
"Savannah was very sweet playing with our infant. He was very happy taking a bottle from her, going on a walk, and reading a book."
Talia L., parent

Meet infant babysitters Winchester families trust, with parent reviews, background checks, and detailed profiles.
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Families in Winchester use UrbanSitter for date nights, newborn care, overnight babysitting, and last-minute infant sitters.
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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!
Hi! My name is Evie, and I’m a college student at Boston University majoring in Fine Arts. I have over 5 years of experience as a babysitter and pet sitter, I am certified in First Aid and CPR and strive to create a safe, engaging, and positive environment for every child I care for!
Hi! My name is Sam, and I have over 10 years of experience caring for children of all ages — from infants to pre-teens. I’m passionate about creating a fun, safe, and nurturing environment where kids can learn and grow. I’m dependable, patient, and love engaging kids through crafts, reading, and outdoor activities. My goal is always to make sure your children feel happy, supported, and secure while you’re away.
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.
Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team. See reviews from Winchester parents before you book.

"Savannah was very sweet playing with our infant. He was very happy taking a bottle from her, going on a walk, and reading a book."
Talia L., parent

"Leanna was very sweet and good with our daughter. She played with her, changed her diaper, fed her and all the good things that a newborn needs."
Rachel M., parent

"Was our first time leaving our newborn with a sitter. Emily's calm demeanor put us at ease when we left, and she was great about sending us updates."
Andrea Z., parent

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Browse profiles and read parent reviews for free.
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.
See infant babysitters connected to families in your Winchester neighborhood. Know who nearby parents rely on for infant care.
Detailed profiles show each babysitter's infant experience, listed skills, certifications, and qualifications.
Read reviews from local families who have trusted their infant with a sitter. See which babysitters are repeat favorites.
Every babysitter completes an annual background check, and every profile is reviewed by our Trust and Safety team.
Tips for easing your baby into care with a new nanny or sitter.
Average babysitting rates in Winchester and across the country.