118 Babysitting Jobs Available in Chestertown, MD
Wyndy lists 118 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
Full-time babysitter job near 21664 for infant twins
Full-time babysitter needed for infant twins. Must have experience and be able to provide exceptional care. Ability to create a nurturing and stimulating environment. Duties ...
Babysitter vacancy in Chestertown, MD needed
Babysitter vacancy in Chestertown, MD. Seeking reliable individual experienced in child care. Provide supervision and ensure child safety. Engage children in age-appropriate ...
In need of a first grader sitter in Chestertown, MD
Seeking a caregiver for a first grader in Chestertown, MD. Must be reliable and attentive. Experience with young children preferred. CPR and First Aid certification a plus. ...
Seeking babysitter for newborn in Chestertown
Seeking babysitter for newborn. Full-time position in Chestertown. Experience with infants preferred. Must be reliable and trustworthy. Patience and nurturing nature required. Good ...
Part-time sitter gig for two middle schoolers and a dog in Chestertown, MD
Part-time sitter needed for two middle schoolers and a dog. Must have experience and reliable transportation. Duties include supervising children, taking care of the dog, and ...
Part-time babysitter needed in Chestertown, MD for 2 little ones
Part-time babysitter needed in Chestertown, MD for 2 little ones. Must be reliable and experienced in childcare. Duties include meal preparation, playtime, and light housekeeping. ...
Babysitter Required - in Chestertown, MD - 2 Kids
Babysitter Required - 2 Kids. Seeking a nurturing caregiver to provide excellent care and support for two children. Duties include supervising and engaging children in ...
Seeking babysitter near 21675 - 2 Kids
Seeking babysitter near 21675 for 2 Kids. Must be reliable, trustworthy, and experienced. Basic childcare tasks and ensuring safety of children. Flexible schedule required. CPR ...
In search of weekday babysitter in Chestertown, MD
Looking for a weekday babysitter to provide care and support. Must have experience and be reliable and energetic. Willing to engage in educational activities. Must maintain a safe ...
Babysitter wanted for 1 child in Chestertown vicinity
Babysitter wanted in Chestertown vicinity. Looking for a reliable individual to care for 1 child. Must be attentive, experienced, and have references. Flexible schedule required. ...
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.


