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Find an after school nanny in Winchester, MA

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

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102 experienced after school nannies in Winchester, MA

Families in Winchester 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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Chloe $21 per hour for 1 child

Hi! My name is Chloe and I am a senior at Northeastern University studying finance and economics, with a deep passion for the arts and creativity. Outside of the classroom, I spent fifteen years training competitively as a figure skater, and I love bringing that same focus, energy, and dedication into my work with families. I love finding engaging, hands-on ways to connect with kids, whether we are exploring watercolor painting, learning a bit about art history, or chatting about different cultures I have experienced while traveling. I offer both child care and household services, bringing extensive experience with children ranging from ages three to sixteen. Over the years, I have provided everything from after-school care to physical training through figure skating lessons, ensuring that kids stay active, keep up with their homework, and have genuine fun. Because of the close bonds I build, many of my after-school families have transitioned me into long-term, one-on-one care throughout the summers and school years. I am also happy to help keep your home running smoothly by assisting with light cleaning, organizing, and local errands or grocery pickups. I treat every child with the utmost love and respect, and I look forward to supporting your family. Thank you!

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Grace $25 per hour for 1 child

My name is Grace W and I am a 21 year old recent graduate of Indiana University, where I received a degree in Speech, Language, and Hearing sciences! I have 10 years of nannying experience and ensure a safe and fun environment for all the kiddos I watch! I love to integrate learning experiences into the games we play and advocate for as much physical activity as we can get! With previous families I have worked with I have been responsible for preparing snacks, dinners, and helping out with household chores like laundry and sweeping! I will be working at Tufts Medical Center for the year while applying to graduate programs! I am looking for a family that needs an occasional date night sitter and extra help during the week after I get off work!

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Marlyn $30 per hour for 1 child

Hello! My name is Marlyn. I’ve been working in childcare for the past 8 years and truly enjoy supporting children as they learn and grow. I hold an Associate’s Degree in Early Childhood Education and have experience caring for infants, toddlers, and preschoolers. I’m passionate about creating a safe, nurturing, and fun environment where children feel comfortable and engaged. I love planning age-appropriate activities, helping with routines, and building trusting relationships with both children and families. I look forward to the opportunity to care for your little ones!

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Antoinette $25 per hour for 1 child

Hi I’m Antoinette. I’m a responsible calm and attentive caregiver with experience caring for children of different ages. I prioritize safety routines and clear communication with parents. I’m reliable punctual and respectful of family privacy. I’m comfortable helping with meals bedtime homework light household tasks and pet care. I’m looking to support professional families with dependable high quality care.

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Tashar $25 per hour for 1 child

Hey there. My name is Tashar and I’m currently a Junior at UMASS Lowell where I take classes on Monday and Wednesday but fully available rest of the days at anytime to be there for your loved ones.. I am offering child care and household services. I enjoy and love being a babysitter since I have been doing it since I was 17 with my siblings and other families as well. I have been both a nanny and a babysitter for 4 years now and I love and enjoy taking care and looking after little ones. I have worked with babies of different age groups and I love what I do because it corresponds to what I go to school for. Besides that, I’m compassionate about seniors and I have worked with them part time in nursing homes and at their place of residence. I love running errands, light housekeeping and cleaning , driving and spending time with people I’m taking care of. I’m allergic to cats but welcome to work with dogs.

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Recent after school nanny activity in Winchester, 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 Winchester 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 Winchester families

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

How much does an after school nanny cost in Winchester, MA?

After school nanny pay in Winchester is usually hourly and depends on the schedule, the nanny's experience, whether driving is required, and homework help. Most after school roles are part-time, in the range of 15 to 25 hours per week. See current after school nanny costs.

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

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

Are after school nannies in Winchester background checked?

Yes. Every nanny in Winchester 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 Winchester?

Yes. UrbanSitter families in Winchester 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 Winchester?

Most Winchester 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 Winchester?

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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