Chestertown, MD Babysitting Jobs

Looking for Chestertown babysitting jobs? Earn extra cash by helping extra nice families with UrbanSitter. Apply today for occasional babysitting gigs, part-time or full-time babysitting jobs!

Available babysitting jobs in Chestertown, MD

Seeking an experienced babysitter Thursday, Jul 10 at 8:30 AM - Friday, Jul 11 at 3:30 PM - $18/hr

Hygiene: Changing diapers, washing hands, and ensuring a clean environment. Feeding: Preparing and serving meals and snacks, assisting with bottle feeding or breastfeeding. Rest: Supervising nap...

Sitter job available Thursday, Jul 10, 10:30am - 9:30pm

We are a non-smoking family. My kids just need food which I can most likely order for the babysitter and my kids. There is also food in the fridge. My son usually takes a long nap in the afternoon...

Hiring a part time caretaker starting Saturday, Jul 12 (flexible)

Looking for a sitter to fill in when necessary. Possibly daytime on weekdays or evenings on the weekend. Must be comfortable with a dog and cat.

Sitter required Saturday, Jul 12, 4:30pm - 10:30pm

We need a sitter for a wedding we are going to in the area! Open to 1-2 sitters. 4 children! At a home in Pasadena. The kids go to bed around 7-7:30 PM.

Sitter position available Sunday, Jul 13, 1:00pm - 7:00pm in Oella

Looking for a baby sitter for our 7 month old Son, we are trying to see the orchestra. Payment is in cash.

Nanny required starting Monday, Jul 14

Nanny needed for two month old Mon, tues, Wednesday, from 7am-1pm to come to our home for feeding and changing.

Nanny needed starting Monday, Jul 14 (flexible)

Looking for a specialist to tutor my Daughter

Sitter job available Saturday, Jul 19, 6:00pm - 11:00pm

We’re looking for a fun, creative sitter for our two kids on July 19th, 2025. We’ll be at Hyatt Regency Chesapeake Resort in Cambridge for a family event. Kids are 5 and 9 yrs old and should stay in...

Part Time nanny job available starting Monday, Jul 21 (flexible) in Deanwood

I work from home and am looking for a part time caretaker in home for my baby for when I work and step out for errands. We can discuss baby’s routine upon hire! Thank you for your consideration.

Sign up for UrbanSitter to apply for Chestertown babysitting jobs

Apply for babysitting jobs now


Ready to find babysitting jobs?

Friends Circle icon
1. Make a profile
Introduce yourself to parents and be sure to include your childcare experience and types of babysitting work you're looking for. Fill in your schedule and rates, and complete a background check.
Briefcase icon
2. Apply to jobs
Easily scan through the available babysitting jobs in your area. Detailed job descriptions and handy search filters help you pinpoint the best babysitting jobs to apply to.
Credit card icon
3. Get paid
Parents either pay in cash or through UrbanSitter's online payment system. Money goes directly into your pocket or into your payout account. No waiting for payday and you keep 100% of your earnings.

Find babysitting work today!


As seen on