Care.com logo
Child CareTutoringSenior CarePet CareHousekeeping

Find a job

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

Megan L.'s Photo

Megan L.


Winchester, MA

$15-20/hr10 yrs exp

Summertime Babysitter And Social Worker

See profile
Hello! My name is Meg and I am a graduate student at Loyola University Chicago! I am coming back to the Boston area this summer to be with family. I have my bachelors in Social Work and am currently specializing in School Social work. I have several years of experiences working in K-12 schools, summer schools, after school...
Megan can also help with: Grocery shopping, meal prep, light cleaning, carpooling, swimming supervision, travel & more
Skills:

First Aid

Hannah Z.'s Photo

Hannah Z.


Winchester, MA

$30-35/hr10 yrs exp

Experienced Nanny Available

Hired by 2 families in your neighborhood

I am an experienced childcare and education specialist. I am currently a nanny to three kiddos age 7mo, almost 2, and 5. I have a BA in Education and English. I have nannied for newborns through age 13, though I've worked with older children as well. I have childcare and educational experience with different ages and...
Hannah can also help with: Craft assistance, meal prep, carpooling, swimming supervision, light cleaning
Skills:

CPR

First Aid

Danielle M.'s Photo

Danielle M.


Winchester, MA

$25-30/hr10 yrs exp

Occasional Babysitter In Winchester

My fiancé and I moved to Winchester last year with our 1-year-old dog Albie and now that our house is renovated and our puppy is older, I'm bored! I love spending time with children and it was a huge part of my life until moving back to MA. I have more than 12 years of paid childcare experience. I began babysitting in high...
Danielle can also help with: Carpooling, grocery shopping, craft assistance, meal prep, swimming supervision, light cleaning & more
Skills:

CPR

Sarah K.'s Photo

Sarah K.


Winchester, MA

$15-25/hr10 yrs exp

Part-Time Caregiver Available

Hired by 1 family in your neighborhood

Hi, my name is Sarah! I am a recent graduate of Boston University, where I received my Masters in Child Life and Family Studies. I am currently working full time as a Developmental Specialist for an Early Intervention Program! I have worked with children for a long time, and have nannies/babysat for multiple families throughout...
Sarah can also help with: Light cleaning, swimming supervision, craft assistance, meal prep, travel
Skills:

Special Needs Care

First Aid

CPR

Anila P.'s Photo

Anila P.


Winchester, MA

$15-25/hr6 yrs exp

5.0

(6)

Hired by 1 family in your neighborhood

Hello, my name is Anila and I currently live in Winchester, MA. I have been babysitting since 14 years old for family. I have worked with multiple families around the neighboring towns with kids ranging from 4 months to 9 years old. I have a car with a clean driving record. I am patience, organized, honest, reliable, punctual,...
Anila can also help with: Carpooling, craft assistance, travel
Skills:

First Aid

CNA

CPR

5.0
"My kids are always excited to see Anila! She is patient, caring, and fun, and they have a great time with her. She's always on time, dependable, and follows our instructions carefully in terms of bed time, etc."

Annie B.

Sarah F.'s Photo

Sarah F.


Winchester, MA

$30/hr8 yrs exp

Babysitting / Pet Sitting

Hired by 2 families in your neighborhood

Hello! My name is Sarah and I am 27 years old. I have 10 years experience working with children of all ages but primarily elementary. Also 6 years experience working with kids who have special needs. I am currently studying psychology and working in a public school system. I am looking for summer time work and would love to meet...
Sarah can also help with: Light cleaning, swimming supervision, meal prep, carpooling, craft assistance, travel & more
Skills:

Special Needs Care

CPR

First Aid

Hi my name is Madison and I am a Preschool teacher! I have worked in a daycare for about 3 years and have many years of experience babysitting. I am energetic and creative and will plan many fun activities to do while watching your children!
Madison can also help with: Meal prep, light cleaning
Skills:

Early Education

CPR

First Aid

Raquel D.'s Photo

Raquel D.


Winchester, MA

$28-50/hr2 yrs exp

Raquel, 23 Years Old

Hi. I've been an experiencing being a nanny for 2 years, mostly newborns and toddlers. I am passionate about creating a safe, fun, loved and comfortable environment for children to grow and thrive. My experience includes managing daily routines, preparing healthy meals, assisting with homework, organizing educational and...
Audrey T.'s Photo

Audrey T.


Winchester, MA

$18-23/hr5 yrs exp

Enthusiasm And Energy!

Hi, I'm Audrey!- an enthusiastic babysitter with a knack for tutoring and a passion for working with kids. I have a background in tutoring and previous daycare experience locally. What sets me apart is my infectious energy and genuine enthusiasm. I love to create a fun-filled atmosphere, with laughter, imagination, and joyful...
Audrey can also help with: Craft assistance, grocery shopping, meal prep, swimming supervision, light cleaning, carpooling & more
Skills:

CPR

Brooke P.'s Photo

Brooke P.


