Sittercity home

Find a Child Care Job in Chester, MD

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

37 Child Care Jobs Found

  • $23–27/hr
  • Chestertown, MD • 18 miles away

Seeking a babysitter for my infant starting October 7th

  • 1 child
  • Babysitting

Occasional

We're looking for a reliable babysitter to help with our infant starting October 7th. This job involves watching one child, ensuring their safety and well-being.

The babysitter will feed, change, and play with our little one. You will need to create a calming environment and engage in... More

  • $23–27/hr
  • Chestertown, MD • 18 miles away

Responsible babysitter needed for infant starting October 7th

  • 1 child
  • Babysitting

Occasional

We’re looking for help with our infant starting October 7th. The babysitter will watch over one child, ensuring safety at all times. This role includes feeding, changing diapers, and putting the baby down for naps. The sitter will engage with the infant through age-appropriate activities. Keeping... More

  • $10–11/hr
  • Bowie, MD • 24 miles away

Looking for a reliable babysitter for one preschool child on weekends.

  • 1 child
  • Babysitting
  • S
  • S

Weekly

12:00am - 2:00pm (flexible)

We are looking for a reliable babysitter for our preschool child. The job starts on October 4, 2026, with flexible scheduling, primarily on weekends from 7:00 AM to 8:30 PM. It is essential that you have your own car for transportation. Responsibilities include providing a safe and engaging... More

  • $22–26/hr
  • Dundalk, MD • 23 miles away

We need a babysitter for two children from 4 PM to 11:30 PM

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

Weekly

4:00pm - 12:00am (flexible)

Hello! We’re looking for a babysitter to help with our two children, an infant and a toddler. The schedule starts on October 1st and is flexible. Work hours are from 4:00 PM to 11:30 PM, any day of the week. Duties include supervising playtime, preparing meals, and ensuring a safe environment. You... More

  • $23–27/hr
  • Crofton, MD • 21 miles away

Flexible babysitter needed for four children, ages elementary to middle school

  • 4 children
  • Babysitting

Occasional

Hello, I’m looking for a sitter to look after my four children, ages elementary and middle school. The start date is flexible, but we hope to begin around October 11th. Additionally, the times will not be on a set schedule. A reliable car is required for school pick-ups and other activities. Your... More

  • $23–27/hr
  • Crofton, MD • 21 miles away

I need a babysitter for my elementary-aged child starting October 15th

  • 1 child
  • Babysitting

Occasional

Hello sitters! We need a responsible babysitter for one elementary-aged child. The start date is flexible, but we prefer starting around October 15th. Your main tasks include supervising playtime and preparing simple meals. Engage the child in fun activities and ensure a safe environment. Please... More

  • $22–26/hr
  • Essex, MD • 24 miles away

Babysitter needed for two children, ages preschool and elementary

  • 2 children
  • Babysitting

Occasional

Hello! We are looking for a babysitter to help with our two children, ages preschool and elementary. The start date is October 9th, but we can be flexible. You need to be comfortable around our small French Bulldog, but you won't have to care for the dog. We prefer someone with experience caring for... More

  • $18–23/hr
  • Grasonville, MD • 6 miles away

We need a sitter for our infant on Mondays, Tuesdays, and Thursdays

  • 1 child
  • Babysitting
  • M
  • T
  • T

Weekly

10:00am - 3:00pm (flexible)

We're looking for a babysitter to care for our infant. The job starts on September 30th, with hours from 10:00 AM to 3:00 PM on Monday, Tuesday, and Thursday, while my husband and I work from home. The sitter needs to have a car to travel easily and must be comfortable around our large labrador... More

  • $19–25/hr
  • Essex, MD • 24 miles away

Seeking Reliable Babysitter for One Preschooler on Weekends

  • 1 child
  • Babysitting
  • S
  • F
  • S

Weekly

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

Four four three five zero five five seven two seven We need a reliable babysitter for our preschool-aged child. The job starts on September 30, 2026, with flexible start times. Availability is required on Fridays, Saturdays, and Sundays can range from 7:00 AM to midnight Some over nights ... More

  • $20–25/hr
  • Odenton, MD • 23 miles away

Babysitter needed for two children, ages toddler and elementary

  • 2 children
  • Babysitting
  • M
  • T
  • W

Weekly

11:00am - 4:00pm (flexible)

Hi! I need a babysitter for my two children, ages toddler and elementary. The job starts on October 5th, but I can be flexible with the start date. The hours are from 11:00 AM to 4:00 PM on Monday, Tuesday, and Wednesday. Your tasks will include caring for a 2 year old. And also picking up a 6 year... More

  • $22–26/hr
  • Essex, MD • 24 miles away

Looking for a reliable sitter for one child after school

  • 1 child
  • Babysitting
  • W
  • T
  • F

Weekly

4:00pm - 5:00pm

We want a responsible babysitter for our elementary-aged child. This role begins on October 14th and is required every Wednesday, Thursday, and Friday from 4:00 PM to 5:00 PM.

The babysitter will supervise activities and ensure safety during playtime. The job includes helping with homework and... More

  • $20–27/hr
  • Harwood, MD • 19 miles away

Babysitter needed for one elementary child, weekdays after school

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

Weekly

2:30pm - 4:30pm

Hello, we need help with our one child who is in elementary school. The sitter will supervise playtime and assist with homework. The hours are flexible, starting October 26th, from 2:30 PM to 4:00 PM, Monday through Friday. You will also walk our two medium-sized dogs daily. Applicants must be... More

  • $22–26/hr
  • Annapolis, MD • 12 miles away

Looking for a flexible babysitter for one preschool child

  • 1 child
  • Babysitting
  • M

Weekly

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

Hi there! We're looking for a babysitter for our preschool child. The job starts on October 5th, and the schedule is flexible. You will work on Mondays from 4:00 PM to 9:00 PM. Duties include supervising playtime, preparing snacks, and supporting learning activities. You should create a safe and... More

  • $22–26/hr
  • Essex, MD • 24 miles away

Reliable sitter needed for two preschool children on select evenings

  • 2 children
  • Babysitting
  • T
  • W
  • F

Weekly

4:30pm - 10:30pm (flexible)

Hello! We need a babysitter for two preschool children. This job starts on September 29th, with some flexibility in the start date. You will work on Tuesdays, Wednesdays, and Fridays from 4:30 PM to 10:00 PM. Responsibilities include supervising playtime, preparing snacks, and engaging in... More

  • $15–19/hr
  • Easton, MD • 18 miles away

Looking for Responsible Babysitter with Own Car for Preschooler

  • 1 child
  • Babysitting
  • S
  • M
  • T
  • F
  • S

Weekly

2:30pm - 9:30pm (flexible)

We are looking for a reliable babysitter for one pre-school child. The job starts on September 24, 2026, 2pm with flexible start times. Hours include Monday, Thursday, Friday, Saturday, and Sunday from 2:30 PM to 9:30 PM. The ideal candidate must have their own car, be responsible, and engage... More

Child Care FAQ

Jump to Top

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

Register now