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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 January 2025

The average experience for nearby babysitters is 7 years

Babysitters in Winchester, MA

Grace C.'s Photo

Grace C.


Roxbury Crossing, MA

$10-15/hr4 yrs exp

Babysitter In Boston

5.0

(1)

See profile

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.

Caroline K.'s Photo

Caroline K.


Boston, MA

$17-22/hr5 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: Craft assistance, meal prep, light cleaning, grocery shopping, carpooling
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

Lindsey C.'s Photo

Lindsey C.


Somerville, MA

$25/hr11 yrs exp

Part- Time Babysitter

Hired by 1 family in your neighborhood

Fully- Available Thursdays and Fridays! Currently a 3rd Grade Teacher BA Psychology with a Teaching Certification in Elementary Education 1-6 Babysitting 8 years, ages 1-13 Camp Counselor 7 years, ages 5-10 Daycare worker 2 years, ages 2-5 Nannying 2 years ages 1-3 Fully vaccinated as of 4/1
Lindsey can also help with: Swimming supervision, meal prep, light cleaning, carpooling, travel, grocery shopping & more
Skills:

First Aid

CPR

Nora B.'s Photo

Nora B.


South Boston, MA

$10-20/hr8 yrs exp

Tutor And Babysitter

Hired by 1 family in your neighborhood

Hello! I am 25-year-old living in Boston. During the school year I am a second grade special education teacher. I have my masters in teaching reading. I love working with children. I have spent most my summers nannying for children from newborn to 14.
Nora can also help with: Swimming supervision, light cleaning, craft assistance, carpooling, meal prep
Skills:

CPR

Special Needs Care

First Aid

Tess J.'s Photo

Tess J.


Billerica, MA

$25/hr8 yrs exp

Experienced Babysitter And Nanny

Hired by 4 families in your neighborhood

With me, I can make sure your children are safe, comfortable and having a good time! As a reliable babysitter, I will always put the needs of your children first. I started off being a mother's helper when I was very young, worked in a daycare in high school, babysat/nannied through college, and am now picking up babysitting...
Tess can also help with: Light cleaning, craft assistance, meal prep, swimming supervision, carpooling, grocery shopping & more
Skills:

First Aid

CPR

Special Needs Care

5.0
"Tess was so great with our children! We have a very energetic (now) 3 and 5 year old and she would always do projects and play with them! "

Care member

Delaney G.'s Photo

Delaney G.


Boston, MA

$25-30/hr4 yrs exp

Babysitter In Boston Area

Hi- my name is Delaney! I am a passionate and responsible 24-year-old law school graduate with a genuine love for caretaking. Committed to creating a safe and nurturing environment while utilizing my strong communication and problem-solving skills. I am an avid reader, enthusiastic about sparking curiosity through literature,...
Delaney can also help with: Swimming supervision, craft assistance, light cleaning, meal prep
Skills:

CPR

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: Craft assistance, travel, carpooling, swimming supervision
Skills:

First Aid

CPR

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.

Sheying C.'s Photo

Sheying C.


West Newton, MA

$20-28/hr10 yrs exp

Hired by 2 families in your neighborhood

I have worked as a babysitter for 10 years. I love kids, and caring for kids is one of my passions. I am a mature, patient, loving, honest, and detail oriented person, love outdoors and sports. I have experiences with different age group children from 4-month-old to middle school aged. For the past two years, I had watched a...
Sheying can also help with: Travel, swimming supervision, craft assistance, carpooling, meal prep, light cleaning & more
Skills:

CPR

First Aid

5.0
"Sheying worked with us for nearly 2 years l, from the time our son was 5 months to when he started daycare at 2 years 3 months. My son loved playing with her and still asks for her routinely! She would take him on walks to the park, to the library, and around the...

Care member

Lillian V.'s Photo

Lillian V.


Somerville, MA

$10-30/hr6 yrs exp

Babysitter And Part-Time Nanny

Hired by 2 families in your neighborhood

Hi! My name is Lilly and I am an ocean lifeguard certified in CPR and first-aid. I currently work in clinical research at a pediatric hospital. Previously, I have taught swim lessons and have life guarded on the ocean beaches on Cape Cod for the five summers. I'm a graduate of the honors college at UMass Amherst where I...
Lillian can also help with: Craft assistance, travel, swimming supervision, carpooling
Skills:

First Aid

CPR

5.0
"My girls loved Lilly! She was on time both times she sat for us. My 2 girls (5 and 7) had a great time with her and are still talking about her days later. She seemed relaxed and made us feel like our kids were in good hands. Thanks so much, Lilly!"