Winchester, MA

$20-40/hr10 yrs exp

Hello! My Name Is Brooke, And I Have 15+ Years Of Experience In Childcare, Ages 1-13 Yo.

Hello! My name is Brooke and I am 28 years old and live in the North End (as of 2/1/25). I work full time as a project manager, but childcare has been a passion of mine, and a part time or full-time job for me since I was 11 yrs, and also great way to add some additional income. I started regularly babysitting around 6th...
Bethany M.'s Photo

Bethany M.


Winchester, MA

$15-25/hr6 yrs exp

Fun, Energetic And Experience Babysitter From The Winchester Area!

Hi! My name is Bethany and I have been babysitting for well over seven years for multiple families. I am very experienced and love kids. I also worked at a preschool for 2 years which was absolutely great! I have my license and own a car, with a clean driving record. I am First Aid Certified. Feel free to contact me to get to...
Bethany can also help with: Craft assistance, carpooling, swimming supervision
Skills:

CPR

First Aid

Sydney O.'s Photo

Sydney O.


Winchester, MA

$15-20/hr2 yrs exp

Fun And Helpful Babysitter!

Hello my name is Sydney! I am a reliable, caring and patient person. I have 2 years of babysitting experience and have spent years volunteering at summer reading camps. I'm willing and able to help take care of children, clean houses, go grocery shopping and more! Feel free to reach out if you have any questions!
Sydney can also help with: Swimming supervision, carpooling, craft assistance, grocery shopping, light cleaning
Skills:

CPR

Diane P.'s Photo

Diane P.


Winchester, MA

$20-30/hr10 yrs exp

Part Time Sitter

Hired by 2 families in your neighborhood

Hi! My name is Diane. I am CPR certified. I have babysat for several Winchester families on a long term basis. I am available for morning, after school pickup and afternoon/evening care. I am very engaging and truly enjoy spending time with children and teenagers. Please contact me with any questions. I have references...
Diane can also help with: Light cleaning, carpooling, meal prep, swimming supervision, craft assistance
5.0
"We love Diane! She has been with us for seven years and I highly recommend her! I have four children (ages 2-13) and she is fantastic with them. My little ones are so excited when they know she's coming. She is fun, reliable, and responsible- and most...

Laura R.

Lilly S.'s Photo

Lilly S.


Winchester, MA

$22-50/hr6 yrs exp

I'm a patient and friendly childcare provider with over 6 years of experience. I'm certified in CPR and First Aid, and I have a formal and reserved personality. I enjoy playing outdoor sports and physical games, as well as board games and puzzles, with children. I'm very comfortable enforcing household rules and communicating...
Hala T.'s Photo

Hala T.


Watertown, MA

$30-50/hr10 yrs exp

Part-Time Caregiver

Hired by 7 families in your neighborhood

My name is Hala; I started working with children as soon as I graduated from college. I taught English as a second language for grades, kindergarten, 1 and 2, to 11 years. Then after I had my daughter, I taught preschool, and toddlers for 4 years. I became an infant, toddler and lead preschool teacher certified with first aid...
Hala can also help with: Carpooling, swimming supervision, craft assistance
Skills:

Early Education

First Aid

CPR

5.0
"Kind, thoughtful, competent, fast, up-beat, smart, conscientious, with fast follow-up. Any employer would be lucky to get her."

Scott G.

Rachel D.'s Photo

Rachel D.


Watertown, MA

$30/hr10 yrs exp

Fun, Caring And Loving Care Provider At Your Convenience!

My name is Rachel, I'm 30 years old. I own my own car, and I'm a hardworking & consistent worker. I have an immense amount of experience teaching & working with children. I have been working as a Nursery Care Leader for my church in Newton for over 10 years. I have babysat for numerous families throughout my life and taught art...
Rachel can also help with: Light cleaning, craft assistance, grocery shopping
Skills:

First Aid

CPR

5.0
"Rachel has been the most professional nanny our family has hired. We had the pleasure of having Rachel watch our children for close to 2 years. The kids absolutely fell in love with her. From art projects, to trips to the library, to tennis at the the local courts....

Roberto G.

April L.'s Photo

April L.


Brighton, MA

$25-30/hr7 yrs exp

Kid Expert!

Hired by 1 family in your neighborhood

I used to be a part-time nanny for several families and I fill my weekends with babysitting and date night. Each family had two to four kids ranging from the age 0-10. As a nanny/caretaker that meant I picked up the kids from school and transported them to any after school recreational activities, I made meals for them, helped...
April can also help with: Travel, carpooling, swimming supervision
Skills:

First Aid

CPR

Sarah M.'s Photo

Sarah M.


Somerville, MA

$30-35/hr6 yrs exp

Fun Caregiver With Theater And Elementary Education Background!

