving because I love helping and providing mommies and daddies with a sense of relief while also helping them engage and advance their children’s development while they grow.
I am in New York City for the summer in the middle of my MSW program at Simmons University. I have extensive experience working with children in a variety of capacities (school counselor, teacher assistant, afterschool assistant, ABA assistant therapist, school social work intern, babysitter) I am a somewhat recent graduate from Boston College with an Applied Psychology and Human Development B.A. I am currently pursuing my MSW at Simmons University and am looking to help families with occasional or part-time babysitting, pet sitting, or other services. If you would like to discuss more, I can forward my resume and/or references. I would love to hear from you :)
Hi families! I’m a former au pair and professional nanny of 4 years. I have 900+ verified hours as a volunteer at a daycare in South Africa. I’m a quick learner and can easily adapt to new routines and responsibilities. I do have a valid driver’s license with driving experience in all weather conditions and different car types. I am comfortable around small dogs and friendly cats. I am comfortable with light house cleaning(light sweeping, dishes, light laundry, tidying up) and can assist with homework. I am a bit silly and fun but always within reason. If needed I can whip up quick meals too!

As of October 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.
256 sitters background checked in Winthrop, MA
4.9 average star rating from total of 582 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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