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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104 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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Angeline
Booked by 38 repeat families
46 reviews
Cambridge
$25 per hour for 1 child
Booked by 76 families in Winchester, MA

Hi My name is Angeline! I would love to offer my help and look after your little ones. I'm a mom of 3: 2 daughters (8&7) and a son (5 yrs old). Naturally that position helps you gain a lot of patience and become the ultimate multitasker! My Kiddos are in school from 7:30am until afterschool ends at 6pm. Their dad and I alternate days with pick ups ( Tuesday & Thursdays) I come from a family of 9, being the second oldest I have a variety of experience with children from newborn up to teen years. I've worked as a Junior camp counselor at two different Boys and Girls club locations. Briefly was a swim Instructor for special needs children (specifically autism and ADHD) and children of different backgrounds aged 0-12 years. I have also been on Urbansitter since ~2018 and have enjoyed meeting so many different families :) I am currently enrolled in a BSN program However I do keep my calendar frequently updated and still plan to utilize my services on urbansitter! In regard to weekends I am available solely on Saturdays after 11am with some availability for Sunday’s . But always have some flexibility just message me! Happy to provide help with light housekeeping , running errands , and of course homework help! I do have a valid drivers license , a clean driving record and my own insured vehicle. I am Vaccinated & Boosted for Covid since 7/5/2021 :) Also I am BLS CPR & First Aid Certified!

Angeline was available last-minute when our 2 year old was home sick, and she did a fantastic job with him. He had so much fun, can't wait to have her back!

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Safina
Booked by 4 repeat families
4 reviews
Woburn
$30 per hour for 1 child
Booked by 7 families in Winchester, MA

I've always had a passion for nurturing the growth and development of children. With eight years of childcare experience, I've had the privilege of supporting families and providing a reliable childcare option for them. My patient, calm, and friendly nature allows me to connect with children of all ages. I ensure open lines of communication with parents, either verbally at pick-up or through their preferred method, to discuss their child's day or any concerns. I'm very comfortable enforcing household rules while fostering a positive and nurturing environment. My favorite moments are spent engaging children in outdoor sports, playing educational games, or having fun with board games and puzzles. I'm comfortable caring for up to four children, ranging from infants to preteens, and am available to provide care during the day, evenings, and weekends. I have a car and am comfortable with pets.

she was wonderful. kind and patient.

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Laura
Booked by 1 repeat family
1 review
Stoneham
$28 per hour for 1 child
Booked by 3 families in Winchester, MA

Hi! I’m Laura, and I have over 7 years of childcare experience with newborns, infants, toddlers, and school-age children. I have worked +6 years as a full-time nanny caring for kiddos from newborns to middle school. I’m CPR and First Aid certified, bilingual in English and Spanish, have reliable transportation, and a clean driving record. I love creating a safe, fun, and nurturing environment where children can learn, play, and thrive. Families describe me as dependable, patient, and caring, and I look forward to becoming someone your family can trust!

Laura arrived of time, my daughter loved her. She was great with my daughter, fed her, and put her to sleep on time. Totally recommended!

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Ruth Woburn
$22 per hour for 1 child

Hi! My name is Ruth , and I’m a 21-year-old senior at the University of Massachusetts. I’m offering childcare and household services, and I truly love working with kids. My experience includes everything from babysitting my nephew—who is on the autism spectrum—for nearly eight years, to working in Pre-K through 3rd grade classrooms during high school. As part of a dual enrollment program with Middlesex Community College, I took an Early Childhood Education class that gave me hands-on experience supporting children of all learning styles and needs. Kids are naturally drawn to me, and I genuinely enjoy spending time with them—whether that’s playing, helping with schoolwork, or just being a fun and safe presence. I also offer household help and am happy to cook, clean, or assist with errands. I have no allergies and am comfortable in homes with pets. My schedule is very flexible during the summer and holidays. Looking forward to connecting! — Ruth

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Blessing Woburn
$25 per hour for 1 child

Nurturing young minds is my passion. I've spent the half of my life caring for children aged newborn to 11, in my community back in Africa including toddlers and preschoolers. I find immense joy in fostering their development. I am patient, calm, friendly, and approachable. I support families by providing reliable care for their little ones. I follow the parents' lead when it comes to household rules and preferred communication methods. I enjoy playing outdoor sports, board games, puzzles, and educational games with children. I am comfortable caring for one to three kids at a time. I have a car and am comfortable with pets. I am CPR and First Aid certified. I look forward to the opportunity to bring my experience and enthusiasm to your family.

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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?

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