Rosalind G.

Jenna A.'s Photo

Jenna A.


South Boston, MA

$20-25/hr10 yrs exp

Hired by 1 family in your neighborhood

Hi! My name is Jenna, I am 24 years old! I am a registered nurse and work 3 days a week at a hospital in Boston! I am looking for a babysitting job on the side! My schedule is very flexible as I work 3 days a week! I have a wide variety of experience working with children as I have babysat, lifeguarded and worked as a camp...
Jenna can also help with: Light cleaning, travel, meal prep, craft assistance, carpooling
Skills:

First Aid

CPR

5.0
"We love Jenna! She watched our 1 year old son during the summer months and was excellent with him. Took him to the park, to library story hours and always made sure he was having fun. He loved her and we'll miss her very much!"

Chelsea V.

Halle B.'s Photo

Halle B.


Boston, MA

$20-30/hr7 yrs exp

Energetic Sitter

Hired by 7 families in your neighborhood

Hi! My name is Halle and I am currently taking a break from graduate school (at the New England College of Optometry) and looking for a full time nanny position. I live in the North End. I am originally from Cincinnati, Ohio, and I have lots of experience babysitting back there. This past summer I was a full-time nanny for two...
Halle can also help with: Swimming supervision, travel, meal prep, light cleaning
Skills:

CPR

First Aid

5.0
"Halle was amazing. She was on time and all smiles. She immediately got along wonderfully with my two daughters (8 and 5). My 8 year old had a stomachache and was very concerned that she might get sick - Halle immediately texted me to let me know what was...

Care member

Elizabeth H.'s Photo

Elizabeth H.


Brookline, MA

$10-15/hr7 yrs exp

Experienced Babysitter Available

I am currently seeking work in Summer 2022 near Lyme or East Lyme CT!! I am available for babysitting, pet care (sitting), and dog walking. I've grown up around many cats and dogs (shelter dog + golden retriever) and have had many short term pet-sitting gigs. Since I am getting married this summer I am looking for short term...
Elizabeth can also help with: Craft assistance
5.0
"In her work with us, Elizabeth was consistently reliable, mature, and trustworthy. Her kind spirit and love of children came through in her patient and engaged interactions with our two energetic boys. She was also proactive and resourceful in the challenging...

Alejandra N.

Roslynn W.'s Photo

Roslynn W.


Reading, MA

$33-35/hr10 yrs exp

P/T Position Late Afternoon/Evening Starting DECEMBER

Hired by 9 families in your neighborhood

I am 52 years young & have been providing newborn/infant/toddler care since 2012. I've raised four kids of my own. There is nothing that brings me more joy than caring for babies. I am blessed to have a career I am passionate about. I already have a full-time position M-F. I am available weeknights & weekends for...
Roslynn can also help with: Grocery shopping, swimming supervision, craft assistance, travel, carpooling, light cleaning & more
Skills:

CPR

First Aid

5.0
"Roz is professional, caring and trustworthy. Our 1.5 year old felt immediately comfortable with her. She sent us updates and made us feel like our son was in great hands. She was comfortable with our large dog and our rescue dog which was a bonus! 10/10 and will...

Patricia M.

Emily V.'s Photo

Emily V.


Watertown, MA

$10-15/hr6 yrs exp

Part-Time Babysitter Available. I have babysat my neighbors children for years and have spent a lot of time caring for my young cousins (all still under 6 years old!).
Emily can also help with: Craft assistance, swimming supervision, carpooling
Ouarida B.'s Photo

Ouarida B.


Boston, MA

$27/hr9 yrs exp

It Takes A Village And I'm Here To Help!

As the firstborn on my mom's side and the oldest of over 50 cousins, I was practically born as a babysitter! I also have a kid brother who is the light of my life; Professionally, I was the go-to babysitter for teachers and coaches in high school. In college, I nannied infants to toddlers and worked as a clinical assistant at...
Ouarida can also help with: Light cleaning, travel, grocery shopping, swimming supervision, meal prep, craft assistance & more
Skills:

Special Needs Care

CPR

First Aid

5.0
"We cannot speak highly enough of Ouarida's babysitting for our son. From the moment she stepped into our home, it was evident that she possessed a perfect balance of professionalism, reliability, kindness, and a genuine passion for working with children. Ouarida's...

