Sittercity home

Find a Child Care Job in Chestertown, MD

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

21 Child Care Jobs Found

  • $18–22/hr
  • Nottingham, MD • 23 miles away

Sitter for Homeschooled Family

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

Weekly

8:00am - 1:00pm (flexible)

We are seeking someone who can be available Monday through Friday for approximately five hours each day, as well as one weekend per month. Our children are between the ages of 7 and 10 and would benefit from consistent guidance and encouragement to stay on track with their daily responsibilities,... More

  • $20–24/hr
  • Belcamp, MD • 19 miles away

Caring Babysitter Needed for Toddler...

  • 1 child
  • Babysitting

Occasional

We are looking for a responsible babysitter to care for our toddler starting on July 19, 2025. The sitter will engage in fun and educational activities, prepare meals and snacks, and ensure a safe and clean environment. The sitter will also need to transport our child to nearby parks or playdates. A... More

  • $10–15/hr
  • Baltimore, MD • 23 miles away

Caring Babysitter Needed for Toddler with...

  • 1 child
  • Babysitting
  • F

One-time

Start date: 08/15

11:00am - 7:00pm (flexible)

We are looking for a babysitter to care for our toddler starting on August 15, 2025. The schedule is flexible, beginning at 11:00 AM and ending at 6:30 PM. The ideal candidate will engage with our child through play, reading, and daily activities. Safety is a priority, so monitoring the child is... More

  • $20–24/hr
  • Baltimore, MD • 24 miles away

Experienced Babysitter Needed for Three...

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

Weekly

7:30am - 2:30pm (flexible)

We need a babysitter for three children, ages preschool, elementary, and junior high, starting on July 12, 2025. The schedule is flexible, but hours are from 7:30 AM to 2:00 PM, Monday through Friday. The ideal candidate has experience caring for multiple children and with special needs. You will... More

  • $32/hr
  • Annapolis, MD • 21 miles away

Looking for reliable, caring nursery worker

  • 4 children
  • Babysitting
  • S

Weekly

8:30am - 12:30pm (flexible)

We are looking for a responsible babysitter to work our drop in nursery every Sunday from 8:30 AM to 12:30 PM, starting in August, 2025. The babysitter engages the children in age-appropriate play, ensures their safety, and prepares simple snacks. Responsibilities include changing diapers, assisting... More

  • $15–16/hr
  • Annapolis, MD • 25 miles away

Supervise and Engage One Junior High Child...

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

Weekly

9:00am - 12:00pm

We seek a reliable babysitter to care for one junior high-age child from July 9, 2025, Mondays through Thursdays, from 9:00 AM to 12:00 PM. Responsibilities include supervising daily activities, ensuring homework completion, providing snacks, and engaging in fun, educational conversations. The ideal... More

  • $20–22/hr
  • Sparrows Point, MD • 21 miles away

Caring Babysitter Needed for Two Young...

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

Weekly

11:00am - 7:00pm (flexible)

We seek a reliable babysitter for two children, an infant and a toddler, starting July 9, 2025. The schedule is flexible, with hours from 11:00 AM to 7:00 PM, covering all week days. Responsibilities include supervising playtime, feeding, changing diapers, and ensuring a safe environment. The sitter... More

  • $10–24/hr
  • Baltimore, MD • 23 miles away

Part time sitter or possible full time...

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

Weekly

6:30am - 5:30pm (flexible)

Hello everyone, I’m looking for someone to care for my baby boy just love on him as we do!

Looking for a sitter for weekends, random night outs, and possible baby for everyday work days

Between my house (east side of Baltimore) and dads house (Essex area)

  • $15–20/hr
  • Rosedale, MD • 22 miles away

Overnight Nanny Needed for Sweet...

  • 1 child
  • Babysitting
  • F
  • S

Weekly

12:00am - 12:00pm

Hi! I’m a mom to a sweet 7-month-old baby boy named Jace. He’s a happy, curious little guy who loves to be held, talked to, and played with.

I need an experienced and reliable overnight nanny for Jace on Friday and Saturday nights from 6pm to 6am. You’ll be responsible for feeding, changing,... More

  • $10–12/hr
  • Baltimore, MD • 22 miles away

Reliable Driver/Sitter Needed for Teen...

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

Weekly

7:00am - 8:00am

We need a responsible sitter/driver for one high school student. The job starts on August 25, 2025, from approximately 7:00 AM to 8:00 AM, Monday through Friday. The sitter drives the child to school, which is 20 minutes from pickup location. The ideal candidate is reliable, has a car, and can... More

  • $18–24/hr
  • Baltimore, MD • 22 miles away

Caregiver Needed for Kindergartener on...

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

Weekly

2:30pm - 5:30pm

We seek a responsible babysitter to care for our elementary-aged child from August 25, 2025. The schedule includes Monday to Friday (with some flexibility - we could do anywhere from 3-5 days/week), from 2:30 PM to 5:30 PM. We would like for the sitter to pick him up from school (just 1.5 blocks... More

  • $20–24/hr
  • Nottingham, MD • 23 miles away

Part Time sitter for two clever children

  • 2 children
  • Babysitting
  • S

Weekly

9:30am - 12:30pm (flexible)

Two smart, adventurous and adorable children named Jada and Judah, 2.5 and 5yr old. Gabrielle is an Oncologist at Johns Hopkins and Jason is a Weightlifting coach. We need a sitter most Saturdays for 3 hours

Keep our children safe and stay connected with them so they can learn and grow

We have a... More

  • $20–25/hr
  • Middle River, MD • 18 miles away

Babysitter/Nanny Needed for Infant and...

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

Weekly

8:00am - 6:00pm (flexible)

We need a babysitter/nanny to care for our two daughters, an infant and a toddler starting in July. The schedule is flexible as I am a shift worker and do not work set days, it will likely be 1-2 times per week with hours from 8:00 AM to 6:00 PM. The ideal candidate is comfortable with pets, has... More

  • $20/hr
  • Baltimore, MD • 23 miles away

Glen Burnie, MD Church Needs Help in...

  • 3 children
  • Babysitting
  • S

Weekly

12:00am - 3:00am

Glen Burnie, MD Church Needs Help in Nursery!
Sunday Mornings: 9:45am - 12:45pm
Paying $20/hr
To book this job, create a profile at https://www.sittertree.com/church-nursery-jobs/

SitterTree is a platform that connects sitters with child care jobs paying $20-$25+/hr, plus tips! We are... More

  • $16–19/hr
  • Essex, MD • 17 miles away

Experienced Babysitter Cares for Infant on...

  • 1 child
  • Babysitting
  • W
  • T
  • F
  • S

Weekly

1:00pm - 8:00pm

We are looking for a babysitter to care for our infant starting on June 29, 2025. The schedule includes Wednesdays, Thursdays, Fridays, and Saturdays from 1:00 PM to 8:00 PM. You will provide attentive care, support daily routines, and ensure a safe environment. Experience with multiples and nanny... More

Child Care FAQ

Jump to Top

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

Register now