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Find a Babysitting Job in Chestertown, MD

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15 Babysitting Jobs Found

  • $14–16/hr
  • Middle River, MD • 18 miles away

Looking for a reliable babysitter for a...

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

Weekly

9:00am - 5:00pm (flexible)

Looking for a caring babysitter for one toddler, starting February 1, 2026, with flexible start date. Schedule includes Monday through Friday from 9:00 AM to 5:00 PM. Responsibilities include supervising play, preparing snacks, and engaging in age-appropriate activities. Must have prior experience... More

  • $15–24/hr
  • Annapolis, MD • 25 miles away

Babysitter needed for toddle comfortable...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We're looking for a reliable babysitter to help us with our toddler. The start date is February 6th, but we can be flexible. The sitter ideally speaks Spanish and be comfortable around our large dogs, who don;t need any care. Your main tasks include supervising playtime, preparing simple meals, and... More

  • $20–26/hr
  • Middle River, MD • 18 miles away

Needed: Babysitter for 2 Kids, Starts...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hi! We’re looking for a babysitter for our two children, ages toddler and elementary. The start date is February 4th.

The ideal person has experience with multiple children and a car for transportation needs. Responsibilities include supervising playtime, preparing snacks, and helping with... More

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

Occasional Babysitter needed for one three...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We're looking for someone to occasionally babysit our three year old daughter The role involves engaging our child in fun activities, ensuring their safety, and maintaining a positive atmosphere at home. You'll be comfortable around our pets, which include a large cockapoo and a cat.... 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

  • $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

  • $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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