Care member

Danielle A.'s Photo

Danielle A.


Woburn, MA

$25/hr10 yrs exp

Full-Time Babysitter

My name is Danielle, I am 30 years old, I am from Woburn, MA. I have flexible availability & my own transportation. I have experience in private childcare and in daycare settings. I got certified at North Shore Community College in Early Childhood & Development. I've been helping my sister with my nieces since they were born,...
Danielle can also help with: Carpooling, travel, light cleaning, meal prep, craft assistance, swimming supervision & more
Skills:

First Aid

CPR

Early Education

5.0
"Danielle is a wonderful caregiver and amazing with children. We had her as a nanny over the summer, to watch our 1.5 yr old daughter and occasionally, our 4.5 yr old son. She attentive to each child's individual needs and passionate about helping children grow...

Alison F.

Ana M.'s Photo

Ana M.


Lynn, MA

$10-15/hr6 yrs exp

Hey

Hired by 7 families in your neighborhood

Hi there! I'm Ana , Certificate as a Medical assistant and First Aid and CPR with over five years of experience , also over 5 years nannying/babysitting children from the ages of two weeks to 12 years old, including kids with special needs . I cared for a child for many years and had many positive outcomes and learned many...
Ana can also help with: Meal prep, light cleaning, swimming supervision, craft assistance, travel
Skills:

CPR

Special Needs Care

First Aid

5.0
"Ana worked for us for about a year and I cannot say enough great things about her . She was so awesome with my two boys, she will take them for walk, playground she will spend time reading stories to them . She is incredibly on time very honest! We have so enjoyed...

Mary V.

Manal J.'s Photo

Manal J.


Boston, MA

$30/hr6 yrs exp

Child At Heart

Hired by 2 families in your neighborhood

Hello, my name is Manal! I have been babysitting for the past five years. I'm CPR certified and I'm pretty flexible with hours and days. I usually help with kids laundry, dishwasher, and kids meal prep! I want to be able to provide parents with comfort and security of having someone trustworthy watching their little ones.
Manal can also help with: Light cleaning
Skills:

First Aid

CPR

5.0
"I hired Manal to care for my twins, not only did she take great care of our babies but she also keeps things tidy and does light housekeeping. She never needs to be told twice how or when to do something. She is pretty quiet and keeps to herself. She is fully...

Care member

Leydi R.'s Photo

Leydi R.


Waban, MA

$25-26/hr2 yrs exp

I'm a 21 years old responsible and trustworthy with 2 years of paid experience, looking for a family I am a nonsmoker who is bilingual and has experience caring for infants/toddlers. I have the ability to adapt quickly to a family, with mutual loving affection for all of the cared-of children. I have worked with 1 family for 1...
Leydi can also help with: Light cleaning, meal prep
Skills:

First Aid

CPR

5.0
"Very efficient, she is carefully, fun, creative and bilingual "

Care member

Lucy F.'s Photo

Lucy F.


Brookline, MA

$30/hr4 yrs exp

Hired by 3 families in your neighborhood

Hi! I graduated from Curry College in 2016 with a degree in early education and care. Since graduating, I have been a preschool teacher and nannied for multiple families with kids ranging from 3 months - 5 years. Most recently I have been a nanny for two infants (starting at age 3 months). I am CPR/First Aid Certified, and have...
Lucy can also help with: Craft assistance, meal prep, light cleaning
Skills:

CPR

Early Education

First Aid

5.0
"Lucy has been caring for our two children (now 2 and 5) regularly for over a year. We're lucky to have her! She is a reliable, thoughtful, energetic care taker and we've recommended her to a number of friends."

Lisa W.

Showing 21 - 40 of 60

Recent babysitter reviews from local parents in Winchester, MA

Grace C.

5.0

Grace was lovely, punctual and she played with my 5 yr old son the whole time she was here. She sent tons of photos while we were out, just like we asked. I would 100% recommend her!

- Care member

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

Tess J.

5.0

Tess was wonderful! Took great care of our 1.5 yr old, played with him for hours! Definitely recommend!

- Care member

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.

Sheying C.

5.0

Sheying worked with us for nearly 2 years l, from the time our son was 5 months to when he started daycare at 2 years 3 months. My son loved playing with her and still asks for her routinely! She would take him on walks to the park, to the library, and around the block; read to him at home; and...

- Care member

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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.