
"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.
Looking for jobs? Apply here.
Families in Winnetka turn to UrbanSitter for wedding and special event babysitting.
33 available tonight | Avg hourly rate: $22.75/hr
All babysitters shown here are background checked every year. Learn more.
Hi! I have been working with kids for 15 years. I love playing music and games with the children I work with. I also like to bake and cook teaching the kids valuable skills as well. In the past five years I have babysat children ranging from 6 months old to 12 years old. I nannied and did e-learning/school during the pandemic with a first grader and fifth grader with a range of responsibilities from preparing meals to helping complete classwork to planning activities for the day. I am currently going back to school to be a special education teacher.
“Aileen really helped us out; had a different sitter cancel an hour before and Aileen stepped in quick! Kids had a great time, Aileen was so helpful, and I would definitely have her sit again!!”
Hi, I'm Rebecca. I've spent the past 10 years providing therapy to children with autism in clinical and in-home settings. While I'm still in clinics part-time, I would love to provide childcare as well for those in my community as I finish my Master's Degree in Applied Behavior Analysis. I've been a pet sitter for the last 6 years with Rover/Wag as well. I love to help! I take a very empathetic and whole-child approach to childcare that allows me to build meaningful relationships with clients and their caregivers, as well as trust. My experience with children has allowed me to very effectively multi-task, remain calm under pressure, and use creative problem solving in all situations. I'm happy to cook, clean, or run errands as necessary as well. All pets are a bonus!
I grew up taking care of my little cousins and dogs! I used to work in a nursing home as a wait staff. I am going into nursing for pediatrics. I now own a little black cat named Jasper. I enjoy doing art, reading, and playing outside with kids!
Hi! I’m Michelle, a nursing student currently completing my prerequisites with the goal of becoming a registered nurse. My background in healthcare and education has given me a strong foundation in safety, responsibility, and caring for others. I’m also CNA-trained and certified in CPR/BLS. I have several years of experience working with children of different ages. I previously worked as a support teacher with first-grade students, including children with neurodivergent needs, and as a camp counselor with young children. I also have experience caring for toddlers and creating age-appropriate activities such as crafts, baking, games, and outdoor play. I’m comfortable following routines, preparing simple meals, helping with bedtime, and keeping children engaged in a safe and positive environment. I love caregiving because I enjoy being someone children can feel comfortable and safe around while also helping them learn, explore, and become more independent. I’m patient, attentive, and dependable, and I understand how important it is for parents to have someone they can trust. A little about me: I’m originally from Mexico and speak both English and Spanish. I recently moved to Chicago and love exploring the city, trying new foods, crocheting, baking, and spending time outdoors. I’m currently balancing school with childcare work, so I’m especially interested in part-time and recurring opportunities that fit around my class schedule.
Hi there! My name is Nicole, but you can call me Cole. I recently moved back to the area after six years in Dallas, TX. On top of previous nanny experience, I am a first time mom to a 13 month old baby boy. I am CPR certified and well versed in infant first aid. My nannying experience includes, but is not limited to, children ranging from ages 2 through 15, caring for multiple animals (including reptiles), light to moderate housework and organizing, assisting in personal event planning, perfecting homemade cupcakes, and more. I am very passionate about the outdoors, creating learning experiences, and helping cultivate the village it takes to help families thrive. Professionally, after my last nannying position, I worked in the live music production space as an operations coordinator and received my 200HR Pilates instructor certification with an emphasis on classical reformer Pilates. After becoming a mother myself, I made the decision to revisit family and home management as it was plain to see where my compassion resided the most. Ideally, I will work with families who are open to my son (up to date on age appropriate vax) accompanying me on days my husband travels for work. I have an insured, clean, and safe SUV, a clean driving record, and an infant car seat available to use if needed or desired. I am open to family and home care for all ages. Due to allergies, I am limited to households with maximum one cat. Looking forward to meeting you and your family!

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

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.

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.