113 Babysitting Jobs Available in Chestertown, MD
Wyndy lists 113 babysitting jobs in Chestertown, MD posted by local families. Chestertown sitters on Wyndy earn an average of $23 per hour, or $92 plus tips per job. Families post after-school, date night, infant care and weekend jobs. Every job is open to background-checked college students and graduates, and every sitter is insured while working.
Earn: $23/hr avg + 100% of tips
Feel safe: Insured on every job
Be flexible: Pick jobs that fit your schedule
Recently posted babysitting jobs in Chestertown
Seeking a part-time babysitter in Chestertown, MD for 2 siblings
Seeking a part-time babysitter for 2 siblings in Chestertown, MD. Must be reliable and experienced in caring for children. Schedule will vary, but mainly evenings and weekends. ...
Looking for school transport in Chestertown
School Transport Driver needed for safe and efficient transportation of students to and from school. Must have a clean driving record and valid driver's license. Experience working ...
In need of a babysitter for 2 in Chestertown, MD
Seeking a reliable babysitter for 2 in Chestertown, MD. Must have experience and a love for childcare. Must be responsible and trustworthy. Ability to engage children in fun and ...
Assistance in Chestertown available
A capable individual is needed to provide support and aid to individuals in Chestertown. This position involves assisting with various tasks and ensuring the well-being and comfort ...
Looking for babysitter services near 21652 for 1 child
Babysitter needed for 1 child. Must be responsible and reliable. Experience in childcare preferred. CPR certification a plus. Must have references available upon request. Willing ...
Need babysitter in Chestertown - 2
Babysitter needed. Must have experience and be reliable. Responsible for caring for children in a safe and nurturing environment. Duties include supervising playtime, preparing ...
After-school guardian in Chestertown, MD
After-school guardian responsible for supervising and supporting students in a safe and educational environment. Assists with homework, engages in enrichment activities, and ...
Nanny/babysitter in Chestertown
Nanny/babysitter needed for childcare duties. Must have experience and be reliable. Duties include supervising and engaging with kids, ensuring their safety and nurturing their ...
After-school tutor in Chestertown, MD
Seeking a qualified individual to provide academic support to students. Must have a strong understanding of various subjects and be able to effectively communicate concepts. ...
Looking for school transportation options in Chestertown, MD
Seeking reliable and experienced professionals for school transportation options in Chestertown, MD. Responsible for ensuring safe and timely transportation of students to and from ...
Babysitting Jobs in Chestertown, MD: FAQs
How much do babysitters make in Chestertown, MD?
Parents set the pay for each job. Wyndy babysitters earn an average of $92 plus tips per job and keep 100% of their tips. Pay varies by job and is shown on each listing before you apply.
How do I get babysitting jobs in Chestertown, MD as a college student?
Apply to become a Wyndy babysitter, consent to a background check and complete your profile. Applications are reviewed for quality and you get an initial response within 48 hours. Once approved, express interest in babysitting jobs in Chestertown, MD in the Wyndy app and families send you offers.
What are the requirements to become a Wyndy babysitter?
You must be 18 or older, be enrolled in an accredited college or university or hold an undergraduate degree, have at least one year of childcare experience, have a driver's license, a Social Security number and reliable transportation, and consent to a background check.
How do Wyndy babysitting jobs work?
- Express interest in the jobs you like. You will see single-time, recurring and part-time babysitting jobs.
- Parents review the interested babysitters and send offers to one or more of them.
- Accept the offers you want to work and get paid for each job.
Every Wyndy babysitter is covered by insurance while working.
Are Wyndy babysitting jobs flexible for students?
Yes. You only express interest in the jobs that fit your schedule, so you can work around your class schedule during the semester and pick up more jobs over school breaks.


