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Find after school babysitters in Winchester, MA that you’ll love

60 after school babysitters are listed in Winchester, MA

The average posted rate is $20/hr as of March 2025

The average experience for nearby after school babysitters is 7 years

After school babysitters in Winchester, MA

Sura H.'s Photo

Sura H.


Cambridge, MA

$35-50/hr4 yrs exp

New Grad Occupational Therapist -- Part-Time Baby Sitter

5.0

(2)

See profile
Hello! I'm Sura, a board-certified occupational therapist, who has a passion for working with kids. I have worked in both childcare and education for 4 years now. I was an after-school teacher and inclusion facilitator working 1:1 with children on the autism spectrum for the City of Cambridge. I have completed 3 full-time...
Sura can also help with: Craft assistance, meal prep, swimming supervision, travel, light cleaning
Skills:

CPR

First Aid

Special Needs Care

5.0
"Sura has been babysitting for us for a while, and she is nothing but a joy! She's always on time, got along super well with my kid and the family and she's extremely kind. I've known her from when she worked at my child's school therefore she's responsible,...

Shahir A.

Olivia D.'s Photo

Olivia D.


Somerville, MA

$25-35/hr10 yrs exp

Attentive, Active, & Experienced Babysitter

Hello! My name is Olivia and I teach 6th and 7th grade Humanities in Boston Public Schools. Yes... I voluntarily teach middle school... and I love it! I am looking for part time caregiving opportunities (and/or tutoring, if you're interested) over the summer. I have been working in education for 6+ years, and have 14+ years of...
Olivia can also help with: Swimming supervision, travel, craft assistance, carpooling
Skills:

CPR

First Aid

5.0
"Olivia babysat for our family for 6 years and was our #1 choice. She is reliable, trustworthy and incredibly bright young woman who really connects with both the children she cares for and the adults that hire her. She is extremely conscientious, creative and goes...

Melissa G.

Olivia B.'s Photo

Olivia B.


Arlington, MA

$30-35/hr10 yrs exp

Part-time Care Giver Available

Hired by 3 families in your neighborhood

Hello! My name is Olivia and I am currently a special education Kindergarten teacher in the Waltham Public Schools. I have a license in both moderate special needs Prek-8 and a masters in severe special needs, all levels. I have extensive experience nannying and I feel very confident when working and looking after...
Olivia can also help with: Swimming supervision, travel, craft assistance, carpooling
Skills:

CPR

First Aid

Early Education

5.0
"We have LOVED having Olivia! She is very helpful in making our kids feel welcomed. She constantly tries new things to help a kid feel comfortable when they are crying and can calm them down. She truly has an intuition on how to find the needs each and every kid...

Ashlee H.

Morgan K.'s Photo

Morgan K.


Allston, MA

$25/hr10 yrs exp

Fun, Active Sitter Available Now

Hired by 2 families in your neighborhood

Hi families! I am looking for part time babysitting jobs while I complete my masters in speech pathology at Boston University. I love children, and am looking to work with them after graduation. I am a creative, fun, and active sitter, and babysitting/nannying for the past 12 years has made me an expert in child care. I am also...
Morgan can also help with: Swimming supervision, travel, craft assistance, meal prep, grocery shopping
Skills:

CPR

First Aid

Early Education

5.0
"Morgan is amazing! She was hired to help take the twins to their pediatrician visit, but ended up doing so much more in the short time that she was at our place. She is willing to step up and help out with any aspect of child care. It really took a load off of us...

Regine B.

Katie S.'s Photo

Katie S.


Wakefield, MA

$45-50/hr10 yrs exp

Literacy Tutor

Hired by 2 families in your neighborhood

Hi! I'm Katie and I have been working with children for 15 years now. I've worked with children of all ages and have experience with multiples as well! I enjoy reading and creating art projects, and of course being outside with the children. I currently have my bachelors degree in Early Childhood Education and a Masters in...
Skills:

Early Education

First Aid

CPR

5.0
"Katie is amazing. She is kind, patient, reliable and loving to our 6 month old daughter. We were secretly hoping she didn't get a teaching job, because we would have kept her on as long as she would have us! She is a lovely person, and gets our highest...

