Sittercity home

Find a Babysitting Job in Ashland, MA

Search for jobs, message families, and build a career you love—all for free

142 Babysitting Jobs Found

  • $25–30/hr
  • Concord, MA • 15 miles away

Evening Babysitter needed for two kids,...

  • 2 children
  • Babysitting
  • S

One-time

Start date: 01/17

5:00pm - 9:00pm (flexible)

Hello! We’re looking for a reliable babysitter for our two kids, one in elementary school and one who is a toddler. The job starts on January 17, 2026, from 5:00 PM to 9:00 PM. The sitter needs to have a car to travel to our home. Responsibilities include supervising playtime, ensuring a safe... More

  • $25–30/hr
  • Belmont, MA • 17 miles away

Seeking Reliable Babysitter for Two...

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

Weekly

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

Hello! We are looking for a babysitter for our two children, ages elementary and middle school. This job starts on February 23, 2026, but the start date is flexible. The hours are from 2:00 PM to 7:00 PM, Monday through Friday.

You will pick-up kids from school and bring them to and from... More

  • $24–28/hr
  • Stoughton, MA • 20 miles away

Seeking Babysitter with a Car for 2...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello! We need a babysitter for two children, ages toddler and pre-school. You’ll engage them in age-appropriate activities and ensure their safety while we are away.

You must have a car to help with local outings. The schedule is flexible, but we’d like you to start around January twenty-second,... More

  • $17–20/hr
  • Grafton, MA • 12 miles away

Seeking Occasional Sitter for Two Children

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

I am looking for a sitter to care for our two girls, ages preschool and elementary. The position starts on January 20, 2026, at 5:00 but the start date/time is flexible. You must have your own car for transportation. Your duties will include supervising playtime, preparing snacks, and ensuring the... More

  • $20–25/hr
  • Mansfield, MA • 20 miles away

Babysitter Needed for 3 Kids, Age Toddler...

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

Weekly

12:00am - 2:00am

We are looking for a reliable babysitter for three children aged toddler, preschool, and elementary. The job starts around January 26, 2026, from 5:00PM to 7:00PM, Monday through Friday. Their dad is having surgery around this time and Mom is looking for support with the kids while he is recovering... More

  • $22–26/hr
  • North Attleboro, MA • 20 miles away

Babysitter Needed for Three Kids in...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

Hi there! We need a babysitter for our three children, aged preschool and elementary. The job starts on February 2, 2026. You'll plan fun activities, help with homework, and supervise playtime. It’s important you have a car for school pickups and outings. You should keep the kids engaged and ensure... More

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

Looking for a Reliable Babysitter with a...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We need someone to watch our preschool child. The sitter must have a car and will help with fun activities, like playing games or reading books. Starting on February twentieth, 2026, the schedule can be flexible. You will engage with our child in a safe and loving environment, prepare... More

  • $20–21/hr
  • Cambridge, MA • 19 miles away

Looking for a Reliable Sitter with a Car...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a responsible and caring babysitter to look after our two children, who are in preschool and elementary school. The job starts on January 17, 2026, but the start date is flexible. You will need to have your own car to transport the children as needed. Your main tasks will include... More

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

Babysitter needed for preschool child with...

  • 1 child
  • Babysitting
  • S

One-time

Start date: 01/17

12:30pm - 6:30pm

Hello! We’re looking for a babysitter for our preschool child. The job starts on January 17, 2026, from 12:30 PM to 6:30 PM.

You'll engage our child in fun activities, supervise playtime, and prepare snacks. We want someone who enjoys working with young kids, can follow routines, and ensures a... More

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

Babysitter needed for preschool child on...

  • 1 child
  • Babysitting
  • F

Weekly

4:30pm - 7:30pm

We're looking for a reliable babysitter for our preschool child. This job starts on January 23, 2026, and runs on Fridays from 4:30 PM to 7:00 PM. You'll engage our child in fun activities, help with snacks, and ensure they’re safe. It’s necessary to have a car as our child will need to be picked up... More

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

Occasional Babysitter Needed for Toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for a responsible babysitter for our toddler starting on or after January 16, 2026. The sitter must have their own car and be available occasionally. Responsibilities include engaging the child in fun activities, ensuring safety, and providing care during scheduled times. If you are... More

  • $30–35/hr
  • Lexington, MA • 18 miles away

Middle school girl, weekdays afterschool...

  • 1 child
  • Babysitting
  • M
  • T
  • T

Weekly

3:00pm - 7:00pm

Hello sitters! I need a playful and active babysitter to spend time with my middle school daughter on Mondays, Tuesdays, and Thursdays from 3:00 PM to 6:30 PM.

The main goal is to help my daughter to have an active rest after her school day - which involves free movement, creative games, and some... More

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

Reliable Babysitter Needed for Three Kids...

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

Weekly

3:00pm - 5:00pm

We are looking for a responsible babysitter to care for our three children, ages preschool and elementary. The job starts on February 2, 2026, and will occur from Monday to Friday from 3:00 PM to 4:30 PM. You must have your own car to help with school pickups and activities. Your duties will include... More

  • $22–28/hr
  • Norwood, MA • 14 miles away

Occasional Babysitter Needed for Toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We need a dependable babysitter for our toddler starting January 15, 2026, with a flexible start date. The sitter should have their own car and experience with multiple children. Responsibilities include engaging the child in fun activities, preparing snacks, and ensuring a safe environment. The... More

  • $22–28/hr
  • Clinton, MA • 16 miles away

Seeking sitter with a car for afternoon...

  • 1 child
  • Babysitting
  • T
  • W
  • T

Weekly

1:00pm - 5:00pm

Hi there! We need a reliable babysitter for one infant starting on January 20, 2026. You’ll work from 1:00 PM to 5:00 PM on Tuesdays, Wednesdays, and Thursdays.

We ask that you have a car for any necessary errands, though most activities will focus on keeping our child safe and happy. It’s... More

Babysitting FAQ

Jump to Top

Today only! Save up to 50% on a
Sittercity Premium membership.

Register now