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Find a Babysitting Job in Winchendon, MA

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9 Babysitting Jobs Found

  • $22–26/hr
  • Athol, MA • 11 miles away

Seeking a babysitter for two preschool...

  • 2 children
  • Babysitting
  • T

Weekly

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

We're looking for a babysitter for two children in preschool. The position starts on April 9th, and the start date is flexible. The hours are Thursdays from 2:00 PM to 6:30 PM. You should be comfortable with our medium-sized dog, a Shetland Sheepdog, but you won’t need to take care of any pets. Your... More

  • $24–28/hr
  • Shirley, MA • 22 miles away

Reliable babysitter needed for one child...

  • 1 child
  • Babysitting
  • M

Weekly

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

Hello, we need a babysitter for my 10 year old child in elementary school. The job starts asap, and the start time is 3:30 PM, ending at 6:00 PM every Monday, and once a quarter Monday, Tuesday, Thursday, Friday. We have two cats in the house, so please be comfortable around pets. Your main duties... More

  • $15–20/hr
  • Gardner, MA • 8 miles away

3 yr old + 5 month old sitter needed

  • 2 children
  • Babysitting
  • T
  • W
  • T

Weekly

9:30am - 12:30pm (flexible)

I work from home and I am looking for someone who could come a few hours a day to play with my 3 year old and 5 month old while I work. I

Ideally would like someone to be here 9:30 to 12:30pm, maybe 2-3x a week. Open to possible more hours and days if everything goes well

Pay... More

  • $24–28/hr
  • Sterling, MA • 21 miles away

Looking for a responsible babysitter for...

  • 2 children
  • Babysitting
  • S

Weekly

5:30pm - 10:30pm (flexible)

Hello! We need a responsible babysitter for our two children, ages toddler and preschool. You must have experience with multiple kids and a reliable car. This position starts on March 28th and is for Saturday evenings, from 5:30 PM to 10:30 PM. Your duties include supervising playtime, preparing... More

  • $15–20/hr
  • Leominster, MA • 18 miles away

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

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Help providing support for two children during weekdays. (Tuesdays, Wednesday, Thursdays) days will vary

Occasional shifts will be available for weekday nights 4pm-10pm. You will engage the children in play, assist with homework, prepare meals, get them ready for bed.

If you enjoy working with... More

  • $25–30/hr
  • Brookline, NH • 19 miles away

Looking for Experienced Babysitter or...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We need a reliable babysitter starting sometime the week of March 23, 2026, with a flexibility that week. Full time care is needed for the week of March 30 - ~9am-5pm

You will care for two children, a toddler and an infant. The toddler is potty trained. Experience with multiples is required. There... More

  • $23–27/hr
  • Pepperell, MA • 23 miles away

Babysitter needed for two children, ages...

  • 2 children
  • Babysitting
  • T
  • T
  • F

Weekly

9:00am - 4:00pm (flexible)

We're looking for a reliable sitter for two children aged preschool and toddler. The position starts on March 24th, with flexible start dates. Work hours are from 9:00 AM to 4:00 PM on Tuesday, Thursday, and Friday. The ideal candidate has a car, is CPR/First Aid certified, and is comfortable around... More

  • $10–25/hr
  • Fitchburg, MA • 14 miles away

Babysitter needed for two elementary...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hi there! I'm looking for an occasional babysitter for my two elementary-age children. The first evening I would need someone be March 26th, but we can be flexible. There isn't a large number of tasks, mainly supervising the kids, and having some fun playing a game, doing art, or watching a movie,... More

  • $20–25/hr
  • Pepperell, MA • 23 miles away

Seeking Reliable Babysitter with Car for...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! I need a reliable babysitter for my 9 year-old son. The start date is October 18, 2025, but I can be flexible. You must have a car to get here and back home. Your daily tasks will include preparing meals, getting my son to bed on occasion, and engaging him in fun activities. You... More

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