Andrea P.

Priyanka V.'s Photo

Priyanka V.


Malden, MA

$25-30/hr10 yrs exp

Caregiver Available

Hired by 4 families in your neighborhood

I graduated from the University of Texas in Austin with a degree in Human Development and Family Sciences with a focus in Early Childhood Development. I was a teacher certified Child and Family Lab School , in the 4-5-year-old class. I have a lot of experience with children, even teaching Taekwondo to all ages for 6...
Priyanka can also help with: Meal prep, carpooling, light cleaning, craft assistance, grocery shopping, swimming supervision & more
Skills:

First Aid

Special Needs Care

Dakota B.'s Photo

Dakota B.


Waltham, MA

$10-15/hr10 yrs exp

Fun And Caring Babysitter/Nanny

Hired by 6 families in your neighborhood

I've had many years of experience working with children as an educator and a caregiver (precisely 11 years studying and working to be a teacher). As a caregiver, I've looked after children from 3 months to 15 years old. As an educator, I've worked as a student teacher in many different schools, been a teacher at a few daycares,...
Dakota can also help with: Meal prep, light cleaning, craft assistance, swimming supervision, travel
Skills:

Early Education

Special Needs Care

CPR

5.0
"Dakota is a wonderful person. She is like family to us. She worked for me during the school year, helping me with bringing my daughter to her dance classes and then waiting till I got home. Dakota assisted my daughter with homework as needed and would always find...

Beverly G.

Paxton W.'s Photo

Paxton W.


Cambridge, MA

$25-32/hr8 yrs exp

Creativity Enthusiast And Responsible Caregiver

Hired by 4 families in your neighborhood

Hello! My experience as a caregiver began when I was 15 years old. At this time, I started babysitting on weekends for clients of my Moms' as she had an in home daycare from the time I was born until I was a Junior in High School. After High School, I started working as a full time nanny through summer breaks from College for a...
Paxton can also help with: Swimming supervision, light cleaning, craft assistance, meal prep
Skills:

CPR

First Aid

5.0
"We loved working with Paxton! She was a nanny for us and another family, and we later sought her out again and hired her on our own. Paxton is experienced, level-headed, well-organized, and always on time, as well as gentle and caring. She was a great fit for our...

Kelly R.

Sarah G.'s Photo

Sarah G.


Boston, MA

$15-25/hr6 yrs exp

Weekend Date Nights

Hired by 5 families in your neighborhood

I grew up in a big, extended family and I have spent my whole life playing, caring, and sitting for family members and neighbors. For my first nanny jobs I worked in the Chicago suburbs for 2 different families. My job duties included laundry, breakfast/lunch, sweeping floors, letting the dogs out and of course playing every...
Sarah can also help with: Craft assistance
5.0
"Sarah is great! She is so much fun and my kids absolutely love her. She was so willing to help with other tasks around the house and made my life so much easier. I would recommend her to anyone!"

Mary J.

Rebecca D.'s Photo

Rebecca D.


Boston, MA

$20-25/hr10 yrs exp

Part-time After After-school Babysitter!

Hi there! My passion for working with kids came naturally at a young age babysitting for my little cousins, neighborhood families and family friends. Growing up I would go to work with my mother, who worked in the Winthrop Public school systems as an occupational, and through this, I found that I had a strong passion for...
Rebecca can also help with: Swimming supervision, craft assistance
Skills:

CPR

First Aid

Elena L.'s Photo

Elena L.


Somerville, MA

$15-19/hr1 yrs exp

Part-Time Care-giver

I worked at the daycare after school, and I helped take care of babies from 2 months old to kids 10 years old. I also worked at the SPCA with the humane education program, so I was working with young kids from all kinds of different backgrounds each day.
Elena can also help with: Craft assistance, travel, carpooling, swimming supervision
Skills:

CPR

5.0
"Elena is great! My 2 year old daughter is a handful, but Elena made such a great connection with her! Elena brought crafts and did pretend play like a champ- would HIGHLY recommend!"

