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Find a Babysitting Job in Winchester, MA

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127 Babysitting Jobs Found

  • $15–20/hr
  • Norwood, MA • 19 miles away

Before School - Part Time Sitter needed!

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

Weekly

6:00am - 8:00am (flexible)

Hi! I am Iren and Aedan is my 5 year old Son. He will go to Willet School this Fall. We are looking for a sitter who can take him to school.

Drivr the Child to school. Must know how to drive and no car accident history.

The schedule will be 4x a week. Schedule will be given 6 weeks before.

  • $25–35/hr
  • Wellesley Hills, MA • 11 miles away

Caregiver Needed for Two Children After...

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

Weekly

1:00pm - 6:00pm

We need a reliable babysitter for two children, ages preschool and elementary. The job starts on September 1, 2025, and runs from 1:00 PM to 6:00 PM, Monday through Friday. Responsibilities include supervising playtime, helping with homework, and preparing simple meals. The ideal candidate has... More

  • $27–30/hr
  • Waban, MA • 10 miles away

Part time after school sitter for two...

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

Weekly

2:00pm - 7:00pm (flexible)

We are a loving family of 4 who live in waban. We have a 6 year old girl and 4 year old boy.

We are in search of a nanny to pick up and be with our two children after school. Ability to drive the children to afterschool activities and playdates is part of the role. Role would also include making... More

  • $10–27/hr
  • Wilmington, MA • 7 miles away

Caring Babysitter Needed for Toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

I am the father to a 2-year-old boy seeking a caring babysitter for my little son. In need of someone who will watch and engage my child in fun activities, including reading and playtime. Please help to ensure a safe environment and supervise during mealtimes. Help with basic routines like naptime... More

  • $25–36/hr
  • Hingham, MA • 20 miles away

Reliable Babysitter Needed for Infant with...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We need a reliable babysitter for our infant starting from July 21, 2025, with some flexibility in the start date. The sitter cares for one child, ensuring safety, comfort, and engagement through age-appropriate activities. Responsibilities include feeding, changing diapers, and playing. The ideal... More

  • $25–28/hr
  • Revere, MA • 8 miles away

Looking for occasional date night babysitter

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We seek a reliable babysitter for two children, an infant (7 months) and a preschooler (3yr). We are looking for someone who is available 1 or 2x a month on a Friday or Saturday night for the occasional date night. Experience with infants and preschoolers is preferred. Good communication and a... More

  • $27–31/hr
  • Allston, MA • 7 miles away

Caring Babysitter Needed for Preschool...

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

Weekly

2:30pm - 8:30pm

We are looking for a reliable babysitter for our preschool child. The job starts on September 1, 2025, and runs from 2:30 PM to 8:30 PM, Monday through Saturday. The babysitter will engage our child in age-appropriate activities, provide snacks, and ensure a safe environment. A valid driver's... More

  • $16–24/hr
  • Waltham, MA • 7 miles away

Caregiver Needed for Infant on Wednesdays...

  • 1 child
  • Babysitting
  • W
  • T
  • F

Weekly

7:00am - 5:00pm

We need a babysitter for our infant starting on July 19, 2025. The hours are from 7:00 AM to 5:00 PM on Wednesdays, Thursdays, and Fridays. The babysitter will care for one child, including feeding, changing, and supervising playtime. A reliable car is required for potential outings. The babysitter... More

  • $16–25/hr
  • Revere, MA • 8 miles away

Part-Time Babysitter Needed for Preschool...

  • 1 child
  • Babysitting
  • M
  • W
  • F

Weekly

5:00pm - 7:00pm

We seek a responsible babysitter for our preschool-aged child. The job starts on August 18, 2025, from 5:00 PM to 7:00 PM on Mondays, Wednesdays, and Fridays. The babysitter will engage our child in play, assist with snacks, and ensure a safe and nurturing environment. The ideal candidate is... More

  • $15–22/hr
  • Newton Center, MA • 10 miles away

Babysitter Needed for Two Elementary...

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

Weekly

12:00pm - 7:00pm (flexible)

We seek a dedicated babysitter for two elementary-aged children, starting on August 27, 2025, with flexibility on the start date. The schedule is Monday through Friday from 12:00 PM to 7:00 PM. Responsibilities include assisting with homework, preparing snacks, and ensuring safety driving them from... More

  • $29–35/hr
  • Dedham, MA • 14 miles away

Seeking occasional Babysitter for 2yo Toddler

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We're looking for a caring and reliable babysitter for our 2 year old son to help out with the occasional weekend/evening date night. Our son loves books, spending time outside, and anything to do with trains and construction vehicles.

We'd love to find someone is interested in early childhood... More

  • $22–32/hr
  • Groveland, MA • 22 miles away

Caring Babysitter Needed for Three...

  • 3 children
  • Babysitting
  • S

One-time

Start date: 08/24

2:00pm - 9:00pm

We seek a reliable babysitter for three children aged 10 months to 3.5 years old for a family wedding in Groveland, MA. The job starts on August 24, 2025, from 2:00 PM to 9:00 PM. Responsibilities include supervising playtime, preparing snacks, and ensuring a safe environment. The candidate must... More

  • $20–28/hr
  • Andover, MA • 14 miles away

Flexible Babysitter Needed for One...

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

Weekly

3:00pm - 8:00pm (flexible)

We seek a reliable babysitter to care for our preschool child from August 8, 2025, on weekdays, Monday to Friday, from 3:00 PM to 8:00 PM. Responsibilities include supervising play, preparing snacks, and assisting with bedtime routines. The ideal candidate has a valid driver's license and a car for... More

  • $23–29/hr
  • Ipswich, MA • 22 miles away

Caring Babysitter Needed for Infant from 3...

  • 1 child
  • Babysitting
  • S
  • M

One-time

Start date: 10/05 - 10/06

3:00pm - 12:00am

We need a babysitter for our infant starting on October 5, 2025, from 3:00 PM to 12:00 AM. The babysitter will care for one child, ensuring their safety and comfort. Responsibilities include feeding, diaper changing, and providing playtime, and conducting bedtime routine. The babysitter will also... More

  • $25–29/hr
  • Southborough, MA • 23 miles away

Babysitter Needed for Two Preschool...

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

Weekly

2:30pm - 5:30pm (flexible)

We need a reliable babysitter for two preschool-aged children starting on August 25, 2025. The schedule is flexible, but the hours are from 2:30 PM to 5:00 PM, Monday through Friday. The babysitter will supervise play, prepare snacks, and assist with activities. A car is required for preschool... More

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