
"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.
Looking for jobs? Apply here.
Meet infant babysitters Winchester families trust, with parent reviews, background checks, and detailed profiles.
Looking for jobs? Apply here.
Families in Winchester use UrbanSitter for date nights, newborn care, overnight babysitting, and last-minute infant sitters.
All babysitters shown here are background checked every year. Learn more.
Hello there, families! Here is a bit about myself I am a 26 year old former certified infant and toddler teacher! I have my CPR and First Aid up to date. I have been working with children for the last 11 years outside of the daycare setting. Doing things such as nannying and internships! I have worked in the daycare setting for the last 5 years gaining tons of experience for working with children infants-preschool age. I hope to hear back from you!
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.”
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.
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
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.
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.