Find an after school nanny in Chester, MA

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

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Experienced after school nannies in Chester, MA

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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Emma Adams
$18 per hour for 1 child

I am an artist in my 30s, with over a decade of Mothers helper and nanny experience (4 years paid). I have cared for infants from a few months old to first graders. I am a patient and attentive caretaker, able to juggle meals and light cleaning as well as the care of my charges. I encourage imagination and play, as well as creative expression of all kinds. I encourage outside play and activities such as nature walks, local parks, bike riding and yard play. I look forward to partnering with a family and finding a great fit!

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Jeryliz Northfield
$22 per hour for 1 child

Patient, loving mom of 3 (2 on the spectrum) & oldest of 5. Experienced with all ages & special needs. Fun, caring, reliable, here to help kids & families thrive.

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Alexandria
Booked by 2 repeat families
3 reviews
Waterbury
$20 per hour for 1 child
Booked by 4 families in Chester, MA

Hi! I’m Alexandria, I’m 21 years old going to be an upcoming senior majoring in Business and Theater arts with a Spanish minor. I am a fun, responsible, and caring babysitter with over 5 years of experience. My caregiving experience started early through helping with my mother’s licensed daycare, where I assisted with children from infancy to elementary age. Along with caring for my younger siblings and my newly born nephew, I’ve developed strong skills in multitasking, creating engaging activities, such as playing with toys, bringing out their creative side with arts and craft and also handling a range of child needs. I’m CPR/AED/First Aid certified for both children and adults. I can cook, clean, drive, and I’m conversational in Spanish making me a flexible and dependable caregiver. I love creating a positive, safe, and enriching environment for kids whether that’s helping with homework, planning activities, or reading bedtime stories. I’m committed to making each family feel supported, respected and safe leaving their children with me. In my free time I like to read, play video/pc games, go shopping, explore new places, do self-care, dance, cook/bake, workout and make videos here and there. I am very outgoing and enjoy being outdoors. I’m excited to get to know your little ones and you as well! Feel free to reach out!

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Jacqueline South Glastonbury
$35 per hour for 1 child

Hi! My name is Jacqueline, a little about me is, I was a Personal yoga instructor for 7 years, snowboarding instructor for 5, and I lived for sports so I am very active and am happy to share some tricks up my sleeve for improved development for kids. I am bilingual fluent in Spanish and English. I have helped my sister raise her two children and cared for families children while they were on vacation. I’ve worked in various exercises to help inspire and motivate children. I’ve also been a house keeper and assistant. I work well with challenges and am very patient. ☺️❤️

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Recent after school nanny activity in Chester, MA

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, MA

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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, MA?

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.

More ways to find care

After school nannies in nearby cities

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