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Find a Babysitting Job in Winchester, MA

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165 Babysitting Jobs Found

  • $24–30/hr
  • Everett, MA • 6 miles away

Everett Behavior Technician

  • 3 children
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

3:30pm - 8:30pm (flexible)

Start a fulfilling journey at ALP, supporting children and teens with autism.
Responsibilities:
- Learn directly from Board Certified Behavioral Analysts how to provide therapy to children and families in need of support
- Teach communication skills, social skills, self-help skills, and play... More

  • $25–32/hr
  • Cambridge, MA • 6 miles away

After School Nanny for Two Little Boys

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

Weekly

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

We live in Cambridge and have two little boys (2 and 5) that get out of school at 3:30 on Monday, Tuesday, Wednesday, and Thursday, and at 1:30 on Friday. We need someone to pick them up and watch them util we get home at around 6:30. They are super playful and joyful, and (generally!) follow... More

  • $22–25/hr
  • Waltham, MA • 5 miles away

After school care for very energetic...

  • 1 child
  • Babysitting
  • T
  • T

Weekly

3:30pm - 6:30pm (flexible)

We are a family of 3 in Lexington looking for an after school sitter for our daughter who loves to do silly things. We are looking for someone with an experience with preschoolers and who can also drive her from her current school to home (5min drive) and engage with her with creative activities.... More

  • $18–25/hr
  • South Weymouth, MA • 22 miles away

2 well-behaved boys ages 5 and 7 need...

  • 2 children
  • Babysitting
  • S

One-time

Start date: 02/07

12:00am - 4:00am

I need a sitter for Saturday night for my 2 boys, ages 5 and 7. They are both well-behaved and mostly entertain and care for themselves. They will have already eaten dinner and been made ready for bed. There are plenty of board games, activities, video games, smovies, etc. for them.

Rarely the 5... More

  • $25–29/hr
  • Acton, MA • 15 miles away

Family Seeking Occasional Nanny / Mother’s...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking to build an ongoing relationship with a reliable nanny or mother’s helper for as-needed support. We have a full-time nanny as my husband and I both work full time, but are looking for someone we can call on when our nanny unexpectedly calls out, as well as for occasional after-work... More

  • $25–30/hr
  • Jamaica Plain, MA • 11 miles away

Babysitter Needed Thursdays from 3:00 PM...

  • 1 child
  • Babysitting
  • T

Weekly

3:00pm - 4:00pm

We’re looking for a reliable and punctual sitter to help with transportation for our middle school child on Thursdays.
Start date: February 5
Pick‑up: British School at 3:30 PM
Drop‑off: Sportsmen Tennis Club by 4pm
Drive time: Approximately 30 minutes
Pay: We pay for the full 1 hour, even though... More

  • $25–29/hr
  • Milton, MA • 15 miles away

Seeking a babysitter for infant, February...

  • 1 child
  • Babysitting
  • S

One-time

Start date: 02/21

4:00am - 11:00am

We're looking for a babysitter to support our family starting February 21st. This will be our first time leaving Julian with a babysitter for a date night. The schedule runs from 4:00 AM to 11:00 AM and we would like to keep using the same babysitter in the future. You will look after one infant and... More

  • $25–30/hr
  • Auburndale, MA • 9 miles away

Household Manager / Babysitter (for two...

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

Weekly

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

We’re a busy family of 4 seeking help from ~3-6:30 p.m. Mon-Thurs with household manager responsibilities from 3-5pm (kids are at school) & babysitting from 5-6:30pm (kids are home). We need help with household organization, tidying, laundry, dishes, errands, meal prep, etc. while the kids are at... More

  • $25–29/hr
  • Boston, MA • 8 miles away

Babysitter needed for infant with pets,...

  • 1 child
  • Babysitting
  • F

One-time

Start date: 02/13

5:00pm - 10:00pm (flexible)

Hello, we're seeking a babysitter for our infant. The schedule starts on February 13th, with a flexible start time around 5:00 PM and ending by 10:00 PM. Your primary responsibility will be to look after our child, engaging in age-appropriate activities, feeding, and ensuring safety. You should be... More

  • $25–30/hr
  • Groton, MA • 24 miles away

Seeking Reliable Sitter with Car for One...

  • 1 child
  • Babysitting
  • S

One-time

Start date: 02/07

7:30pm - 9:30pm (flexible)

We are seeking a reliable babysitter for one elementary-aged child. The job starts on February 7, 2026, start time from 7:30 PM and ends at 9:30 PM. The sitter must have their own car and be comfortable with pets. Experience with children is a plus. Please apply only if you meet these requirements... More

  • $23–24/hr
  • Lawrence, MA • 18 miles away

Looking for Reliable Babysitter with Car...

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

Weekly

6:00pm - 9:00pm (flexible)

We are looking for a reliable babysitter to care for our elementary school-aged child. The schedule begins on February 1, 2026, and is flexible, with hours from 6:00 PM to 9:00 PM, on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, and Saturdays. You must have your own car to transport our child... More

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