Maria G.

Sophia R.'s Photo

Sophia R.


Medford, MA

$23-30/hr8 yrs exp

Hired by 7 families in your neighborhood

Hi everyone! My name is Sophia! I recently moved to Massachusetts this past summer after graduating with a B. A in psychology from Loyola University Maryland. Originally from New Jersey, I have been working with children for around 10 years. I have been an official babysitter/nanny/mother's helper for around 8 years. I moved to...
Sophia can also help with: Swimming supervision, light cleaning, meal prep, craft assistance
Skills:

First Aid

CPR

5.0
"Sophia helped us two days a week this year. She picked our two girls up from school, did homework, and helped us to start dinner. She was very dependable and a lot of fun. The girls will really miss her over the summer!"

Brooke F.

Jessica J.'s Photo

Jessica J.


Cambridge, MA

$30/hr8 yrs exp

Temporary Nanny May - August

Hired by 1 family in your neighborhood

I also occasionally babysit for a family I supported over the summer and am looking to add more steady hours . I graduated from UMass Amherst with a degree in Public Health and minors in Sociology and Education. After graduation, I taught ESL in Korea, working with children aged 5-16 and earning my TEFL certification. Since...
Jessica can also help with: Travel, carpooling, swimming supervision, light cleaning, grocery shopping
Skills:

CPR

Special Needs Care

Early Education

5.0
"We absolutely adore Jess! She stepped in to care for my daughter when we were in urgent need of a babysitter. She adapted to our schedule swiftly and looked after my daughter with such care and love. I highly recommend her!"

Care member

Brianna W.'s Photo

Brianna W.


Waltham, MA

$25-30/hr5 yrs exp

Attentive And Experienced After-School Caregiver

Hired by 4 families in your neighborhood

I truly love working with children, and have been for 5 years. I currently work at a school for children diagnosed with Autism, and previously worked in a mental health clinic for adolescents. I support parents in the evenings and weekends, as I do work full time throughout the week. I have a clean driving record, and...
Brianna can also help with: Carpooling, meal prep, light cleaning
Skills:

Special Needs Care

CPR

First Aid

5.0
"Amazing caretaker!! Brianna is patient and fun and makes my son feel excited to start his morning. She shows great interest in my son, she's very creative in getting him to talk and this has given him confidence!"

Sondra M.

Natasha H.'s Photo

Natasha H.


Medford, MA

$20-35/hr2 yrs exp

Hello! My name is Natasha and I'm an Occupational Therapy Doctoral student at Tufts University. I have a breadth of experience working with kids in various settings, including special needs and recreational after-school programs. I love to plan craft activities and fun games, and would be able to help out with light housekeeping...
Natasha can also help with: Craft assistance, light cleaning, meal prep
Skills:

Special Needs Care

5.0
"Natasha is responsible, fun, creative, & well-educated in developmental milestones. She is a great choice for you & your family!"

Care member

Caitlin R.'s Photo

Caitlin R.


Somerville, MA

$50/hr10 yrs exp

About Me

3.0

(2)

Hired by 6 families in your neighborhood

Hi! I'm Caitlin! I have 10+ years of experience caring for children of all ages. I am very responsible, focused & organized. I love children and have nannied and babysat for several families. I am also a very experienced dog walker and overnight pet sitter with dogs of all types. Lover of dogs & children! I like to laugh, have...
Caitlin can also help with: Meal prep, travel, light cleaning, craft assistance, swimming supervision, carpooling & more
5.0
"Caitlin is AMAZING! Never did I think we would find someone who encompasses all the qualities my husband and I look for in a nanny. From having fun with the kids to disciplining the kids Caitlin does it all with ease and most importantly with a loving heart. I...

Darlene M.

Ericka M.'s Photo

Ericka M.


Medford, MA

$28-32/hr8 yrs exp

Full Or Part Time Caregiver Available

Lovely, patient, responsible, funny and respectful. Family M. Part time nanny of 2 boys (7 and 9 years) Pick it up from school bus Feed them and assist them with homework Engaged children in stimulating, puzzles, games indoor and outdoor Promoted positive behavior Family D. 1 girl 6 6 years old and a boy 18 months weekends night...
5.0
"Kika was a wonderful person to invite into our home and help watch our son (between 8-12 months of age). She followed our requests and interacted well with him. She was always on time. We felt completely comfortable and felt sad to say goodbye!"

