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Find a Babysitting Job in Oakham, MA

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17 Babysitting Jobs Found

  • $20–22/hr
  • Webster, MA • 22 miles away

Seeking Reliable Babysitter for Two...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello! We need a babysitter for our two preschool children starting November 6, 2025. Your role includes supervising playtime, preparing snacks, and helping with basic meals. You'll need to drive the kids to nearby activities and ensure they stay safe and engaged. Experience with multiple children... More

  • $23–27/hr
  • Worcester, MA • 13 miles away

Babysitter Needed for Two Elementary Kids,...

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

Weekly

7:00am - 3:00pm

Hi there! We need a babysitter for our two elementary-age children. The job starts on November 6, 2025, I would need you to pick the kids up at home at 7:15 am drop them off to school. Then pick them up from school at 2:00pm and drop them to the boys and girls club. PART TIME.

  • $20–25/hr
  • Dudley, MA • 21 miles away

Babysitter Needed for 3 Kids, Flexible...

  • 3 children
  • Babysitting
  • F

One-time

Start date: 11/14

4:00pm - 8:00pm

Hi there! We’re looking for a babysitter to help with our three children aged between toddler and preschool. The start date is October 25, 2025, and the hours are flexible between 5:00 PM and 8:00 PM. You must have a car for possible school pickups or outings. Your role includes supervising... More

  • $24–34/hr
  • Sterling, MA • 15 miles away

Seeking Babysitter for 2 Preschool Kids...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hi there! We need a babysitter for two preschool-aged children starting November 15, 2025. You should have a car and experience with multiple kids. Your main duties include supervising playtime, preparing meals, and keeping the children safe. You’ll also help with light cleaning and organizing toys.... More

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

Dependable Babysitter Needed for Toddler,...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We need help with our adorable toddler. The start date is November 13, 2025, but we can adjust for the right fit. You will engage the child with fun activities, prepare snacks, and ensure a safe play environment. It's important to keep an eye on their needs and communicate with us... More

  • $10–15/hr
  • Dudley, MA • 21 miles away

Babysitter needed for three kids, middle...

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

Weekly

3:00pm - 6:00pm (flexible)

We’re looking for a reliable babysitter for our three children, aged preschool, elementary, and middle school. The job starts on November 3, 2025, but we can be flexible with the start date. You will work Monday through Friday from 3:00 PM to 6:00 PM. The ideal sitter has experience with multiple... More

  • $19–23/hr
  • West Warren, MA • 12 miles away

Babysitter needed for one elementary child...

  • 1 child
  • Babysitting
  • M
  • W
  • F

Weekly

5:00pm - 7:00pm

Hello! I am looking for someone to help me with our elementary-aged child. This position runs from October 27, 2025, on Mondays, Wednesdays, and Fridays, from 5:00 PM to 7:00 PM. On Mondays she does go to Dance from 5:30-6:15. Some weeks I'll just need 2 days a week depending on my work from home... More

  • $23–27/hr
  • Worcester, MA • 14 miles away

Seeking Babysitter for Two Young Children...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a responsible and caring babysitter to look after our two children, a toddler and a preschooler. The job requires engaging with them in fun and educational activities, ensuring their safety, and providing meals and snacks as needed. The start date is flexible, beginning on or... More

  • $16–20/hr
  • Millbury, MA • 18 miles away

Date Night Babysitter Needed for Two...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We’re looking for a reliable person to babysit our two elementary school aged children for date nights beginning on Friday, October 24, 2025. Our kids are laid-back and cooperative. We prefer a sitter with their own transportation and availability on weekend evenings. If you enjoy... More

  • $19–21/hr
  • Worcester, MA • 15 miles away

Babysitter Needed for Middle School Child,...

  • 1 child
  • Babysitting
  • M
  • T
  • F

Weekly

10:30am - 12:30pm (flexible)

Hello sitters! We’re looking for a babysitter for our middle school child. You must have a car for transportation. The job starts on November 3, 2025, but we can be flexible with the start date. Your hours will be from 10:30 AM to 12:30 PM on Mondays, Tuesdays, and Fridays. THIS IS SUBJECT TO... More

  • $20–24/hr
  • Worcester, MA • 14 miles away

Occasional Babysitter Needed for Infant...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We need a responsible babysitter for our infant starting on or after October 15, 2025. The schedule is flexible, and we require someone who is attentive, caring, and experienced with infants. Your duties will include feeding, changing diapers, and engaging in safe play activities. You should be... More

  • $23–27/hr
  • Millbury, MA • 18 miles away

Occasional Babysitter Needed for One...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We need a babysitter starting on or after October 8, 2025, for one preschool-aged child. The ideal candidate should have their own car and be comfortable around pets. Responsibilities include keeping the child engaged in activities, ensuring their safety, and providing snacks. Flexibility in... More

  • $20–21/hr
  • Bolton, MA • 23 miles away

Drive Infant to Daycare & Mom to Train -...

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

Weekly

12:00am - 3:00am

We're looking for a reliable driver, starting on October 13, 2025, as mom of infant was in a recent accident and cannot drive. In the mornings, the driver would pick up baby at 6:30am in Bolton (with mom in car) and drop off baby in Hudson. From there, driver would take mom to Southboro train... More

  • $24–28/hr
  • Shrewsbury, MA • 17 miles away

Reliable Babysitter Needed for Toddler,...

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

Weekly

12:00am - 2:00am

We are seeking a babysitter for a toddler starting on October 6, 2025. The schedule is Monday to Thursday, from 6:30 AM to 7:30/8:00 AM. The babysitter will provide care by waking the child up, preparing breakfast, playing age-appropriate games, getting the children dresses and ensuring the child's... More

  • $23–27/hr
  • Worcester, MA • 15 miles away

Sitter for three nights a week for...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We need a reliable babysitter for our junior-high child starting around October 18. It will only be once or twice a month, but for three consecutive nights. You must be comfortable with a cat and have your own car for transport. Responsibilities include supervising homework, and driving to school in... More

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