119 Babysitting Jobs Available in Chestertown, MD
Wyndy lists 119 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 at-home daycare in Chestertown, MD
Seeking at-home daycare in Chestertown, MD. Responsible for supervising and caring for young ones in a safe and nurturing environment. Requires patience, flexibility, and a genuine ...
Looking for a part-time babysitter in Chestertown, MD for 2 children
Looking for a part-time babysitter in Chestertown, MD for 2 kids. Must be reliable, experienced, and available on weekdays.
Babysitter Needed in Chestertown, MD - 2 Kids
Babysitter Needed - 2 Kids. Seeking an experienced and reliable babysitter for two children. Duties include supervision, engaging activities, meal preparation, and maintaining a ...
Seeking a babysitter for 2 in Chestertown, MD area
Seeking a babysitter for 2 in Chestertown, MD. Must have experience and be reliable and trustworthy. Flexible schedule is preferred.
Hiring a part-time babysitter near 21674 for 2 toddlers
Hiring a part-time babysitter near 21674 for 2 toddlers. Duties include supervising and engaging with children, ensuring their safety and well-being, and performing light household ...
Weekday babysitter sought near 21648
Weekday babysitter sought for part-time position. Must be reliable and experienced. Duties include supervision, engagement, and providing care for multiple kids. CPR certification ...
Part-time babysitter vacancy in Chestertown, MD
Part-time babysitter vacancy: Responsible, experienced caregiver needed in Chestertown, MD. Create a safe, nurturing environment for young ones. Prepare meals, engage in ...
In search of babysitter assistance in Chestertown for 1 child
In search of babysitter assistance for 1 child. Need reliable and experienced individual to provide care and supervision. Must ensure child's safety and well-being. Willingness to ...
In search of a mother's helper in Chestertown, MD for a 5-month-old
In search of a mother's helper in Chestertown, MD for a 5-month-old. Looking for someone to provide assistance and support to a mother with a young baby. Duties include assisting ...
Looking for an infant babysitter in Chestertown
Infant babysitter needed. Must have experience caring for infants. Must provide safe and nurturing environment. CPR and First Aid certification preferred. High school diploma or ...
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.


