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Find a Babysitting Job in Winchendon, MA

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11 Babysitting Jobs Found

  • $20–25/hr
  • Townsend, MA • 18 miles away

Experienced Babysitter for Infant Needed...

  • 1 child
  • Babysitting
  • F
  • S

One-time

Start date: 02/13 - 02/14

7:00pm - 12:00am

Hi there! We want a reliable babysitter for our infant starting on February 13, 2026. The job runs from 7:00 PM to 12:00 AM.

You should have multiple experiences working with infants to ensure safety and comfort. Your main tasks include feeding, changing diapers, and putting our child to sleep.... More

  • $20–25/hr
  • Fitchburg, MA • 14 miles away

Looking for an awesome sitter for a...

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

Weekly

5:30am - 7:30am

Hello sitters! I need someone to hang with my son and bring him to school between 2 and 4 days a week. Potential start date of January 26, 2026. The schedule changes but will be given a month at a time. You will prepare breakfast, help with morning routines, and make sure he’s ready to take on the... More

  • $18–22/hr
  • Gardner, MA • 8 miles away

Babysitter needed for 2 children, ages...

  • 2 children
  • Babysitting
  • M
  • T
  • T

Weekly

8:00am - 4:00pm

Hello sitters! We want someone to help us with our two children, ages toddler and preschool. The role requires reliable transportation, as you will need a car. The schedule starts on June first, 2026, from eight in the morning to three thirty in the afternoon, on Monday, Tuesday, and Thursday. You... More

  • $23–25/hr
  • Sterling, MA • 21 miles away

Babysitter needed for two preschool and...

  • 2 children
  • Babysitting
  • T
  • W

Weekly

5:00pm - 8:00pm (flexible)

We're looking for a babysitter for two children, ages preschool and toddler. The job starts on January 13, 2026, but we can be flexible with the start date. You'll work on Tuesdays and Wednesdays from 5:00 PM to 8:00 PM. Your main tasks include supervising playtime, preparing light meals, and... More

  • $20–30/hr
  • Shirley, MA • 22 miles away

Seeking a dependable sitter for 2 children...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hi! We’re looking for a babysitter for two children, one age 5 and one in middle school age 12. We're hoping to find someone reliable and flexible as this will be an occasional, as needed position. We are looking for someone who has their own transportation and must be experienced with multiple... More

  • $20–25/hr
  • Leominster, MA • 18 miles away

Experienced Babysitter Needed for Two...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! My husband and I are looking for someone with multiple experiences to help with our two children, ages 4 and 6.5 for the occasional date night (or day dates). The start date is flexible, but we’d like someone to begin around January 11, 2026. Tasks include supervising play, preparing... More

  • $17–25/hr
  • Gardner, MA • 8 miles away

Seeking Babysitter for Two Elementary Kids...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We’re looking for a reliable babysitter for our two elementary school-aged children. The start date is January 1, 2026. You will supervise them during playtime, and prepare simple meals. It’s important to keep them engaged with activities and ensure their safety. You will communicate with them... More

  • $23–25/hr
  • Leominster, MA • 18 miles away

Babysitter needed for 2 young children,...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We’re looking for a reliable babysitter to help with two children, ages 2 and 3 Months. You must have experience with multiple children and a valid driver's license and a car. The start date is flexible. Your tasks include feeding, playing, changing diapers, bedtime routine, and... More

  • $19–24/hr
  • Pepperell, MA • 23 miles away

Reliable babysitter needed for two...

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

Weekly

6:00am - 9:00pm

Hi, we’re looking for a babysitter for our two children, ages preschool and elementary. We are super easy going and fun. I am editing this post a bit because we were able to get more concrete hours that are needed.

The job starts on January 9th and be about 2.5 hours in the morning and about 1.5... More

  • $20–27/hr
  • Greenville, NH • 14 miles away

Drive child to and from middle school

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

Weekly

7:30am - 8:30am

We are looking for someone to drive our child to middle school from Mason, NH to Amherst, NH daily for the 2026-2027 school year. School day is 8AM-2:25 PM and it is about 13 miles/25 minutes from our house. Must have safe and reliable car and driving record. Schedule could vary for pickup... 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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