
"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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Families in Winnetka turn to UrbanSitter for wedding and special event babysitting.
35 available tonight | Avg hourly rate: $22.75/hr
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Looking for date night families and part time summer jobs. . I have decades of experience working with children of all ages and am a certified teacher. I am known as dependable, fun, and caring. I am great at telling stories, reading books, doing crafts, trips to the park, and singing children's songs. I am a mom of two sons as well as a certified teacher and tutor.
“Edith was wonderful! From the moment she arrived, she made my daughter laugh and feel comfortable. She brought such a warm, positive energy and connected with her right away. Edith also made sure bedtime went smoothly and got her to sleep right on time. I really appreciated her calm and caring presence.”
Hi, UrbanSitter families! 👋 I’m a lifelong Chicago-area resident, mom of three, and a trusted, experienced caregiver who truly loves working with kids of all ages. I’m a non-smoker, fully COVID-vaccinated and boosted, and I prioritize safety and reliability in everything I do. Caring for children has always been a huge part of my life. I’ve been a paid babysitter since my teens, am the oldest of six siblings, and spent 10 years as a Girl Scout leader—planning activities, leading overnight camping trips, and even international travel! While a GS leader, I maintained annual infant/child CPR and First Aid certification for a decade. Families describe me as punctual, dependable, calm, and creative. I love doing crafts, imaginative play, and reading. I’m always happy to help with meals and leave your space clean and organized after our time together. I have extensive experience with infants, toddlers, school-age children, and multiple siblings. I was state-registered as a respite caregiver for children with special needs for several years, and currently provide ongoing mentorship and care for a teen on the autism spectrum. Availability: I’m looking to support families during evenings and weekends. I have a standing commitment with another family on Sunday mornings but am available weeknights and most weekend days and evenings. A little more about me: I’m an art enthusiast, knitter, runner, and problem-solver. I’m happy to share access to my (privacy-protected) social media accounts so you can get to know me better, and I always welcome a call or Zoom chat before booking to be sure we’re a great fit. Booking details: • Mon–Thurs: 2.5-hour minimum • Fri–Sun: 4-hour minimum • Cancellations: – Less than 12 hours’ notice: 50% of booking – Less than 4 hours’ notice: 100% of booking I’d love to get to know your family and be a caring, dependable part of your village 💛
Hi there! My name is Emily and I am currently a student at Northeastern Illinois University! I am an undergrad student specializing in social work while working as a part-time sitter/house manager. I love children and have always found my way into many children’s hearts. I have previous baby sitting experience as well as years experience working with the Chicago Park District as recreational leader for their play camp program that gave me the opportunity to work alongside 20 amazing children from the ages of 4-5 in the community. Being a camper myself when I was younger I learned the importance of having the people around children teaching them values and Influencing them in the right ways. I am a very creative person in my free time and always like to have a good time! Arts and crafts are a speciality of mine! Plus knowing about the latest toys for the kiddos!
Hi there! I am Blanca and I have had a passion for school and education ever since I was in kindergarten! I recently reconnected with some family after 17 years and turns out I have nieces and nephews, so I decided to take a break from teaching to travel often and spend time with them. While I am enjoying living life as a lady of leisure when back in town, I do miss working with younger children, so I am looking for occasional/one-time babysitting jobs where I can help out parents and have fun-filled days with children. I am a graduate of Dominican University, where I studied elementary, ESL, bilingual education, and translation & interpretation. I have experience working as a high school and elementary teacher, K-12 substitute teacher, teacher’s assistant, daycare center lead teacher, and camp teacher; as well as babysitting from months-old babies to teenagers. I am very patient, caring and attentive. I began my paid experience babysitting for my former teachers and employers, who then referred me to their friends and they to theirs, and so on, so I’ve become an occasional sitter for several families while I’m not teaching, but this year I am looking for occasional jobs to make better use of my time until the next school year starts. I love anything puzzle-related; I’m a pro at hide-and-seek, and can do arts and crafts out of anything! My music taste range is insane! I also haven’t owned a tv in over 8 years, so I never resort to screen time… unless your child turns it on and I can’t figure out how to turn it off for a few minutes. In my spare time, I enjoy nature, music, brain teasers, origami, and cleaning, to name a few things. Fun fact: I can drive and ride a motorcycle, but I have yet to learn to ride a regular bike!
I am an ECE major and infant nanny with a passion for the littles! I found an introduction into this path working as a babysitter for my infant and toddler aged nephews and cousins in highschool. While in school to obtain my bachelor’s, I have worked in clinics, in home, and middle school doing ABA therapy, and as a lead teacher in a preschool. I love spending time at the beach, enjoying nature, or watching movies and cuddling with my two cats. I am comfortable feeding, changing, preparing meals for children, helping with academicsㅤ, light household work for children such as laundry, and assisting to care for pets in the home.
“Summer was wonderful! We would love to have her over again.”

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.
794 sitters background checked in Winnetka, IL
4.9 average star rating from 4,822 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.