Find an after school nanny in Chestertown, MD

After school nannies recommended by families in Chestertown. Help with pickup, homework, activities, and more.

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19 experienced after school nannies in Chestertown, MD

Families in Chestertown use UrbanSitter to find full-time, part-time, and live-in nanny care.
Rates vary by schedule, experience, and responsibilities.

Every after school nanny is background checked annually and their profile is individually reviewed by our Trust & Safety team. Learn more.

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Selene Marydel
$16 per hour for 1 child

Hi! I’m 19 and a mom to a 5-month-old baby boy. I have several years of hands-on childcare experience from helping care for my four younger siblings, including overnight care, so I’m very comfortable with daily routines and responsibilities. I’m experienced with feeding, diaper changes, naps, playtime, and bathing, and I always focus on creating a safe, calm, and caring environment for children. I’m patient, reliable, and friendly, and while I can be a little shy at first, I warm up quickly and build strong, trusting connections. I also have experience working in a nursing home setting, which has given me skills in supporting others with care, patience, and respect. In addition to childcare, I’m happy to help with light housekeeping, laundry, and small errands to make things easier for families. I’m available for local, in-home opportunities and am reliable with transportation within my area. I may also be open to bringing my baby along if a family is comfortable, as it can provide a positive and social environment for both children. I take pride in being dependable and someone families can trust, and I’d love to help make your day a little easier.

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Asuma Gunpowder
$30 per hour for 1 child

About Asuma Hi! My name is Asuma and I am currently a neuroscience research technician and a member of the U.S. Army Reserves. I offer childcare, tutoring, and household support services. Caring for children has always been a natural part of my life. As the oldest daughter in a large family and a mother to an amazing teenager, I grew up helping care for younger siblings and relatives. I also have over 11 years of experience caring for children ranging from infants to teenagers. In addition to childcare, I provide tutoring for students from elementary school through college in subjects such as math, biology, and chemistry. I hold a Bachelor’s degree in Biology with a minor in Mathematics and enjoy helping students build confidence in learning and problem-solving. My childcare responsibilities have included helping with homework, preparing meals, creative activities, transportation, and maintaining a structured and safe environment for children. I enjoy encouraging curiosity through reading, arts and crafts, outdoor activities, and fun learning moments. I speak four languages and have reading knowledge of two others, which has helped me connect with families from diverse backgrounds. Outside of work, I enjoy bike rides in nature, cooking and experimenting with recipes, volunteering with community organizations, and continuing my training as a beginner in Taekwondo. Families often describe me as dependable, calm, and attentive. I take pride in creating a safe, nurturing, and engaging environment where children can learn, grow, and have fun. While I don’t yet have extensive experience caring for pets, I am open to learning as long as safety is prioritized.

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Linda Hartly
$16 per hour for 1 child

Hi, my name is Linda. I’m 21 years old, and I’ve been babysitting since I was 16 years old. I am a caring and energetic nanny. Love creating fun and an engaging environment. Full of patience, creativity, and reliability. Make me a trusted and valuable addition to any home. I'm committed to ensuring the safety, happiness, and well-being of those in my care, while also offering support and peace of mind to their families.

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Hope Middle River
$18 per hour for 1 child

BA in Kinesiology, CPR certified, fluent in 4 languages. Skilled in tutoring, youth mentorship, and helping kids learn through play and structure. I love teaching and mentoring kids while creating a safe, supportive space parents can trust. I can also help with cooking, cleaning, and household tasks.

