Sittercity home

Find a Babysitting Job in Osterville, MA

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

13 Babysitting Jobs Found

  • $26–30/hr
  • Orleans, MA • 23 miles away

Seeking Babysitter for 2 Elementary Kids Starting July 4, 2026

  • 2 children
  • Babysitting
  • S

One-time

Start date: 07/04

1:00pm - 5:00pm (flexible)

We are looking for a responsible and caring babysitter for two elementary-aged children. Our son is about to turn 10 and our daughter is almost 6. The job starts on July 4, 2026, at or around noon time. The start time is flexible, and the end time is at 4 or 5 PM and is also flexible. Previous... More

  • $35–50/hr
  • East Falmouth, MA • 10 miles away

Last minute babysitting for three kids on July 3rd!

  • 3 children
  • Babysitting
  • F

One-time

Start date: 07/03

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

We need a fun loving babysitter for three children, very self -sufficient twin 9 year olds and our three year old daughter. We are looking for help on this coming Friday July 3, 2026 around 6-7PM with flexible start times and ends at approximately 11:30PM. The kids will be fed, but may need a snack,... More

  • $20–30/hr
  • Chatham, MA • 21 miles away

Summer sitter needed for afternoon childcare in Chatham!

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

Weekly

1:00pm - 5:00pm (flexible)

We’re looking for a babysitter to help care for our three boys, 4 year old twins and 6 year old while we are on the cape for the month.

The schedule is flexible, starting on July 6th (and possibly a few hours the week before if available). The hours are from 12/1:00 PM to 4/5:00 PM, Monday... More

  • $23–27/hr
  • Plymouth, MA • 21 miles away

Seeking a babysitter for my infant from 4 PM to 12 AM, July 24th

  • 1 child
  • Babysitting
  • F
  • S

One-time

Start date: 07/24 - 07/25

4:00pm - 12:00am

We want a reliable babysitter for our 11mo infant, starting on July 24th from 4:00 PM to 12:00 AM. We will be in town staying at a Airbnb for a wedding. The wedding is from 6pm-11pm in Halifax. You'll watch over one child in our home. Comfort around our large mixed-breed dogs is essential, though... More

  • $26–30/hr
  • South Yarmouth, MA • 10 miles away

Help Wanted: Babysitter for Toddler from 9 AM to 5 PM, Starting July 6th

  • 1 child
  • Babysitting
  • M

One-time

Start date: 07/06

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

We’re looking for a babysitter to watch our toddler. This role starts on July 6th, with a flexible start time around 9:00 AM, ending at 5:00 PM. You will play with, feed, and supervise one child. Engaging activities are important, so please have some fun ideas ready. It’s essential to ensure a safe... More

  • $23–27/hr
  • Centerville, MA • 3 miles away

Seeking a babysitter for my elementary-aged child from 7:30 AM to 9:00 AM

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

Weekly

7:30am - 9:30am

Help our family by dropping off and picking up 7yr old daughter at school in Sandwich starting September 2nd. The schedule includes weekdays, Monday through Friday, starting at 7:30 AM and ending at 9:00 AM. As well as picking her up at school 3-4:30pm. The babysitter must have a car for... More

  • $35–45/hr
  • East Falmouth, MA • 10 miles away

July 3rd sitter for three kids!

  • 3 children
  • Babysitting
  • F
  • S

One-time

Start date: 07/03 - 07/04

6:00pm - 12:00am (flexible)

We are looking for a reliable, fun-loving and experienced babysitter to care for our three children. We have 9 year old twins and a 3 year old daughter. There will be a very sweet golden retriever at the house but he will not be your responsibility. Your responsibilities will include supervising... More

  • $28–35/hr
  • Orleans, MA • 23 miles away

Childcare / Activity Facilitator for 9 children (ages 3–9) on August 8th

  • 5+ children
  • Babysitting
  • S

One-time

Start date: 08/08

12:00pm - 6:00pm (flexible)

I'm currently looking for childcare support for 9 children (ages 3–9) on Saturday, August 8th from ~12pm - 6pm. All parents/adults will remain onsite throughout the day — we’re mainly looking for someone to help supervise and entertain the children during the afternoon. We’d ideally love someone who... More

  • $25–27/hr
  • East Falmouth, MA • 10 miles away

Seeking Experienced Babysitter Part-Time for Two Young Children

  • 2 children
  • Babysitting
  • M
  • W
  • F

Weekly

11:30am - 2:30pm (flexible)

We are looking for a responsible babysitter to care for our two children, a preschooler who has high functioning autism and a toddler. The position starts on May 4, 2026, with a flexible start date. You will work on Mondays, Wednesdays, and Fridays from 11:30 AM to 2:30 PM. There may be additional... More

  • $30/hr
  • Chatham, MA • 21 miles away

Seeking Regular Friday Summer babysitter for Preschooler and Toddler in Chatham

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a caring babysitter to help with our two children, a toddler (1.5 years old) and a preschooler (4 years old)! Ideal schedule would be to help during the daytime on Fridays during the summer months, caregiver should have flexibility with timing each Friday. Timing is usually 8 am-3... More

Babysitting FAQ

Jump to Top

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

Register now