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Find a Babysitting Job in Winchester, MA

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168 Babysitting Jobs Found

  • $30–35/hr
  • Wellesley Hills, MA • 11 miles away

Looking for afterschool babysitter for...

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

Weekly

2:00pm - 6:00pm (flexible)

We are looking for a reliable and flexible person who can pick up and drop off our kids (8, 12,14) at activities including daily pick up of our 8 year old around the corner at school. The working hours are from 2:00 PM to 6:00 PM on Monday, Tuesday, Thursday, and 11:30-6pm on Wednesday. Friday... More

  • $24–30/hr
  • Marlborough, MA • 22 miles away

Reliable Nanny Needed for Infant on...

  • 1 child
  • Babysitting
  • W
  • F

Weekly

8:30am - 5:30pm

Hello, we’re looking for a nanny for our 9-month-old son. The position starts at the beginning of December and continues through early January, then as needed depending on your availability. The hours would be approximately from ~8:30 AM to 5:00 PM on Wednesdays and Fridays. You will feed, change,... More

  • $25–30/hr
  • Winchester, MA • Less than a mile

Sitter for Saturday night in Winchester

  • 2 children
  • Babysitting
  • S

One-time

Start date: 11/01

6:00pm - 11:00pm (flexible)

We have two boys, aged 9 and 11, and one pup aged 4. We live in Winchester.

Keep an eye on the boys while we’re out, we’ll likely order dinner - so just making sure they’re fed and not in bed too late.

  • $25–35/hr
  • Weston, MA • 10 miles away

Looking for a sitter with a car for two...

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

Weekly

2:00pm - 6:00pm (flexible)

Hello! We need a reliable babysitter for our two children in preschool and elementary school. The job runs from 2:00 PM to 6:00 PM, Monday through Friday, starting on November 3, 2025. You'll pick them up from school, plan fun activities, and help with snacks and dinner. Having a car is essential... More

  • $25–30/hr
  • Newtonville, MA • 8 miles away

Looking for a babysitter for 3 elementary...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We’re looking for a babysitter to care for our three elementary-aged kids. The dates are very flexible and it would be a mix of weekday late afternoons, evenings and weekends - all as needed. Ideally you have a car and can drive the kids to or from activities as needed and you’re comfortable with... More

  • $25–27/hr
  • Arlington, MA • 3 miles away

Seeking After-school Babysitter with Car...

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

Weekly

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

I’m looking for a babysitter for my 7 yo son. The start date of 11/17/25is flexible. Hours are 2:30–5:30 PM, Mon. through Fri., except Wed. 1–5:30pm. Three days entail driving my son to his after school activities. Extending to summer and longer term is possible.

Having a car and clean driving... More

  • $17–20/hr
  • Wakefield, MA • 5 miles away

Part-Time Babysitter / Mother’s Helper...

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

Weekly

8:00am - 12:00pm (flexible)

We’re looking for a warm, fun and reliable sitter/ mother’s helper to care for our 9-month-old baby at home in Wakefield, MA. Both parents work from home and will be around — we’re looking for someone who can keep the baby engaged.
Schedule:
Weekdays: 8 AM – 12 PM
Weekends: a few hours as needed... More

  • $25–29/hr
  • Quincy, MA • 16 miles away

Seeking babysitter with special needs...

  • 2 children
  • Babysitting
  • F

One-time

Start date: 12/05

5:00pm - 10:00pm

Hi! We want a reliable babysitter for our two elementary school children. You will supervise them, help with homework, and plan fun activities during your time together.

We require someone with experience supporting special needs. The job starts on December 5, 2025, from 5:00 PM to 9:30 PM.

Your... More

  • $18–23/hr
  • Tyngsboro, MA • 21 miles away

Seeking Occasional Sitter

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello! I’m a solo parent looking for occasional help with my 3.5 year old daughter - date nights, errands, or just to have a little break! We love art, music, playing outside, and have two cute cats. Hoping to find someone with weeknight/weekend availability and own transportation; CPR and first... More

  • $22–26/hr
  • Boston, MA • 8 miles away

Seeking Experienced Babysitter for Infant...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We’re looking for a babysitter for our infant starting February 21, 2026, with some flexibility on the start date. The job involves playing, changing diapers, feeding, and putting our little one down for naps.

You should have experience with multiple children, as this helps in... More

  • $20–21/hr
  • Marlborough, MA • 22 miles away

Seeking Experienced Babysitter with Car...

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

Weekly

2:30pm - 11:30pm

Hi there! We’re looking for someone to help with our toddler. This position starts on November tenth, 2025, from 2:30 PM to 12:00 AM, Monday through Friday.

You need to have a car and previous experience with toddlers. Your tasks will include keeping our child safe, preparing snacks, and engaging... More

  • $25–29/hr
  • Braintree, MA • 19 miles away

Engaging Babysitter Needed for Toddler on...

  • 1 child
  • Babysitting
  • M
  • T
  • F

Weekly

2:00pm - 6:00pm (flexible)

We’re looking for a babysitter for our toddler. The role involves supervising playtime and ensuring safety during activities. You will prepare simple snacks and help with light cleaning. The schedule starts on November 10, 2025, and is flexible. We need support from 2:00 PM to 5:30 PM on Mondays,... More

  • $24–32/hr
  • Methuen, MA • 19 miles away

Need Babysitter for 3 Kids, Special Needs...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We need help with our three children, ages infant and toddler. The start date for this position is November 1, 2025, but we can adjust it to fit your schedule. Special needs experience is essential. A valid driver's license and a car are required for this role. Your duties will... More

  • $25–29/hr
  • Dorchester, MA • 11 miles away

Experienced Babysitter Needed for Infant,...

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

Weekly

4:00am - 9:00am

Hello sitters! We need someone to support our family by looking after our infant. Your main tasks include feeding, changing, and playing with the child. You will also make sure the environment is safe and engaged.

We ask that you have previous experience with infants, and you must have a car for... More

  • $25–30/hr
  • Norwood, MA • 19 miles away

Seeking Babysitter for Infant Mon, Wed,...

  • 1 child
  • Babysitting
  • M
  • W
  • T

Weekly

2:30pm - 8:30pm (flexible)

Hello, we’re looking for a babysitter for our infant. He will be ~7 months by the start of the job! This position starts on/around January 5, 2026. Schedule would be Mon/Thurs 2:30-8pm and Weds 2:30-6pm. Job would involve caring for our infant and light household tasks during naps. Must be... More

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