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Find Caregivers for After School Transportation Services in Winchester, MA

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Here are sitters with transportation in Winchester:

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Jenneille G.'s Photo

Jenneille G.

Nurturing, Experienced Nanny With A Focus On Education, Play, And Child Development.

Roxbury, MA

from
$28/hr
7 years experience
Dear Families, My name is Jenneille, a career nanny with 5+ years of experience in childcare and early childhood education. I've worked as a preschool lead teacher, camp counselor, after-school director, and full-time nanny. My caregiving style blends compassion and education, supported by training in the Reggio Emilia and...
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Amanda S.'s Photo

CNA On Track To Be An RN

Arlington, MA

from
$15/hr
6 years experience
Light cleaning
craft assistance
meal prep
grocery shopping
swimming supervision
+ 1 more
My name is Amanda and I'm a 19-year-old nursing major who lives in Arlington. I'm very patient, creative, and friendly. I'm great with kids and animals. I plan to eventually become a school nurse or work in pediatrics once I get my RN through Salem state. I am a Certified Nursing assistant because I attended a health occupations...
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Rebeca P.'s Photo

Malden, MA

from
$19/hr
1 year experience
Hi, I'm Rebeca, an early-career journalist. It's great to meet you! During the pandemic, I cared for two children in my neighborhood, helping them navigate remote learning during a time of intense uncertainty. It was a rewarding experience full of routine tasks and everyday joys. I recently obtained my master's in journalism...
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Julia F.'s Photo

Excited To Care For All Little Friends And Furry Friends :)!

Malden, MA

from
$21/hr
3 years experience
I'm a fun, reliable, and caring babysitter who truly enjoys spending time with kids. Whether it's playing games, helping with homework, or sticking to routines, I always bring patience and a positive attitude. I'm also great with pets and happy to help with light chores if needed. I have my own transportation, so I'm flexible...
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Harriet L.'s Photo

21 Year Old Living In Hampton Beach

Cambridge, MA

from
$17/hr
2 years experience
Meal prep
grocery shopping
swimming supervision
light cleaning
craft assistance
I am looking for a part-time gig, as I am a student, but I can be flexible. I drive a Subaru with lots of space for passengers. I am capable of cooking, cleaning, taking care of any pets, helping with homework/after-school activities, etc. Some of my interests are, drawing/ painting (anything creative), animals, reading, and...
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Julia B.'s Photo

South Boston, MA

from
$20/hr
3 years experience
Hi families! My name is Julia. I'm a 24-year-old graduate from Uconn (B. A. Psychology) living in South Boston. I'm looking for part time or full time nanny work beginning this in 2026. I have availability 7am-6 p.m. on weekdays, and am flexible on weekends as well! I have years of experience working with children ages 3-14 as...
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Julia D.'s Photo

Nanny | Babysitter

Chestnut Hill, MA

from
$29/hr
7 years experience
Meal prep
grocery shopping
swimming supervision
light cleaning
travel
+ 1 more
Hello! I am currently seeking a full-time nanny position starting August/September. I'm 27 years old, and I have over 7 years of experience working with children of various age groups. I truly enjoy working with children and I am used to managing multiple kids at the same time. I have worked in various settings, including...
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Taize A.'s Photo

Date Night And Weekends Caregiver Available

Burlington, MA

from
$15/hr
3 years experience
Swimming supervision
craft assistance
I have lots of experience with children of all ages as a nanny and teacher. A few years ago I worked as an Au Pair for a family with 4 beautiful children for 2 years in Connecticut. In that position specifically, I was responsible for pick up and drop off at the bus stop, helping with homework, cooking meals, laundry for the...
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Samantha M.'s Photo

Teaching Degree

Winthrop, MA

from
$15/hr
1 year experience
Craft assistance
swimming supervision
carpooling
Hello! I have about 11 years of baby sitting experience. I've worked with kids from all ages and also have a degree in Special Education and Elementary Education. I love working with kids, playing outside, crafting, and being active. I am currently an Elementary teacher seeking a summer job with some flexibility. I have all...
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Ritu P.'s Photo

Weekend Helper

Boston, MA

from
$18/hr
5 years experience
Light cleaning
craft assistance
grocery shopping
carpooling
Hello there! I'm an experienced babysitter who's not only great with kids but also loves animals. With a proven track record of providing exceptional care, I'm a responsible driver, ensuring your little ones get where they need to be safely. I'm dedicated to going the extra mile for your family, creating a nurturing and fun...
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Cassandra L.'s Photo

Nanny/Babysitter

Medford, MA

from
$25/hr
8 years experience·
Hired by 1 families in your area
Meal prep
craft assistance
travel
light cleaning
carpooling
Hi! I am 24 years old and a 2021 graduate of Worcester Polytechnic Institute. I was recently laid off and am looking for a babysitting or nanny job near Medford, MA. I have worked in daycare (Salem, NH) as well as the daycare (Salem, NH). I have been babysitting since I was 16 years old and have taken care of babies and kids...
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Simone F.'s Photo

