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Find a Babysitting Job in Chestertown, MD

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14 Babysitting Jobs Found

  • $15–22/hr
  • Nottingham, MD • 23 miles away

Nurturing babysitter needed for toddler,...

  • 1 child
  • Babysitting
  • F

One-time

Start date: 01/30

6:30am - 7:30pm

Hello sitters! We’re looking for someone to watch our toddler starting January 30th. The hours are from 6:30 AM to 7:30 PM. You will prepare meals, change diapers, and engage in playtime activities. Safety is a top priority, so keeping a safe environment is essential. You will help with nap times... More

  • $14–25/hr
  • Curtis Bay, MD • 23 miles away

Babysitter needed for 1 elementary child,...

  • 1 child
  • Babysitting
  • S
  • W
  • T

Weekly

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

I’m a working mom in the 21226 area looking for a reliable overnight nanny/sitter for my 8-year-old daughter starting the evening of February 8. I work a Pittman schedule 12 hours, and my shift is 7:00pm–7:00am, so I need someone to arrive at 6:15 pm so I can leave for work. My daughter already... More

  • $19–23/hr
  • Kenton, DE • 25 miles away

Seeking reliable sitter with a car for two...

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

Weekly

8:00am - 5:00pm (flexible)

We're looking for a reliable babysitter for our two children, ages infant and toddler. The schedule starts on February 10th and is flexible, with hours from 8:00 AM to 4:30 PM, Monday through Friday. Your responsibilities include supervising playtime, preparing snacks and meals, and helping with nap... More

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

Babysitter Needed for One Pre-School...

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

Weekly

5:30am - 4:30pm

Hello! We need a babysitter for our preschool child. The job starts January 30th and runs Monday to Friday, from 5:30 AM to 4:30 PM. Your main duties include preparing breakfast, engaging in playtime and activities, and ensuring a safe environment. We expect you to help with nap times and follow a... More

  • $24–26/hr
  • Annapolis, MD • 25 miles away

Seeking a babysitter starting January 26th...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hi! We're looking for a babysitter for our preschool child. The sitter needs to speak Spanish to help with communication and learning.

The job starts on January 26th and will include daily activities like playing games, reading stories, and preparing simple meals. You’ll also help with light... More

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

Need a Reliable Babysitter with a Car for...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello, we are looking for a babysitter to help with our toddler starting on January 17, 2026. Your main tasks will include playing, feeding, and keeping our child safe. You should have a car to help with outings and activities. We want someone who can engage with our child, follow their routine, and... More

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

Engaging Babysitter Needed for Active...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We are looking for a reliable babysitter for our toddler. This role is flexible, with a start date around February 2, 2026.

You will engage our child in fun activities, keep them safe, and help with daily routines like meals and nap times. It's important to have experience with... 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 February 6, 2026, every Friday and Saturday, from 1:00 PM to 9:00 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

  • $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

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