Care.com logo
Child CareTutoringSenior CarePet CareHousekeeping

Find a job

Find babysitters in Winchester, MA that you’ll love

60 babysitters are listed in Winchester, MA

The average posted rate is $21/hr as of February 2025

The average experience for nearby babysitters is 7 years

Babysitters in Winchester, MA

Anila P.'s Photo

Anila P.


Winchester, MA

$15-25/hr6 yrs exp

5.0

(6)

See profile

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: Travel, craft assistance, carpooling
Skills:

CPR

CNA

First Aid

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.'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: Carpooling, meal prep, swimming supervision, light cleaning, 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.

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, swimming supervision, craft assistance, light cleaning, meal prep & more
Skills:

CPR

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: Carpooling, swimming supervision, craft assistance
Skills:

First Aid

CPR

Catherine R.'s Photo

Catherine R.


Winchester, MA

$20-25/hr10 yrs exp

Registered Nurse Available

Hi! I am an experienced babysitter and a Registered Nurse in Labor and Delivery. I am available to childcare, senior care, and everything in between.
Catherine can also help with: Craft assistance, travel, carpooling
Skills:

First Aid

CPR

Jacqualin F.'s Photo

Jacqualin F.


Winchester, MA

$15-25/hr10 yrs exp

Experienced Sitter For The Summer!

Hello, my name is Jackie, and I am a rising college senior looking to nanny this summer while I study for the LSAT exam! In regard to my experience, my mother ran her daycare business in my home until I was in seventh grade! I've been mother-helping since age 10 and babysitting since 13! I was a camp counselor at a theater camp,...
Jacqualin can also help with: Craft assistance, swimming supervision, meal prep, light cleaning, travel, carpooling & more
Skills:

CPR

Megan L.'s Photo

Megan L.


Winchester, MA

$15-18/hr5 yrs exp

Hi I'm Megan! Here is some insight into my life. I am 26 years old and I have worked with children for over 10 years in both paid and volunteer positions, including Religious Education Teacher Assistant, vacation bible camp counselor, summer camp counselor, classroom aide, babysitter, summer nanny, youth climbing coach, and my...
Megan can also help with: Grocery shopping, light cleaning, meal prep, carpooling
Skills:

CPR

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: Light cleaning, meal prep
Skills:

Early Education

First Aid

CPR

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: Carpooling, swimming supervision, meal prep, grocery shopping, craft assistance, light cleaning & more
Skills:

CPR

Alexie M.'s Photo

Alexie M.


Winchester, MA

$15-35/hr7 yrs exp

Hi! My name is Lexi and I wanted to post on here to offer my availability as a nanny/ weekly babysitter starting March 27th. I'm a senior at URI, have my own reliable + safe car, and experience with all ages. I nannied for 3 summers and have babysat on and off since starting my degree. Growing up with an autistic little brother...
Alexie can also help with: Craft assistance, meal prep, carpooling, swimming supervision, light cleaning, travel & more
Skills:

Special Needs Care

CPR

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: Meal prep, swimming supervision, light cleaning, craft assistance, carpooling
Skills:

First Aid

CPR

Katelyn B.'s Photo

Katelyn B.


Winchester, MA

$30-35/hr10 yrs exp

Fun And Caring Nanny!

Dedicated and nurturing caregiver with hands-on experience caring for my three nephews, ranging from infancy to 3 years old. Skilled in creating a safe, engaging, and educational environment, while attending to the emotional and developmental needs of children. Seeking to leverage my caregiving experience and passion for...
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...
Iliana P.'s Photo

Iliana P.


Winchester, MA

$25-35/hr10 yrs exp

Caring Mother

I am a mother of two wonderful children looking for an extra income. In addition to raising my now grown children, I have worked with many families taking care of their children as needed. I am a caring, responsible, and kind person. I love children and am happy to play games, dance, sing and do arts and crafts with them. My...
Iliana can also help with: Carpooling, travel, craft assistance, swimming supervision
Skills:

First Aid

CPR

5.0
"Iliana helped us many times to look after our daughter when we needed to attend late night meetings or social events. She creates a good calm environment full with games and and stories. She would make sure our little one eats healthy dinner, reads some books and...

Viktor V.

As a nurturing and experienced childcare provider with three years of experience, I am passionate about creating a safe and stimulating environment for children to learn, play, and grow. My patient and calm demeanor, coupled with my friendly and approachable nature, allows me to build strong relationships with the children in my...
Grazielly can also help with: Swimming supervision
Skills:

First Aid

CPR

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...
Ekaterina K.'s Photo

Ekaterina K.


