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
Full-time weekly babysitter available in Chestertown, MD. Experienced and dedicated caregiver for your little ones
Full-time babysitter available in Chestertown, MD. Experienced and dedicated caregiver for little ones.
Seeking a part-time babysitter in Chestertown, MD for 2 kids
Seeking a part-time babysitter for 2 kids. Must be reliable, experienced, and have a clean background. Pay negotiable. Must provide references.
First grader seeking a babysitter near 21659
Seeking a babysitter near 21659 to care for a first grader. Must be reliable, trustworthy, and enjoy working with young children. Previous experience preferred. CPR and First Aid ...
Searching for a part-time babysitter in Chestertown, MD for 2 kids
Searching for a part-time babysitter in Chestertown, MD to care for 2 kids. Must be reliable, experienced, and have a passion for childcare. Create a safe and nurturing environment ...
Babysitter opportunity available in Chestertown, MD
Babysitter opportunity available in Chestertown, MD. Must have experience caring for infants and toddlers. CPR certification preferred. Flexible schedule required. Ability to ...
Seeking daycare options near 21674
Daycare options available near 21674. Looking for reliable individuals experienced in caring for infants and toddlers. Must have a passion for child development and safety. ...
Part-time sitter needed in Chestertown, MD for two middle schoolers and a dog
Part-time sitter needed in Chestertown, MD for two middle schoolers and a dog. Duties include caring for middle schoolers and pet, ensuring their safety and well-being. Must be ...
Part-time sitter vacancy near 21651 for two middle schoolers and a dog
Part-time sitter needed for two middle schoolers and a dog. Must be reliable and have experience caring for children and pets. Must be available during evenings and weekends. ...
Babysitter wanted in Chestertown, MD. 1 child half day, 2 kids briefly
Babysitter wanted for a half-day, caring for a 1 child and briefly overseeing 2 kids. Ideal candidate should have experience and be reliable. CPR certification preferred. Only ...
A local family in Chestertown, MD needs assistance after school
After-School Family Assistant needed to provide support to a local family. Duties include transportation, homework assistance, meal preparation, and engaging in recreational ...
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.


