Sittercity home

Find a Babysitting Job in Cheshire, CT

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

63 Babysitting Jobs Found

  • $20–25/hr
  • Meriden, CT • 6 miles away

Experienced Multi-lingual Babysitter...

  • 1 child
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

9:00am - 1:00pm (flexible)

We need a babysitter for one pre-school child starting on April 30, 2026, with a flexible start date. The schedule includes Monday to Friday from 9:00 AM to 1:00 PM. Experience with special needs children and multiples is required. You will be responsible for providing a safe and engaging... More

  • $25–30/hr
  • New Haven, CT • 13 miles away

Experienced sitter needed for toddler +...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hi! We’re looking for an experienced, dependable sitter for our two boys: William, our toddler, and Reece, our infant, on Wednesday, April 29 from 8 AM–4 PM. I may be in and out of the house during the day, but won’t hover — we need someone comfortable taking the lead. William is potty training, and... More

  • $19–20/hr
  • West Haven, CT • 16 miles away

Reliable Babysitter Needed for Two Kids...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a reliable babysitter for two children, one elementary age and one toddler. The start date is flexible, but we aim for May 1, 2026, at 7:00 PM. You should have your own car for transportation. Your responsibilities will include engaging the kids in fun activities, ensuring their... More

  • $19–20/hr
  • West Haven, CT • 16 miles away

Seeking Reliable Babysitter with Car for...

  • 1 child
  • Babysitting
  • M
  • W
  • F

Weekly

5:00am - 9:00am (flexible)

We need a babysitter for our elementary-aged child starting on May 6, 2026. The schedule is flexible, but generally includes Fridays, Mondays, and Wednesdays from 5:00 AM to 9:00 AM. You should have your own car to help with transportation as needed. Your main tasks will include engaging with our... More

  • $22–24/hr
  • Hamden, CT • 6 miles away

Seeking babysitter for two young children...

  • 2 children
  • Babysitting
  • S
  • M
  • W
  • T
  • F
  • S

Weekly

10:00am - 6:00pm

We want a babysitter for our two children, aged toddler and preschool. This position starts on May 1st, with hours from 10:00 AM to 6:00 PM. The schedule includes Sunday, Monday, Wednesday, Thursday, Friday, and Saturday. You will engage the children in fun and educational activities, prepare meals,... More

  • $22–33/hr
  • West Hartford, CT • 20 miles away

Afternoon Nanny For 2 Children | Mon To...

  • 2 children
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

12:00am - 5:00am (flexible)

We're a friendly family looking for a warm and dependable nanny for our two kids, a curious 2-year-old boy and an bright 6-year-old girl with ADHD. You'll pick our daughter up from the bus stop a few houses away, keeping her engaged until our toddler comes home from daycare. Our toddler has a nut,... More

  • $23–27/hr
  • New Haven, CT • 12 miles away

Hiring a babysitter for one child with...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello! We're looking for a babysitter for our elementary-aged child starting July 6th- July 11th . The ideal candidate has experience with special needs and can provide supportive and engaging supervision. You will help with daily activities. Also, I’m getting a grant through DDS for this service so... More

  • $21–25/hr
  • Newington, CT • 16 miles away

Seeking Reliable Babysitter for Two Kids...

  • 2 children
  • Babysitting
  • T
  • W
  • T

Weekly

3:30pm - 4:30pm (flexible)

We need a responsible babysitter to care for two children aged elementary and junior-high. You will supervise activities, assist with homework, and ensure safety. The schedule is flexible, starting April 25, 2026, with hours from 3:30 PM to 4:30 PM on Tuesdays, Wednesdays, and Thursdays. You must... More

  • $16–20/hr
  • Hartford, CT • 20 miles away

Babysitter needed for three children, ages...

  • 3 children
  • Babysitting
  • M
  • W
  • T

Weekly

7:00am - 5:00pm

We're looking for a reliable babysitter to watch three children ages preschool, elementary, and middle school on Mondays, Wednesdays, and Thursdays. The job starts on June 15th and runs from 7:00 AM to 4:30 PM.

You will help with homework, prepare snacks, and engage the children in fun activities.... More

  • $20–26/hr
  • Cheshire, CT • Less than a mile

Seeking babysitter for two children, ages...

  • 2 children
  • Babysitting
  • S

One-time

Start date: 05/03

5:00pm - 9:00pm (flexible)

We're looking for a babysitter for two children in preschool and elementary. The job starts on Sunday, May 3rd at approximately 5:00 PM, ending at 8:30 PM.

The sitter will supervise activities, and provide available snacks if needed. Safety is a priority, so maintaining a safe space is essential.... More

  • $21–22/hr
  • Waterbury, CT • 6 miles away

Seeking Experienced Babysitter for Toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We seek a babysitter for our toddler starting on or after April 24, 2026. The ideal candidate has special needs experience and is comfortable around pets. You should have experience caring for multiple children and possess your own car for transportation. Responsibilities include providing a safe... More

  • $23–28/hr
  • Madison, CT • 21 miles away

Babysitter needed for 2 kids, ages...

  • 2 children
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

3:00pm - 7:00pm (flexible)

We're looking for a reliable babysitter for our two children, ages preschool and elementary. The job starts on April 27th, with a flexible start time of 3:00 PM and ends at 7:00 PM, Monday through Friday. You must be comfortable around a cat, as we have one at home. Your main duties will include... More

  • $23–27/hr
  • Ansonia, CT • 14 miles away

Looking for a reliable babysitter for my...

  • 1 child
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

6:30am - 8:30am

We're looking for a responsible babysitter for our elementary-aged child. The schedule is from April 27th, Monday to Friday, starting at 6:30 AM and ending at 8:30 AM. You will prepare light meals, help with morning routines, and ensure our child gets ready for school. You should engage in fun,... More

  • $20–25/hr
  • Torrington, CT • 24 miles away

Babysitter needed for two children,...

  • 2 children
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

8:00am - 3:00pm

Hello! We’re seeking a babysitter for our two children, ages infant and toddler. The position starts on May 4th and runs from 8:00 AM to 3:00 PM, Monday through Friday.

The ideal sitter speaks Spanish and can engage with the children in a fun and supportive manner. Daily tasks include feeding,... More

  • $25–26/hr
  • Durham, CT • 12 miles away

Babysitter needed for toddler with a car,...

  • 1 child
  • Babysitting
  • M
  • T

Weekly

8:00am - 4:00pm

Hello, sitters! We need a babysitter for our toddler starting April 27th, from 8:00 AM to 4:00 PM on Mondays and Tuesdays. This position requires someone who has a car and is comfortable with pets, as we have a medium mixed breed dog at home. You’ll spend time with our child, engaging in playful... More

Babysitting FAQ

Jump to Top

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

Register now