Find an after school nanny in Chester, MD

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

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32 experienced after school nannies in Chester, MD

Families in Chester 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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Krystal
Booked by 2 repeat families
2 reviews
Arnold
$20 per hour for 1 child
Booked by 2 families in Chester, MD

Hi - My name is Krystal and I'm am offering child care (driving to after school activities) and household services (errands). I love children and have raised many nieces and nephews. I also work as a household assistant and can cook, clean, and run errands. I am comfortable with school age children. I can cook, drive to appointments, or do other tasks. (I also love dogs!)

Krystal was wonderful with my two boys and certainly plan on having her watch them again. Definitely recommend.

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Unique
Booked by 1 repeat family
1 review
Annapolis
$23 per hour for 1 child
Booked by 2 families in Chester, MD

Hello! My name is Unique, and I am a caring, dependable childcare provider who genuinely enjoys helping children learn, grow, and feel loved. With experience as both a preschool teacher and substitute teacher, I have had the opportunity to work with children of various ages and personalities, creating safe, engaging, and nurturing environments where they can thrive. I believe every child deserves patience, encouragement, and individualized attention. Whether we're reading stories, exploring creative activities, playing outdoors, helping with homework, or simply enjoying everyday routines, I strive to make each child feel supported, confident, and valued. I understand that inviting someone into your home and entrusting them with your children is a big decision. My goal is to provide dependable care that gives parents peace of mind while creating a positive and caring experience for their children. In addition to childcare, I am comfortable preparing healthy meals and snacks, assisting with school pick-ups and drop-offs, maintaining children's spaces, and supporting family routines. I am CPR and First Aid certified, Food Safe certified, and experienced in preparing meals for children with food allergies and dietary restrictions. I would be honored to support your family and look forward to learning how I can best meet your child's unique needs.

Unique was great! She arrived early and my baby loved her. I appreciate her attention to detail. She made sure she understood my child’s needs/ routine and was mindful to check how I prefer to receive updates. Will book again

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Carla Annapolis
$24 per hour for 1 child
Booked by 1 family in Chester, MD

Hello! About my experience: I have been a full-time nanny for over three years, with experience caring for children of various ages, from newborns to teenagers. I have strong references and truly enjoy working with children, which is why I chose this profession. Committed to providing care in environments that support healthy boundaries, emotional development and mutual respect. I am CPR certified by November 2025 for two years. I have extensive experience with newborns, including helping them establish healthy sleep patterns. I have also cared for children aged 2, 4, and 6, managing tasks such as: - preparing breakfast - driving them to school - organizing educational activities - picking them up from school - assisting with homework I don't smoke anything I have my own reliable transportation Good skills driving Love pets

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Laura Annapolis
$20 per hour for 1 child

I am a very cheerful woman, I like young children, I love to play and do stimulating activities if needed, and I am also willing to do different tasks if required.

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Stteffany Annapolis
$22 per hour for 1 child

Hello - My name is Stteffany, I'm a Colombian lawyer. I just arrived in the city, I'm a permanent resident. I am offering childcare, elderly care and home services. I have taken care of children of family and friends and some outsiders. Children of all ages. My responsibilities included preparing healthy meals, maintaining home safety, supporting with schoolwork, educational games and establishing routines. I stood out for being patient, responsible, creative, loving and doing recreational activities, such as crafts, games, etc. He managed to establish bonds of trust with children and their families

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Recent after school nanny activity in Chester, 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 Chester 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

Find a great fit in Chester, MD

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Why families use UrbanSitter for after school nannies

Loved by Chester families

Find after school nannies with reviews from families in your Chester 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 Chester

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

As of [Month/Year], after school nannies in Chester 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 Chester?

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

Are after school nannies in Chester background checked?

Yes. Every nanny in Chester 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 Chester?

Yes. UrbanSitter families in Chester 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 Chester?

Most Chester 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 Chester?

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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