Top Winnetka sitters can earn up to $600/wk PT

Hi there - My family and I are looking for housekeeping help, to start June 2026. Looking to start with 20-25 hours to start, ideally in… more

Full-Time Nanny/House Manager Location: Winnetka, IL Schedule: Monday - Thursday, 7:30 a.m. - 6:00 PM, guaranteed 42 Hrs. Are you an… more

We'd love help after school on a few days (Tuesday, Thursday, and maybe some Wednesdays), and also: We have a few random weeks in July and… more

Looking for a babysitter near the North Shore for my son J. Primarily looking for someone who can pick him up from school and take him to… more

Seeking a nanny near Winnetka for 1 infant. Exploring all needs right now from one-off needs, to day time, to possible night nurse needs as… more

Looking for someone to teach my 5-year-old son Spanish at our home in Winnetka! We are flexible about days and times. Thank you!

Need daily pick up from school. Bring home, feed and wait for parents to get home by 5 p.m. If able to meal prep before picking up kids at… more

A wonderful family in Winnetka is seeking a full-time nanny to care for their four young children: a 5-year-old, a 2. 5-year-old, and… more

I have 4 children. I am looking for a nee nanny for our older 2 children as we have a FT nanny for our 15-month-old twins. My son will be… more

Our housekeeper of several years is retiring. She was a wonderful part of our family and very good with our dogs and cat! Searching for a… more

I am looking for a sitter for my two kids over the summer. It would be mostly half days as they are in camp for half days most weeks. Please… more

Looking for a full-time nanny for 3 kids (2/4/6yo). We are looking for a fun, energetic person to help our family. Someone who is flexible… more

Hello. We are interested in a Nanny / House Manager to both help with our 2 children and also help manage our household. The ideal candidate… more

We need a part-time nanny for our 3 children in Winnetka starting at the end of March and we're looking now! Some light housekeeping is… more

Looking for someone to assist with graduating senior who needs help with Activities of Daily Living and planning out day / week / month as… more

**Please only reach out if you are looking for a daily position, we are not in need of a once a week house cleaner, thank you!!** In search… more

We also have caregivers that come daily from 1:30-7:30 p.m. At times both of them may not be able to work and we are in need of help when… more

We're seeking a warm, responsible, and experienced nanny to care for our adorable 6-month-old son and playful 2-year-old daughter.… more

Join TLC Family Care's Team in Chicago, IL! We're looking for dedicated individuals to provide exceptional childcare and occasional adult… more

We have a super funny, empathetic, bright, highly sensitive 2-year-old girl who needs a buddy to hang out with! She feels very big feelings,… more