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Find a Babysitting Job in Chestertown, MD

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15 Babysitting Jobs Found

  • $20–23/hr
  • Abingdon, MD • 21 miles away

Flexible Babysitter Needed for Three Older...

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

Weekly

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

We’re looking for a reliable and responsible babysitter for our three children (ages 15, 14, and 11). The main duties include driving them to and from sports and activities during evening hours, typically 4:00–8:00 PM, at least 3 days per week. There may also be occasional morning hours for... More

  • $19–22/hr
  • Bel Air, MD • 24 miles away

Seeking Friendly Babysitter for Elementary...

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

Weekly

6:00am - 9:00am (flexible)

Hello sitters! We’re looking for a babysitter for one child in elementary school. This position requires special needs experience. The schedule starts on December 15, 2025, but we can adjust the start date. The hours are from 6:00 AM to 8:30 AM, Tuesday through Friday. You will help with morning... More

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

Reliable Babysitter Needed for Two...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We’re looking for a reliable babysitter to watch our two elementary school-aged children beginning on January 5, 2026. This role includes picking them up from school, preparing meals, and helping with homework.

You need a car to transport them to extracurricular activities. We want someone who can... More

  • $13–25/hr
  • Severna Park, MD • 25 miles away

Seeking Reliable Babysitter for Three...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a responsible babysitter to care for our three children, including a pre-schooler, a toddler, and an infant, starting on January 9, 2026, at 4:00 PM. The schedule is flexible. The ideal candidate will ensure a safe and engaging environment, manage activities, prepare meals, and... More

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

Seeking Reliable Babysitter with Car for...

  • 1 child
  • Babysitting
  • F
  • S

Weekly

1:00pm - 8:00pm

Could you help us by watching our toddler? We need a babysitter to start on January 17, 2026, every Friday and Saturday, from 1:00 PM to 8:00 PM.

You'll engage our child in speech therapy, reading and to prepare snacks, and ensure their safety. We want someone who can create a playful and safe... More

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

Looking for a fun babysitter for my...

  • 1 child
  • Babysitting
  • T
  • W
  • T

Weekly

10:00am - 1:00pm

Hello! We’re looking for a babysitter for our toddler. The job starts on January 5, 2026, and takes place every Tuesday, Wednesday, and Thursday from 10:00 AM to 1:00 PM. Your main tasks include supervising playtime, and engaging in activities that support development. We need someone attentive,... More

  • $10–23/hr
  • Baltimore, MD • 22 miles away

Seeking Caring Babysitter for Two...

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

Weekly

12:00am - 8:00am (flexible)

We need a reliable babysitter for two children aged toddler and elementary. The job starts on December 31, 2025, at 3:25 PM, with some flexibility on the start date. Regular hours include Fridays, Saturdays, Thursdays, and Sundays from 1:00 PM to 9:00 PM. Your tasks will include supervising play,... More

  • $22–26/hr
  • Annapolis, MD • 21 miles away

Babysitter Needed for Two Elementary...

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

Weekly

2:30pm - 6:30pm (flexible)

Hi! We are looking for a babysitter for our two elementary-aged children. The job runs from 2:30 PM to 6:00 PM, Monday through Friday. We need someone to get the boys from the bus stop. You will help with homework, take to some sports/ activities, and prepare snacks. Flexibility with the start date... More

  • $21–25/hr
  • Severna Park, MD • 25 miles away

Looking for an after school sitter for...

  • 3 children
  • Babysitting
  • W
  • T

Weekly

2:00pm - 6:00pm (flexible)

We are looking for a fun, reliable, energetic sitter for our three kids. The job would include getting our 6 year old twins off the bus and walking them home. Other duties include snack preparation and homework help. Our 13 year old gets home at 4:20 and mainly takes care of herself.

We also... More

  • $10–25/hr
  • Nottingham, MD • 23 miles away

Babysitter Needed for 1 Toddler, Flexible...

  • 1 child
  • Babysitting
  • M
  • T
  • W

Weekly

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

3 days per week
• 2 hours per day

We are looking for a reliable and caring nanny to help with picking up our child from a daycare located near our home. The role is part-time and suitable for someone who lives nearby and enjoys working with children.

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

Seeking Caring Babysitter for Two Young...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We need a babysitter for our two children, a toddler and a preschooler. The job starts on December 20, 2025, but the start date is flexible. Your main responsibilities will include supervising the kids, engaging them in fun activities, preparing snacks, and ensuring their safety. Experience with... More

  • $18–20/hr
  • Abingdon, MD • 21 miles away

Experienced Babysitter Needed for Toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for an experienced babysitter for our toddler starting January 1, 2026. The schedule is flexible. You must have prior experience with children and a reliable car. Your duties will include supervising playtime, preparing simple meals, and ensuring a safe environment. Patience and... More

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

Seeking Experienced Multi-Lingual...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for an experienced babysitter to care for our infant starting on December 17, 2025, with a flexible start date. The sitter must have their own car and experience with multiples. It is essential that the sitter speaks Spanish fluently. Responsibilities include feeding, changing, and... More

  • $19–25/hr
  • Warwick, MD • 23 miles away

Babysitter Needed for Three Kids. Parents...

  • 3 children
  • Babysitting

Occasional

On an as-needed basis

We’re looking for help with our three children, aged toddler and elementary. You will supervise their activities, help with homework, and provide meals and snacks.

The start date is flexible, but we prefer starting in mid February, with a meet and greet and date night to test if you are a good fit... More

  • $21–23/hr
  • Baltimore, MD • 22 miles away

Occasional Babysitter Needed for Infant

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for a responsible babysitter for our infant starting on January 6, 2026, with a flexible start date and ability to work in the mornings/afternoons. The sitter will care for one child and must be dependable, nurturing, and engaging. Responsibilities include feeding, changing, and... More

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