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Find a Babysitting Job in Chestertown, MD

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15 Babysitting Jobs Found

  • $18–25/hr
  • Pasadena, MD • 21 miles away

Seeking Babysitter for 2 Elementary-Aged...

  • 2 children
  • Babysitting
  • T

One-time

Start date: 12/16

5:30pm - 8:30pm (flexible)

We need a babysitter for two elementary-aged children on January 1, 2026, from 5:30 PM to 8:30 PM, with flexible start time. The sitter must have their own car and be comfortable with our senior dog. Responsibilities include keeping the children engaged, preparing light meals, and ensuring their... More

  • $24–28/hr
  • Joppa, MD • 20 miles away

Reliable Babysitter Needed for Three...

  • 3 children
  • Babysitting
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Weekly

8:00am - 3:00pm

Hi! We’re looking for someone to help with our three homeschooling elementary school children. You’ll need a reliable car to take them to activities. Your hours are Monday through Friday from 8:00 AM to 3:00 PM, starting on December 8, 2025. You’ll oversee the completion of their online and paper... More

  • $21–25/hr
  • Pasadena, MD • 21 miles away

Babysitter Needed for Toddler, Monday to...

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

Weekly

8:30am - 5:30pm (flexible)

Help our toddler learn and grow while having fun! We’re looking for a reliable babysitter who has a car and can start as early as December 8, 2025. The hours are from 8:30 AM to 5:00 PM, Monday through Friday. You will play with our child, prepare simple meals, and keep the play area tidy. We need... More

  • $20–25/hr
  • Severna Park, MD • 25 miles away

Seeking Babysitter with Car for Toddler on...

  • 1 child
  • Babysitting
  • T
  • T

Weekly

8:30am - 12:30pm

Hello sitters! We need a reliable babysitter for our toddler. This position starts on January 6, 2026. The hours are from 8:30 AM to 12:30 PM on Tuesdays and Thursdays.

You will play with our child, prepare simple meals, and keep them safe. Please have a car for any outings. Your role includes... More

  • $21–25/hr
  • Edgewood, MD • 18 miles away

Seeking Reliable Babysitter for One...

  • 1 child
  • Babysitting
  • W
  • T
  • F

Weekly

4:00am - 10:00am (flexible)

I need a reliable babysitter to care for one elementary-aged child starting December 10, 2025, with flexible scheduling. The hours include early mornings, every other Wednesdays, Thursdays and Fridays. The ideal candidate must be comfortable with pets and have their own car for transportation.... More

  • $20–24/hr
  • Aberdeen, MD • 21 miles away

Seeking in in-home daycare needed for a...

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

Weekly

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

We’re seeking a reliable in-home daycare provider for a preschool child. The job starts on December 8, 2025. We need availability from 5:00 AM to 5:30 PM, Monday through Friday, and in the 21001 area. You need a car to help with transportation. Daily tasks include providing before- and after-care,... More

  • $19–22/hr
  • Baltimore, MD • 22 miles away

Driver for school drop off, high school...

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

Weekly

7:00am - 8:00am

Hi! We need someone to provide morning transportation for our teen daughter starting December 5, 2025. You will work Monday through Friday (school year schedule), arriving between 7:00-7:15 AM and dropping off at school approximately 20 min away from our home. Both locations are in Baltimore city,... More

  • $10–20/hr
  • Edgewood, MD • 18 miles away

Looking for a sitter for 2 toddlers 4-6 PM

  • 2 children
  • Babysitting
  • M
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Weekly

12:00am - 2:00am

Hi! We need someone to watch our two young children, a 1year 9months old and a 3 year old, from December 3, 2025, Monday through Friday, from 4:00 PM to 6:00 PM. Your responsibilities include supervising playtime, preparing snacks, and helping with activities that keep them engaged. You must have a... More

  • $21–22/hr
  • Middle River, MD • 18 miles away

Seeking Reliable Babysitter with Car for...

  • 1 child
  • Babysitting
  • M
  • T
  • T

Weekly

7:30am - 9:30am

Hi! I'm looking for a babysitter to watch my elementary school child on Mondays, Tuesdays, and Thursdays from 7:30 AM to 9:00 AM, starting December 8, 2025. The role involves preparing breakfast, helping with morning routines, and ensuring safety on the way to school. A reliable car is a must for a... More

  • $15–25/hr
  • Baltimore, MD • 22 miles away

Seeking Responsible Babysitter with car

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello! We want a babysitter for our preschool-aged child. The job starts on December 1, 2025.

You will play with our child, help with meals, and keep things tidy. Reading stories and encouraging creativity are important parts of the day.

You need to have a car for outings and to transport our... More

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

Babysitter Needed for One Elementary Child...

  • 1 child
  • Babysitting
  • S
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  • F
  • S

Weekly

7:00am - 9:00am (flexible)

We are looking for a reliable babysitter for our elementary-aged child. The start date is flexible, with shifts from 7:00 AM to 8:30 AM on Saturdays, Sundays, Thursdays, and Fridays beginning January 1, 2026. The sitter must have their own car and be comfortable with pets. Your primary... 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

  • $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

  • $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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