
"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

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Hi! My name is Olivia and I'm currently a graduate student at Simmons University. I am offering child care and household services. I've worked as a teaching assistant in several elementary schools and have worked specifically with children with special needs. I worked as an assistant teacher in Howell NJ with children preschool-kindergarten and 1st-2nd grade for three summers. I also worked most recently as a teacher's assistant in Easton PA for 2nd grade students, tutoring in reading and math. I worked as a teacher in my local church's Sunday school for four years, working with kids between 3rd-5th grade. I love working with kids of all ages and engaging with them in whatever their interests may be! I can offer tutoring in math, history, reading/writing, art lessons, as well as beginner lessons in Latin and Russian. I love arts and crafts, playing sports (especially tennis and dance), and reading. I'm available for household services such as cleaning, running errands, and laundry.
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 :)
Hello! My name is Kathleen, I am a college student here in Boston offering childcare, household, and pet care services. I have a surplus of childcare experience between assistant teaching Dance classes since 2019, head coaching gymnastics for 3 years, and the past three summers I have been an overnight camp counselor. I have worked with kids from ages 4-15 between all three positions. I have a sufficient experience with house and pet sitting. Please feel free to reach out with any questions!
I am college student here at Fisher College looking to help out on my free time. I was a preschool teacher for 1-3 year olds during the summer and I loved working and teaching them. I also have a passion for animals and my whole life I have lived and grown up with dogs and cats. I have a dog named Maia and a cat named Beatrice so any help needed with pets are my expertise. I am very passionate about what I do and want to always provide the best support and help for any client or parents (pet parents too!).
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.

As of November 2026
Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team.
264 sitters background checked in Winchester, MA
4.9 average star rating from 633 reviews in Winchester, MA

"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

"Caitlin was awesome and jumped right in to chaperone four girls (10, 9, 8 and 6) at a family wedding (they were bridesmaids) and she was very helpful with the event as well as taking them home and putting them to bed."
Lila P., parent

"McKenna was great with our 3 year old son! She came prepared with a box of fun activities and handled playing, dinner, and bedtime seamlessly... and it was all at our hotel while we were in town for a wedding. Thank you McKenna!"
Catherine B., 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.
Share the wedding date and babysitting details, then hear from available sitters. Review your options and hire only if you find the right fit.
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