
"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

Planning a wedding or attending one in Winnetka? Hire babysitters loved by local families. Browse profiles and see who's available for free.
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Families in Winnetka turn to UrbanSitter for wedding and special event babysitting.
33 available tonight | Avg hourly rate: $22.75/hr
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Hello! My name is Allison, but I also go by Alli. I received a bachelor's and master's degree in Environmental Science, but art is also a large part of my life and I love to encourage creativity along with a love of nature! I live on the northwest side of Chicago with my grumpy senior dog. I am more than happy to help you and your family with homework, cleaning/chores, or meals. I'm also an animal lover and comfortable helping with most pets. I currently work a full-time standard Mon-Fri job (working with trees!) and am looking to supplement my income with occasional jobs or a part time role if it fits. I have used the Urban Sitter app off and on for many years and even worked a full-time nanny position found here for 8 months while I was in transition after grad school, so I'm very familiar and experienced with the work/app. Feel free to reach out to me with any questions!
“Alli is a wonderful sitter. Cheerful, capable, and trustworthy. My son had a great time with her.”
Hi! I am a college student off for summer break and am looking to help out families in the area! I have a ton of experience in childcare from 2 months old to 12 years old. I have worked summer camps and babysat for various families for around 5 years, was an afterschool nanny for a kindergartener one year, worked in a daycare, and last summer nannied full time for a 3 month old. I have CPR/first aid certification and am open to anything! I love playing games and being outside with kids and doing whatever they are interested in. My family also has 2 dogs so I am super comfortable with pets.
Hello, my name is Pia and am currently in school for ultrasound tech. I am offering child care and household services. I have 4 years of experience as a daycare assistant watching over infants, toddlers, and kids (pre-k to 6th grade). I have also been babysitting different families ever since I was 16 years old. I enjoy my responsibilities of taking the kids to the park or the library, driving to/from school, tutoring, making art and crafts, or sing and dance to some music. I also offer light housekeeping services such as cooking, cleaning, laundry, and occasional grocery shopping. If you would like to add more housekeeping services, just let me know-- I will be flexible!
Hi there! I'm Baily. My passion is caretaking. I have babysat for my family and other families for a little over 12 years. I've worked with a range of ages starting at 1-16. I love to incorporate arts and crafts and outdoor time when watching young children. I am able to help with homework, small chores around the house, errands, anything to help out the family I am working with.
Hello I am a college student located near Loyola University Chicago but I have my car as reliable transportation. I’d love to work for your family for a date night or a last minute need. I have 2 summers experience working with large groups of children (ranging between 3mo-12yrs) at Lifetime fitness’s Kids Academy. I also have 2 years experience doing occasional babysitting for families specifically through this app. I have my infant, child, and adult CPR certification along with my first aid certification. I am very creative, so I would love to create fun and engaging activities for your child(ren). Or to just go along with any plans or schedule you have.

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.
795 sitters background checked in Winnetka, IL
4.9 average star rating from 4,823 reviews in Winnetka, IL

"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.
Browse profiles, read reviews from other parents, and pick the babysitter you feel best about. No agency assignments.
Every babysitter completes an annual background check. See bookings, repeat families, and reviews from local parents.
Whether it is a hotel room, a kids' room at the venue, or late-night care, book one sitter or several to fit the plan.