
"Amina came and helped us out when our babysitter canceled last minute. She was great with our kids. Even our 11 month old son who has stranger anxiety warmed up to her."
Marie C., parent

Need a sitter on short notice? Winchester families find trusted, background checked babysitters on UrbanSitter.
Looking for jobs? Apply here.
Families in Winchester use UrbanSitter for last-minute date nights, schedule changes, backup care, and same-day babysitter needs.
51 available today | Avg hourly rate: $24.47/hr
All babysitters shown here are background checked every year. Learn more.
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.

As of October 2026
Babysitters on UrbanSitter are background checked every year, with every profile individually reviewed by our Trust and Safety team.
272 sitters background checked in Winchester, MA
4.9 average star rating from total of 584 reviews in Winchester, MA

"Amina came and helped us out when our babysitter canceled last minute. She was great with our kids. Even our 11 month old son who has stranger anxiety warmed up to her."
Marie C., parent

"She was so flexible and came last minute to help out. The house was really neat when I got home and both kids were asleep. Two thumbs up!"
Jenny S., parent

"Thrisa was amazing! Came over last minute and took amazing care of our 11 month old - including bedtime - she's coming back tomorrow :)"
Jesse D., parent

Submit a request to hear from available sitters.
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.

Submit a request to hear from available sitters.
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.
In most cities, average response time for last-minute requests is under two minutes.
See which babysitters have been hired by parents at your child's school, preschool, or neighborhood in Winchester.
Every babysitter clears an annual background check, offering peace of mind even on short notice.
See parent reviews, repeat families, and average response times to find the right fit fast.
Ideas and strategies for when your plans change and you need a sitter.
See average babysitting rates by city and across the country.
A quick printable card to leave with your sitter in case something unexpected comes up.