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Find a Babysitting Job in Chestertown, MD

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20 Babysitting Jobs Found

  • $22–25/hr
  • Annapolis, MD • 25 miles away

Annapolis Family Seeks After School (days...

  • 2 children
  • Babysitting
  • T
  • T

Weekly

12:00am - 3:00am (flexible)

We're a family of two working parents and two great kids (3 & 11). We're looking for a regular babysitter who can help us 2-3 nights per week from approximately 5:30 to 8:30 p.m. Most of the work involves picking up our 3-year-old from daycare, feeding her dinner, packing leftovers and ready items... More

  • $26–29/hr
  • Pasadena, MD • 21 miles away

Babysitter Needed for Two Kids, Age...

  • 2 children
  • Babysitting
  • W

One-time

Start date: 11/19

5:00pm - 10:00pm

We’re looking for a reliable babysitter for two children, ages toddler and preschool. The job starts on November 19, 2025, from 5:00 PM to 10:00 PM. You should have experience with multiple kids and a car for potential outings. You will engage with the children through play, help with snacks, and... More

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

Seeking Experienced Sitter with Car for...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We are seeking a responsible babysitter to care for three children, including two preschoolers and an infant. The sitter should have experience with multiples and must have their own car for transportation. The job will start on November 17, 2025, but the start date is flexible. Your primary duties... More

  • $15–16/hr
  • Baltimore, MD • 24 miles away

Experienced Babysitter Needed for Three...

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

Weekly

12:00am - 3:00am (flexible)

We are looking for a reliable babysitter to care for our three children, including two toddlers and an infant. The schedule will be flexible, starting on November 24th 2025, and will include M-F. The sitter must have their own car and experience with multiple children. Responsibilities include... More

  • $18–20/hr
  • Dundalk, MD • 20 miles away

Babysitter Needed for Toddler Starting...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello, we need a babysitter for our toddler starting November 17, 2025. You will look after one child during our time away. Your tasks include engaging in playtime, preparing snacks, and ensuring safety during activities. It is important to have a car for transporting our child to fun outings or... More

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

Flexible Babysitter Needed for Two...

  • 2 children
  • Babysitting
  • T
  • W
  • F

Weekly

12:00am - 3:00am (flexible)

We need a reliable babysitter for two children, a preschooler and an infant. The schedule starts on November 17, 2025, at 10:30 PM, with flexibility. Regular care will be needed on Tuesdays, Wednesdays, and Fridays from 3:30 PM to 6:00 PM. The sitter must have their own car to transport the children... More

  • $21–25/hr
  • Baltimore, MD • 24 miles away

Babysitter needed for infant babygirl?Car...

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

Weekly

6:00am - 5:00pm

Hello Future Nanny to our adorable babygirl. My Husband and I are looking for a nanny to care for our 9 month daughter Khelani'Marie. Our daughter is definitely a baby who needs her sitters undivided attention. So the job starts when your hired and we need a sitter who can care for our daughter from... More

  • $21–25/hr
  • Arnold, MD • 22 miles away

Reliable sitter needed for two infants on...

  • 2 children
  • Babysitting
  • S

Weekly

8:30am - 5:30pm

Hi! We’re looking for a babysitter for two young children, including an infant. The position starts on November 13, 2025, and will take place every Saturday from 8:30 AM to 5:30 PM.

Your main tasks will include supervising playtime, feeding, changing diapers, and putting the infant down for naps.... More

  • $16–22/hr
  • Dundalk, MD • 20 miles away

Babysitter Needed for 2 Kids, Flexible...

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

Weekly

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

We want a responsible babysitter to support our family. The position starts on December ninth, 2025, with flexible scheduling. The hours are from 2:30 PM to 11:00 PM, Tuesday through Saturday. You will watch over two children, one toddler and one in middle school. Reliable transportation is... More

  • $20–24/hr
  • Bel Air, MD • 24 miles away

Seeking Babysitter for Preschool Child,...

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

Weekly

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

Hello! We need a reliable babysitter for our preschool child. The job starts on November 10, 2025, from 12:00 PM to 5:30 PM, Monday through Friday. You must have a car to transport our child if needed. Your tasks include supervising activities, preparing snacks and meals, and playing games. It’s... More

  • $10–15/hr
  • Dundalk, MD • 20 miles away

Looking for a babysitter to watch my...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hi there! We want a babysitter for our preschool-aged child. The start date is November 12, 2025, but we can adjust based on your availability. You will engage with our child through playtime, reading stories, and providing meals and snacks. Safety is important, so you will supervise activities and... More

  • $10–11/hr
  • Dundalk, MD • 20 miles away

Help with Fun Activities for a Toddler,...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hi there! We’re looking for a babysitter for our toddler. $40 flat rate. The job involves supervising playtime, preparing snacks, and ensuring safety during activities. You should have a car to help with outings and appointments as needed.

The start date is flexible, but we hope to begin on... More

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

Looking for a reliable babysitter for...

  • 3 children
  • Babysitting
  • S
  • W
  • T
  • F
  • S

Weekly

5:00pm - 3:00am (flexible)

We are looking for a reliable babysitter to care for our three children, including an infant, preschooler, and elementary school child. The schedule starts on November 7, 2025, with hours primarily on Sundays, Wednesdays, Thursdays, Fridays, and Saturdays, from 5:00 PM to 3:00 AM. Due to my second... More

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

Reliable Babysitter Needed for 3 Children,...

  • 3 children
  • Babysitting
  • S
  • M
  • T
  • W

Weekly

12:00am - 1:00pm (flexible)

I am a single mom who needs a reliable babysitter for my three children, including an infant, a preschooler, and an elementary student. The schedule is flexible, starting on November 9th 2025. You will work Sun-Wed evenings to night , Responsibilities include supervising playtime, preparing meals(... More

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