Boston, MA

$35/hr6 yrs exp

Experienced Babysitter, Registered Nurse

Hired by 1 family in your neighborhood

I am a Registered Pediatric Nurse working at a Boston Hospital. I graduated from the the Massachusetts College of Pharmacy and Health Science with my BSN in 2020 and recently completed my Masters in Public Health in May 2023. I love working with kids and have experience with newborns -teenagers. I am good for long term...
Ekaterina can also help with: Swimming supervision, craft assistance
Skills:

CPR

5.0
"If I could give more stars I would. I have to say, I'm am really impressed with this young woman! I have always been scared to use the Internet to find a babysitter, but I was at my wits end & needed some time to myself! I decided to take a chance. From the...

Megan R.

Caroline K.'s Photo

Caroline K.


Boston, MA

$15-20/hr7 yrs exp

Fun, Active, And Caring Sitter

I have babysat for about five years now and love spending time with kids! I have grown up involved in many different activities from sports to singing. I am very active and love spending time outdoors, especially on a nice spring/summer day! I am willing to drive and have my own car. I love to organize and clean as well and am...
Caroline can also help with: Carpooling, light cleaning, craft assistance, meal prep, grocery shopping
Skills:

CPR

5.0
"Caroline is the best! She took care of my three kids last summer and we were so grateful to have her. A college basketball player, Caroline has a ton of energy & such a positive attitude. The kids had such a fun time with her every day, and to boot, the house was...

Care member

Amanda G.'s Photo

Amanda G.


Winthrop, MA

$27-42/hr10 yrs exp

Part-time Babysitter/Pet Sitter

Hired by 4 families in your neighborhood

For several years I have babysitting younger children between the ages of 2-14. I currently am working in the public schools system as an instructional assistant in a pre-k classroom for 4 years now. People would describe me as enthusiastic, outgoing, understanding, and affirmative. I am very responsible, trustworthy and always...
Amanda can also help with: Meal prep, travel, carpooling, craft assistance, light cleaning
Skills:

CPR

Early Education

First Aid

5.0
"She was great. My daughter loved her. She was very hands on and very creative in helping my daughter with things she wanted to do. Can't wait to have you again."

Rieng K.

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.

Showing 1 - 20 of 60

Recent 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.

Iliana P.

5.0

Iliana helped us many times to look after our daughter when we needed to attend late night meetings or social events. She creates a good calm environment full with games and and stories. She would make sure our little one eats healthy dinner, reads some books and goes to bed on time. We will most...

- Viktor V.

Ekaterina K.

5.0

If I could give more stars I would. I have to say, I'm am really impressed with this young woman! I have always been scared to use the Internet to find a babysitter, but I was at my wits end & needed some time to myself! I decided to take a chance. From the second I met her, I felt at ease. She...

- Megan R.

Caroline K.

5.0

Caroline is the best! She took care of my three kids last summer and we were so grateful to have her. A college basketball player, Caroline has a ton of energy & such a positive attitude. The kids had such a fun time with her every day, and to boot, the house was spotless when I came home to make...

- Care member

Additional Babysitter Services

Babysitters in Arlington Heights, MABabysitters in Arlington, MABabysitters in Woburn, MABabysitters in Stoneham, MABabysitters in Medford, MABabysitters in Lexington, MABabysitters in Belmont, MABabysitters in Melrose, MABabysitters in Burlington, MABabysitters in Malden, MA
Babysitters in Holden, MABabysitters in Warner, NHBabysitters in Montague, MABabysitters in Ipswich, MABabysitters in Milford, MABabysitters in Coventry, RIBabysitters in Brookline, MABabysitters in Hillsborough, NHBabysitters in Upton, MABabysitters in North Marshfield, MA
Show more

Babysitter Articles

9 things kids want in a babysitter

September 13th, 2022 When families are looking for a babysitter, they usually run down a list of criteria. They want someone respo... Read more
Should you hire a live-in nanny?

Should you hire a live-in nanny?

July 26th, 2022 On your most harried days, having a live-in nanny may sound like the ideal solution for your family. Afte... Read more
How to get a daycare job

How to get a daycare job

February 8th, 2019

In this article

... Read more
When your kid hates after-school care, here’s what to do about it

When your kid hates after-school care, here’s what to do about it

February 1st, 2019 The first time my children told me they hated after-school care, I thought they were being overly dramatic. ... Read more

FAQs for finding a babysitter in Winchester, MA:

How can I find a Winchester babysitter near me?

How much do babysitters charge in Winchester, MA?

What type of babysitter services can I find near me in Winchester, MA?

Ratings for Winchester, MA babysitters listed on Care.com

Average Rating5.0 / 5

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