Winchester families count on UrbanSitter for same-day emergency child care. In most areas, average response time for urgent needs is under two minutes.
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Families in Winchester turn to UrbanSitter for emergency and same-day babysitting.
Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team. Learn more.
Hi! My name is Rachel (Ray) and I am 21 years old. I go to Northeastern as a Psych/Human Services student. I have worked at Perkins School for the Blind in special education as a teacher’s assistant for a little over a year with teenagers and young adults. I also have been a volunteer tutor with elementary aged kids for a little over two years. I love art and music (I have a guitar I love to bring), sensory, getting energy out and being silly.
Hi families! I'm Aniyah, and I'm currently looking for part-time babysitting position. I'm a certified babysitter with First Aid, CPR, and BLS Certifications, and I truly enjoy working with children - whether that's helping with homework, planning fun activities, or keeping routines smooth and stress-free for parents. I also handle Lighthouse cleanup and meal preparation. I'm responsible, patient, and big on safety and communication. My availability is Monday, Wednesday, and Thursday from 12-6, and I'm open to recurring or Occasional positions or speaking about different times. Please feel free to reach out if you're looking for a sitter and have any questions. Thank you 😊!
Hello, I am Maliyah. I am 20 years old. I just moved to massachusetts in early November of 2025. I am originally from new york. I worked as a teaching assistant back in New york. I also am the eldest siblings with the age gap being over 10 years. I’d say i have lots of experience with different ages between 2-15. I am excited to start working with you.
I’ve worked as a pre-k teacher for the past 4 1/2 years, frequently babysit and used to have 2 nannying jobs. I’m pretty decent with special needs kids and have worked with them before. I have been CORI checked, have no criminal background and am CPR, First aid and teacher certified. I’m playful and creative with children and encourage learning, boundaries, playing pretend, creativeness, and just fun all around! I am experienced, ambitious, organized, a good listener, / great rule/boundary follower, and kind, respectful, accommodating, outgoing and energetic. I’ve mainly only watched children but have also watched pets before. I have no experience watching seniors but am willing to learn and do it. I’ve also never house-sat but am again, willing to and am very responsible and great at cleaning and taking care of things and keeping it in check. I have a background with psychology and social work from college so I’m very good at reading children’s heads and understanding their personalities. I am also very protective of them because of my schooling in social work so I know how to watch and take care of them. I am currently going to college for nursing and am doing multiple interviews for more teaching positions at other schools because I recently got laid off because there was too many staff members.
Hi! I’m Adelaide, a senior majoring in Biochemistry and Molecular Biology at Belmont University. Originally from Quincy, IL, I grew up as the oldest of four sisters, and caring for them has always been a big part of my life. Alongside babysitting for other families, I’ve developed a strong background in childcare and responsibility from a young age. In addition to my family experience, I worked as a caregiver for two years during my sophomore and junior years, gaining hands-on experience caring for individuals across a wide age range. This work has deepened my understanding and appreciation of compassionate, attentive care for people of all backgrounds and needs.
All UrbanSitter babysitters are background checked every year. Profiles are individually reviewed by our Trust and Safety team.
"We were incredibly grateful that Maya was able to help us out with a last-minute childcare emergency. She matched our 9-year-old's energy with arts & crafts, some quiet reading, and a walk around the neighborhood. We'd have Maya back in a heartbeat!"
Hillary S., parent
"We used Tania for a last minute emergency. She responded very quickly. My daughter seemed to enjoy herself. My son napped most of the time. I enjoyed how she kept me updated by text."
Theresa M., parent
"Hannah was awesome. Went above & beyond to help me with a last minute emergency. She was really sweet & great with my 16mo old. Highly recommend!!"
Lauren D., parent
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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.
See which babysitters have been hired by parents in your Winchester neighborhood, school, or parenting group.
Average response times for last-minute requests are under two minutes in most areas.
Every babysitter completes an annual background check, offering peace of mind when you need it most.
Read reviews from local families, see repeat family counts, and compare profiles before you choose.
Ideas for when there is an emergency and you need a sitter today.
A printable card to leave with your sitter in case of an emergency.