I am an experienced and fun caregiver with a background in elementary education and theater education. For the past two years I have worked as an instructional assistant at an elementary school in Newton and substituted grades K-5th, and provided intervention instruction in math. I was also the program manager for the after...
Sarah can also help with: Craft assistance, meal prep, light cleaning
Skills:

First Aid

CPR

5.0
"Sarah was a wonderful employee! She showed up everyday with a smile on her face. She worked with children ranging from Kindergarten to 5th grade in the after-school program I run. Sarah was patient and energetic, her theater background helped her keep kids...

Katie K.

Gabrielle N.'s Photo

Gabrielle N.


South Boston, MA

$20-25/hr10 yrs exp

Babysitter - Date Nights/Weekends

Hired by 1 family in your neighborhood

I am looking to do after school/date nights/weekend babysitting. I graduated from the University of Maine where I majored in communications and minored in childhood development. I have 10+ years of childcare ranging from the ages of 1 to 12. I have always enjoyed spending time, looking after and working with kids. After I...
Skills:

First Aid

Early Education

5.0
"Gabby has recently come aboard to assist our family with after school childcare for our two elementary school aged children. She has proven to be a terrific help - engaging with our children, helpful with related errands and tasks, reliable, responsible, mature,...

Heather J.

Elena D.'s Photo

Elena D.


Everett, MA

$25/hr10 yrs exp

Fun Active Caregiver

Hired by 1 family in your neighborhood

Hello! My name is Elena! I am a kind, compassionate and loving caregiver, born and raised in Massachusetts. I am Italian and Irish with a huge family of over 30 cousins, so naturally born, I was born into my role as babysitter! I am the only girl out of my siblings, with 3 brothers, so I was raised responsible and tough! I am...
Elena can also help with: Meal prep, travel, swimming supervision, craft assistance, carpooling, light cleaning & more
Skills:

First Aid

Special Needs Care

CPR

5.0
"Elena was punctual and courteous. My daughter was always happy and laughing while playing with Elena!"

Care member

Showing 1 - 20 of 60

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

Anila P.

5.0

My son and daughter had a wonderful time with Anila and she was able to get my son to sleep which even we have trouble doing! She also left our house very neat which is always nice to come home to. Very highly recommend!

- Sheila E.

Diane P.

5.0

We love Diane! She has been with us for seven years and I highly recommend her! I have four children (ages 2-13) and she is fantastic with them. My little ones are so excited when they know she's coming. She is fun, reliable, and responsible- and most importantly, I completely trust her!

- Laura R.

Hala T.

5.0

Kind, thoughtful, competent, fast, up-beat, smart, conscientious, with fast follow-up. Any employer would be lucky to get her.

- Scott G.

Rachel D.

5.0

Rachel has been the most professional nanny our family has hired. We had the pleasure of having Rachel watch our children for close to 2 years. The kids absolutely fell in love with her. From art projects, to trips to the library, to tennis at the the local courts. Rachel always had a fun,...

- Roberto G.

Sarah M.

5.0

Sarah was a wonderful employee! She showed up everyday with a smile on her face. She worked with children ranging from Kindergarten to 5th grade in the after-school program I run. Sarah was patient and energetic, her theater background helped her keep kids entertained during our program hours. She...

- Katie K.

Additional After School Babysitter Services

After School Babysitters in Arlington Heights, MAAfter School Babysitters in Arlington, MAAfter School Babysitters in Woburn, MAAfter School Babysitters in Stoneham, MAAfter School Babysitters in Medford, MAAfter School Babysitters in Lexington, MAAfter School Babysitters in Belmont, MAAfter School Babysitters in Melrose, MAAfter School Babysitters in Burlington, MAAfter School Babysitters in Malden, MA
After School Babysitters in West Newbury, MAAfter School Babysitters in Berwick, MEAfter School Babysitters in Amherst, NHAfter School Babysitters in Upton, MAAfter School Babysitters in Charlton, MAAfter School Babysitters in Harwich Port, MAAfter School Babysitters in Wakefield, RIAfter School Babysitters in Westford, MAAfter School Babysitters in Sutton, MAAfter School Babysitters in Swampscott, MA
Show more

After School Babysitter Articles

14 St. Patrick’s Day crafts for kids

March 6th, 2025 St. Patrick’s Day (and springtime!) is right around the corner! Parents, sitters or nannies can help kids get into the Irish spirit with these fun and... Read more
14 Women’s History Month activities for kids that teach and empower

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

FAQs for finding an after school babysitter near you in Winchester, MA

What types of after school babysitter services are available near me in Winchester, MA?

How much does it cost to hire an after school babysitter near me in Winchester, MA?

How can I find an after school babysitter near me in Winchester, MA?

Can I hire an after school sitter near me in Winchester, MA to watch my children between when they get off school and I get off work?

How can I safely find after school babysitters near me in Winchester, MA?

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.