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Maddie Edgewood
$18 per hour for 1 child

I’m looking for a job taking care of 1 or 2 children during the week (plus Saturday if needed but preferably just working weekdays). I was a nanny for 2 children, almost 2 and 4. We spent our mornings playing, going to the park, reading, and doing crafts. Both parents work from home, so we all had lunch together and then put the children to nap, after nap they get a healthy snack and we play some more! I started this job when they were 6 months and 1 and a half in the summer of 2024. I just finished up my last day on Halloween, so I am looking to start work asap if possible (although not required, I would be willing to find something else for the time being until ready for me to start) Before I was a nanny, I worked at a before/after school daycare, plus a summer camp run by the same company. We would play, set up different toys every day, do crafts, get healthy snacks, and go outside when the weather was alright. At summer camp we mostly spent the whole day outside. There was a tree fort, pool days, hiking, sports, crafts, biking, etc! There were special weekly events where we went to the arcade, roller skating, and ice skating. There were children preschool to freshman year of high school at the summer camp. I have also worked as a cashier, online order picker/packer, and busser, so I have experience with cleaning tasks as well.

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Recent after school nanny activity in Chestertown, MD

After school care starts with trust

Every nanny’s profile is individually reviewed by our Trust & Safety team after an annual background check. Read reviews from families in Chestertown to find your fit.

Every nanny on UrbanSitter is background checked annually.

photo of quoted parent Michelle

"Johanna is AMAZING! My two boys love her - she does everything from amazing arts & crafts, to helping with homework, to getting them playing outside! She also drives them and does everything involved with after school activities: packing snacks, getting the right gear, etc."

Michelle R., mom of two

photo of quoted parent Milena

"When we hired Amani, we felt like we hit the jackpot. We were very lucky to find her on UrbanSitter at the beginning of school year. She was picking up kids from school, taking them to afternoon activities, helping them with assignments. She prepped food for them, helped organize their closets and keep their spaces neat and orderly. We would hire her again in a heartbeat."

Milena L., mom of two

photo of quoted parent Heather

"Caitlin has been such a lifesaver for our family. We hired Caitlin to help with the after school routine. The kids took to her instantly. She does it all - school pick ups, dinners, baths, lunch making, clean up, etc. She has really helped make a busy time so much easier for us."

Heather B., mom of two

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Why families use UrbanSitter for after school nannies

Loved by Chestertown families

Find after school nannies with reviews from families in your Chestertown school, parent group, and neighborhood.

Help with school pickup and activities

Filter for nannies who can drive, then check profiles for carpool, pickup, and activity experience.

Annual background checks

Every nanny clears an annual background check and has their profile reviewed by our Trust and Safety team.

Homework help for school-age kids

Browse profiles to find nannies who can help with reading, spelling, math, projects, and daily homework.

Frequently asked questions about hiring after school nannies in Chestertown

How much does an after school nanny cost in Chestertown, MD?

As of [Month/Year], after school nannies in Chestertown typically cost $_ per hour. For a part-time schedule of 15 to 25 hours per week, that works out to about $_ per week. Rates vary by city, experience, driving needs, and homework help. See current after school nanny costs.

How do I find an after school nanny near me in Chestertown?

Sign up for free, post a job with your school-year schedule and needs, then browse profiles with reviews and references from local Chestertown families. Message candidates, schedule interviews, and hire when you find the right fit. Learn how UrbanSitter works.

Are after school nannies in Chestertown background checked?

Yes. Every nanny in Chestertown must clear an annual background check, and each profile is individually reviewed by our Trust and Safety team. See what's included in the background check.

Can my after school nanny drive my kids to activities in Chestertown?

Yes. UrbanSitter families in Chestertown can specify driving requirements when posting a job, including whether the nanny uses their own car or the family's car. Many after school nannies help with school pickup, driving to activities.

When is the best time to find an after school nanny in Chestertown?

Most Chestertown families start their search in late summer for an August or September start, matching the school year. Demand peaks in July and August, so families who plan ahead have the widest selection. Mid-year hiring happens too, often when schedules change or families move.

What should I look for when interviewing an after school nanny in Chestertown?

Look for experience with your kids' age range, comfort with your school pickup logistics and after-school activities, references from families you trust, and a clear sense of reliability. See interview questions to ask.

Resources

Nanny Interview Questions: A Guide for Parents

Interview questions that surface experience, references, and fit.

How Much Does an After School Nanny Cost

Current rates and what factors affect the price.

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