After school nannies recommended by families in Winchester. Help with pickup, homework, activities, and more.
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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.
About Me Hi I am Mary a well-traveled, articulate professional in my late 60s, seeking a meaningful part-time role with a loving family. I bring the perfect blend of warmth, wisdom, and genuine passion for children's wellbeing. What I Offer My global adventures have filled me with stories that spark children's imaginations and curiosity. I love creating engaging activities, helping with homework, and being a trusted companion for both children and parents. Beyond childcare, I offer strong administrative and organizational skills—managing schedules, coordinating activities, and keeping household routines running smoothly. I'm reliable, tech-savvy, and excellent at communication. My Approach I believe in nurturing each child's unique personality while providing the calm, patient presence that comes with life experience. Whether it's reading together, exploring new ideas, or simply being a caring companion, I bring dedication and joy to every moment. Looking for: A warm family who values kindness, growth, and genuine connection.
Professional Nanny & Respite Care Specialist I am a reliable, experienced professional nanny and respite care provider offering high-quality, personalized care for children of all ages, including those with special needs and behavioral support requirements. Families choose me for my calm presence, strong structure, and ability to create a safe, nurturing environment where children thrive emotionally and behaviorally. I bring consistency, patience, and professionalism to every family I work with. What I Offer • Premium childcare for infants, toddlers, and school-age children • Respite care & behavioral support experience • Emotional regulation and sensory support • Homework help & school support • School pickups, activities • Clear communication and parent updates • Discreet, respectful, and dependable service
Hi, my name is Heather and I am offering babysitting, senior care, and pet sitting services. I have 5 years of experience working with and caring for children and adults with disabilities, are medically fragile, or have behavioral challenges. I am also trained in CPR and First Aid. I love creating a fun, safe environment for kids whether its arts & crafts, dance breaks, games, playing outside or movie time. I also have a 12 yr old husky and am a huge animal lover. I have many years experience with dogs, cats, birds, hamsters, and fish. I love cleaning and organizing and have experience caring for family members, I am available for running errands if needed as well!
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.
"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
"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
"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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To sign up with Facebook, we need permission to use your email address.
Sharing your friends list is optional, and allows us to connect you with sitters they book and recommend. Nothing will be shared or posted.
Find after school nannies with reviews from families in your Winchester school, parent group, and neighborhood.
Filter for nannies who can drive, then check profiles for carpool, pickup, and activity experience.
Every nanny clears an annual background check and has their profile reviewed by our Trust and Safety team.
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