Sittercity home

Find a Babysitting Job in Winnetka, IL

Search for jobs, message families, and build a career you love—all for free

120 Babysitting Jobs Found

  • $18–22/hr
  • Chicago, IL • 13 miles away

Looking for a reliable babysitter for my...

  • 1 child
  • Babysitting
  • S

One-time

Start date: 09/28

3:30pm - 7:30pm (flexible)

We seek a responsible babysitter for one infant starting on September 28, 2025. The job will start at 3:30 PM and end at 7:30 PM, with flexibility in start time. Duties include feeding, changing, and providing care for the child, ensuring a safe and nurturing environment. Previous experience with... More

  • $18–22/hr
  • Chicago, IL • 9 miles away

Experienced Babysitter Needed for 4 Young...

  • 4 children
  • Babysitting

Occasional

On an as-needed basis

We’re looking for a babysitter to help with our four children, including an infant and a toddler. Experience with multiple children is important, and we also need someone familiar with special needs.

The start date is flexible, but we prefer someone who can begin around October 14, 2025. You will... More

  • $18–22/hr
  • Chicago, IL • 9 miles away

Babysitter Needed for 2 Infants and...

  • 2 children
  • Babysitting
  • M

One-time

Start date: 10/20

5:00am - 1:00pm

Hello sitters! We need a reliable babysitter to help with our two children, aged infant and toddler. The job starts on October 20, 2025, from 5:00 AM to 12:30 PM.

You’ll prepare meals, change diapers, and engage in playtime activities that spark their imaginations. Experience with special needs is... More

  • $15–19/hr
  • Chicago, IL • 17 miles away

Seeking a reliable sitter with a car for...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hi! We’re looking for a babysitter for our toddler starting on September 30, 2025. The job involves supervising playtime, preparing snacks, and engaging in age-appropriate activities. You will also need to have your own car to take our child for outings or appointments if needed. We want someone who... More

  • $15–19/hr
  • Chicago, IL • 16 miles away

Seeking Babysitter for Two Young Children...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We’re looking for a reliable babysitter for two children, an infant and a toddler. You should have your own car and experience with multiple young children. The job starts on September 30, 2025. Your main duties include supervising playtime, preparing meals, and ensuring the children’s safety. You... More

  • $15–19/hr
  • Chicago, IL • 17 miles away

Babysitter Needed for One Toddler from...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hi there! We’re looking for a babysitter to start on September 30, 2025. The job involves looking after one toddler. You'll need to engage in fun activities, prepare simple meals, and ensure a safe environment.

Having a car is a must, as you may need to run errands or take our child to local... More

  • $15–19/hr
  • Chicago, IL • 16 miles away

Seeking Babysitter for Two Young Children...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hi! We’re looking for a babysitter to help with our two children, ages infant and toddler. The start date is September 30, 2025. You should have multiple years of experience and a reliable car for any activities or outings. Your day will include playing, feeding, and ensuring a safe environment. We... More

  • $15–19/hr
  • Chicago, IL • 17 miles away

Babysitter Needed for One Toddler with Car...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We’re looking for a responsible babysitter to help our family starting on September 30, 2025. The job focuses on one toddler, so you'll keep the child engaged with activities and provide a safe play environment. You need to have a car for local outings and emergencies. Responsibilities include meal... More

  • $15–19/hr
  • Chicago, IL • 17 miles away

Needed: Babysitter with a Car for One...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We want a reliable babysitter for our toddler. You will watch our child, engage them in fun activities, and help with meals and naps.

A car is necessary for playdates or trips to nearby parks. The start date is September 30, 2025.

You should be friendly, patient, and able to manage a flexible... More

  • $15–19/hr
  • Chicago, IL • 9 miles away

Looking for a babysitter to watch 2...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hi! We want a reliable babysitter for our two toddlers starting on September 27, 2025. Your main tasks will include supervising playtime, preparing simple snacks, and helping with nap routines. You’ll engage with the children through games and activities that support their development. We need... More

  • $15–19/hr
  • Chicago, IL • 16 miles away

Seeking Babysitter for 2 Children,...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We’re looking for someone to help watch our two kids, an infant and a toddler. You should have experience with multiple children and a reliable car for outings.

The position starts on September 30, 2025. Your daily tasks will include feeding, changing diapers, and organizing fun... More

  • $15–19/hr
  • Chicago, IL • 17 miles away

Babysitter needed for toddler; must have a...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Could you help us? We need a dependable babysitter for our toddler. The job starts on September 30, 2025. You must have a car to drive to our home. Your main tasks include playing with our child, preparing simple meals, and ensuring a safe environment. You will help with nap time and keep our little... More

  • $15–19/hr
  • Chicago, IL • 17 miles away

Reliable Babysitter Needed for Toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We need someone to watch our toddler starting September 30, 2025. The job involves playing games, reading stories, and preparing simple meals. You’ll help with nap time and keep the child safe during activities.

You must have a car for occasional outings. This position is for one... More

  • $15–19/hr
  • Oak Park, IL • 16 miles away

Babysitter Needed for Two Toddlers on...

  • 2 children
  • Babysitting
  • S

Weekly

12:30am - 4:30am

Hi there! We need a dependable babysitter for our two toddlers. You'll watch them on Sundays from 12:30 AM to 4:00 AM, starting September 24, 2025. A car is required for this role. Responsibilities include keeping them safe, playing games, and handling bedtime routines. We're looking for someone who... More

  • $15–19/hr
  • Chicago, IL • 18 miles away

Seeking Babysitter for Three Young Kids...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We’re looking for a compassionate babysitter to help with our three young children, aged toddler and infant. You will engage them in play, read stories, and help with basic routines such as feeding and nap time.

Multiple experience with young children is essential. The position starts on October... More

Babysitting FAQ

Jump to Top

Today only! Save up to 50% on a
Sittercity Premium membership.

Register now