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Find overnight babysitters in Winchester, MA that you’ll love

60 overnight babysitters are listed in Winchester, MA

The average posted rate is $18/hr as of March 2025

The average experience for nearby overnight babysitters is 7 years

Overnight babysitters in Winchester, MA

Amber B.'s Photo

Amber B.


Winchester, MA

$20-25/hr5 yrs exp

Mothers Helper Or Date Night Out Sitter

See profile
I am a single mother of two incredible boys in their teens. On my days where my boys are at their father's house I have some extra time to help out. I run a successful photography business and read a lot. But I also nannied through college for a family of four kids including triplets. I am patient, mellow, like task oriented...
Amber can also help with: Craft assistance, grocery shopping, light cleaning, meal prep
Diane P.'s Photo

Diane P.


Winchester, MA

$20-30/hr10 yrs exp

Part Time Sitter

5.0

(1)

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, swimming supervision, meal prep, 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: Craft assistance, grocery shopping, light cleaning, carpooling, swimming supervision, meal prep & 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: Swimming supervision, carpooling, light cleaning, travel, craft assistance, meal prep & more
Skills:

CPR

Special Needs Care

First Aid

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: Carpooling, light cleaning, grocery shopping, meal prep
Skills:

CPR

Anila P.'s Photo

Anila P.


Winchester, MA

$15-25/hr6 yrs exp

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: Craft assistance, travel, carpooling
Skills:

CNA

CPR

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.

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

Special Needs Care

First Aid

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...
Melina T.'s Photo

Melina T.


Winchester, MA

$20/hr4 yrs exp

College Student Looking For Short-term Babysitting Opportunities

Hello! My name is Melina and am 21 years old currently studying Business Administration in Paris, France at ESSEC Business School. I grew up in Winchester and attended the WPS system graduating WHS in 2022 with honors. I have over 4 years of experience with babysitting ages 5-13 and am comfortable working overnights. I have...
Melina can also help with: Grocery shopping, light cleaning, meal prep, carpooling
Skills:

First Aid

CPR

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: Light cleaning, carpooling, swimming supervision, grocery shopping, craft assistance, travel & 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.

Hope B.'s Photo

Hope B.


Boston, MA

$21-30/hr5 yrs exp

Hired by 1 family in your neighborhood

My name is Hope and I am a Junior at Northeastern University. I have always found working with kids to be a blast and began babysitting when I was 14. Since then I have babysat and nannied for kids aged 8 months to 8 years. I have been responsible for school pick ups, making dinner, day trips to the zoo, bed times, and overnight...
Hope can also help with: Meal prep, grocery shopping, light cleaning
5.0
"Hope B. Was my in-home babysitter last summer (2022). I have two boys, age 2 and 4 and she worked for me twenty hours a week. In addition to keeping the boys occupied with activities, she fed them and did light housekeeping. Hope has her own car and was 100%...

Care member

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: Swimming supervision, meal prep, light cleaning, grocery shopping, carpooling, craft assistance & more
Skills:

Special Needs Care

First Aid

Rachel H.'s Photo

Rachel H.


Brookline, MA

$25/hr3 yrs exp

Recent College Graduate Looking For Babysitting On Weekday Evenings And Weekends.

I started working with kids when I was in high school. I began caring for a 1-year-old and a 4-year-old and babysat them weekly for three years. In my spare time, I like to paint, walk around boston, bake, and spend time with my friends. My skills include excellent communication, approachability, and flexibility.
Rachel can also help with: Light cleaning, meal prep
Skills:

CPR

First Aid

5.0
"Rachel was responsible and kind. My kids loved when she was at our home. She was excellent with our dog too! "

Care member

Jenn K.'s Photo

Jenn K.


Waltham, MA

$28-40/hr10 yrs exp

Hired by 1 family in your neighborhood

Hello! I have been nannying for 20 years and am also a licensed massage therapist, working with all populations including children. My experience includes nannying/babysitting, teaching in pre-toddler, toddler and preschool classrooms, camp counseling, instructing mommy and me art classes, facilitating friendship groups, being...
Jenn can also help with: Craft assistance, swimming supervision, light cleaning
Skills:

Early Education

Special Needs Care

First Aid

5.0
"Jenn has been our nanny & sitter for almost 6 years. She is an exceptional human and has taken the absolute best care of our son who has learning disabilities. Exploring nature, beach time, splash parks, museums are frequent adventures. Other days she will bring...

Janet R.

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: Travel, craft assistance, carpooling, swimming supervision, meal prep, light cleaning & 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.

Lily G.'s Photo

Lily G.


South Boston, MA

$20/hr2 yrs exp

Caring And Enthusiastic Sitter

Hired by 1 family in your neighborhood

Hello! My name is Lily and I am soon to be a graduate at Umass Boston. I am an Exercise and Health Science major, and am enrolled into Physical Therapy school. I am willing to help you with anything needed. Specifically with light housekeeping, laundry, organization, crafts, light cooking and cleaning, and babysitting during...
Lily can also help with: Meal prep, light cleaning, swimming supervision, craft assistance
Skills:

CPR

5.0
"Lily is a lovely girl who took good care of my 21 month old toddler. My toddler quickly took a liking to Lily and got along very well with her. "

Jennifer K.

Elizabeth T.'s Photo

Elizabeth T.


Boston, MA

$23/hr10 yrs exp

DATE NIGHT/ WEEKEND SITTER!

Hired by 1 family in your neighborhood

My name is Elizabeth, I am 25 and I graduated from Lasell University with a degree in Psychology. During my time there, I also pursued and completed double minors in Childhood and Adolescent Studies, as well as Human Resources. I have several years of experience in various childcare roles, including babysitting, early childhood...
Elizabeth can also help with: Travel, craft assistance, light cleaning
Skills:

CPR

First Aid

5.0
"Liz has been great with my kids from diapers to pre-teen! Never had an issue and my children really enjoy spending time with her. Very trustworthy as well. You will not be disappointed. "

Janna Z.

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.

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

CPR

Early Education

Special Needs Care

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

Care member

Elizabeth H.'s Photo

Elizabeth H.


Brookline, MA

$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.

Showing 1 - 20 of 60

Recent overnight babysitter reviews from local parents in Winchester, MA

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.

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.

Roslynn W.

5.0

I was nervous to leave my fussy 7-week-old with a sitter for the first time and Roz was so warm and reassuring. She was punctual, communicative, and clearly an expert in infant care and early childhood education. We were so lucky to find Roz and highly recommend her!

- Care member

Hope B.

5.0

Hope is our absolute favorite babysitter! She took amazing care of my 4 and 7 year old boys every Thursday night last year and was always totally responsible - picked them up from school, brought them home, made dinner, played with them and got them to bed. She’s creative and energetic and kind and...

- Care member

Rachel H.

5.0

Rachel was responsible and kind. My kids loved when she was at our home. She was excellent with our dog too!

- Care member

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FAQs for finding an overnight babysitter near you in Winchester, MA

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Ratings for Winchester, MA overnight babysitters listed on Care.com

Average Rating5.0 / 5

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