Boston, MA

from
$27/hr
10 years experience
Meal prep
grocery shopping
light cleaning
carpooling
I'm a mother of 2 girls 23-16, now they're little older, I have more time for an extra hours of work, I have a lot experience with kids and housekeeping, I'm very responsible and professional, I can drive anywhere, and take care of groceries .
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Jandi S.'s Photo

Sitter With Over 18 Years of Experience Teaching and Learning

Newton Highlands, MA

from
$35/hr
10 years experience
Travel
craft assistance
swimming supervision
carpooling
Experienced Babysitter, available for Weekdays/Nights and After School. I work for the Public Schools as a Liaison & special Ed assistant teacher. Prior to working for BPS I worked for the Massachusetts Society for the Prevention of cruelty to Children as a Clinician. I have a degree in Early childhood education and a Masters in...
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Silvia S.'s Photo

Watertown, MA

from
$21/hr
10 years experience
Meal prep
craft assistance
swimming supervision
light cleaning
carpooling
Hi my name is Sylvia I have 30 years of experience as a nanny with all age groups, babies, toddlers young children. I enjoy nannying and have found this career to be extremely fulfilling. I have worked with several families each one for months to years at a time. I am comfortable caring for newborns in twins. I would describe...
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Gianna M.'s Photo

Sitter!

Boston, MA

from
$24/hr
7 years experience
Light cleaning
craft assistance
Hi! I am 22 and live in Westford MA. I go to college and have availability on Monday, Wednesday, Fridays. Most of my experience is with newborns ages 3-12 months. I have been a nanny for over six years and have many references. I also have my own car and a clean driving record. I look forward to hearing from you!
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Priscila D.'s Photo

Nanny Seeking A Matching Family:)

Waltham, MA

from
$20/hr
10 years experience·
Hired by 1 families in your area
Meal prep
craft assistance
swimming supervision
light cleaning
carpooling
Hi there! My name is Priscila, I am 36 years old and have over 10 years of full time childcare experience. I can drive and have a green card. I enjoy doing various activities with the kids, including swimming, reading and arts/crafts. I am fluent in English, Portuguese and Spanish. I look forward to meeting your family:)
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Kasey K.'s Photo

Experienced, Fun, Creative, Kind Sitter!

North Reading, MA

from
$16/hr
7 years experience
Light cleaning
craft assistance
meal prep
grocery shopping
swimming supervision
+ 1 more
Hi all! My name is Kasey and I am available on the weekends to babysit for days or nights out! I am a current college graduate, and currently in school to get my masters degree in Education. I have 7 years of different kinds of experience that involve children, and am CPR, first aid, and lifeguard certified. I work as a day camp...
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Audrey H.'s Photo

Babysitter With Lots Of Experience Caring For Children!

Waltham, MA

from
$22/hr
5 years experience
Light cleaning
craft assistance
meal prep
grocery shopping
carpooling
Hello! My name is Audrey and I currently work as a Direct Care Provider/Special Ed Teacher at the New England Center for Children. I care for children in all aspects as part of my job, so I have plenty experience caring for multiple children and experience working with children with Autism. I have worked with children ranging...
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Samantha E.'s Photo

Samantha

Boston, MA

from
$15/hr
5 years experience
Meal prep
craft assistance
swimming supervision
light cleaning
carpooling
Hi! My name is Samantha and I am looking for a babysitting job! I am living in the North End and I have a full-time job. I am mostly looking for evenings and weekend jobs. I just graduated college and I am excited to start my career in Boston. I am pet-friendly, fully vaccinated, CPR certified, have transportation, and am a...
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Lauren Z.'s Photo

Newton Center, MA

from
$25/hr
10 years experience
Hello! My name is Lauren and I am school based occupational therapist working with children ages 5 to teen years. For more than 20 years, I have been caring for children including babysitting, carpooling, and acting as a camp counselor. I was a camp counselor for children ages 3-6 for 5 years working my way up from junior...
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Showing 21 - 40 of 60

  • 60 after school transportation are listed on Care.com

  • The average post rate is $15.00/hr as of January 2026

FAQs for finding after school transportation near you in Winchester, MA

Hiring a person to provide school pick up service in Winchester, MA on Care.com will cost an average of $15.00 per hour as of January 2026. Usually, transportation service is provided by a local nanny or sitter, and the final cost may vary depending on how many schools they need to drive to, how many kids they need to transport, and whether any other care-related duties will be required of them after their transportation duties are complete.

Care.com currently has 1 providers that can arrange for after school transportation in Winchester, MA. You can search for caregivers that provide school pick-up service by their distance from Winchester, MA and compare your options by hourly pay rate and any other specific services they can provide. You can also read reviews from other Winchester, MA families that have used the providers that you're interested in.

In Winchester, MA, most after school transportation for kids is done by private babysitters or nannies using their own personal vehicle. These caregivers can provide after-school pick up service, drive your kids to any afternoon activities, or simply drive them to your home. Some providers can also be hired to provide after-school care until you get home from work.

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