Lannie L.

Sophie J.'s Photo

Sophie J.


Wilmington, MA

$30-37/hr9 yrs exp

Last Minute Sitter

Hi families, I am a recent graduate with a master's in occupational therapy. In addition I hold a bachelor's degree in child development and developmental psychology. I have about 9 years of experience working with children ages 1. 5 to 10 years old. My previous experience as a preschool teacher, lead teacher, after-school...
Sophie can also help with: Craft assistance, travel, meal prep
Skills:

First Aid

Special Needs Care

CPR

5.0
"Sophie was great! Our little boy loved spending time with her. Sometimes it's challenging for him to remain focused and engaged in one activity. When my husband and I returned from dinner they were finishing up a puzzle. I would definitely recommend her to other...

Beck J.

Grace C.'s Photo

Grace C.


Roxbury Crossing, MA

$10-15/hr4 yrs exp

Babysitter In Boston

Hired by 2 families in your neighborhood

I am a medical student at New York Tech College of Medicine '27. I grew up with four siblings and three dogs. I have babysat for many of my church families and church functions. I'd describe my personality as calm, nice, adventurous I like working with kids because In my spare time, I LOVE to cook. I have also been told...
5.0
"Grace has been babysitting/nannying for us since our daughter was 18 months and she is now almost 5! Our daughter absolutely loves when Grace comes over who is kind fun and respectful of our space. Would definitely recommend her!"

Adlai C.

Rachel Y.'s Photo

Rachel Y.


Medford, MA

$15/hr4 yrs exp

Part-time Caregiver Available

Hired by 2 families in your neighborhood

As a freshman in college, I have been babysitting for about 5 years now in cities in the Boston area, such as Medford, Winchester, Woburn, and Arlington. I have babysat children ranging from infants to middle-schoolers, and everything in between. I am very friendly and bond extremely well with young children. I have babysat...
Rachel can also help with: Swimming supervision, meal prep, craft assistance, carpooling, travel, light cleaning & more
Skills:

First Aid

CPR

Special Needs Care

Showing 21 - 40 of 60

Recent after school babysitter reviews from local parents in Winchester, MA

Sura H.

5.0

Sura is responsible and well educated when it comes to kids! She has a very calm demeanor, and is extremely patient. Very fun and creative as well!

- Samira E.

Olivia D.

5.0

Olivia babysat for our family for 6 years and was our #1 choice. She is reliable, trustworthy and incredibly bright young woman who really connects with both the children she cares for and the adults that hire her. She is extremely conscientious, creative and goes above and beyond in her efforts to...

- Melissa G.

Olivia B.

5.0

Olivia is a delight! Friendly, kind and flexible. Her experience is evident, she is calm and clearly very capable. My daughter loved her and I recommend her highly!

- Amy B.

Morgan K.

5.0

Morgan is amazing! She was hired to help take the twins to their pediatrician visit, but ended up doing so much more in the short time that she was at our place. She is willing to step up and help out with any aspect of child care. It really took a load off of us with our 25 week premature infants....

- Regine B.

Katie S.

5.0

Katie is amazing. She is kind, patient, reliable and loving to our 6 month old daughter. We were secretly hoping she didn't get a teaching job, because we would have kept her on as long as she would have us! She is a lovely person, and gets our highest recommendation.

- Andrea P.

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After School Babysitter Articles

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14 Women’s History Month activities for kids that teach and empower

March 3rd, 2025 There’s more to March than wintery weather and St. Patrick’s Day. The month is also when we celebrate Women’s History Month, and it’... Read more

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Ratings for Winchester, MA after school babysitters listed on Care.com

Average Rating5.0 / 5

After School Babysitters in Winchester, MA are rated 5.0 out of 5 stars based on 7 reviews of the 60 listed after school babysitters.