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Find Overnight Babysitters in Winchester, MA

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Amber B.'s Photo

Amber B.

Mothers Helper Or Date Night Out Sitter

Winchester, MA

from
$20/hr
5 years experience
Meal prep
light cleaning
grocery shopping
craft assistance
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...
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Marilia S.'s Photo

Marilia S.

Winchester, MA

from
$18/hr
5 years experience
My steady job is as a nanny today, so I have a great experience. I currently take care of two girls (3y and 5y). Before, I took care of two boys (2months and 7y) for 8 months, so I also have experience with newborns. I enjoy board games and puzzles, and I also love playing outside, playground, lakes, pools and library I can...
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Diane P.'s Photo

Diane P.

Part Time Sitter

Winchester, MA

5.0(1)
from
$20/hr
10 years experience·
Hired by 2 families in your area
Swimming supervision
meal prep
light cleaning
craft assistance
carpooling
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...

Laura R. says "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...

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Alexie M.'s Photo

Alexie M.

Winchester, MA

from
$15/hr
7 years experience
Swimming supervision
meal prep
light cleaning
craft assistance
travel
+ 1 more
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...
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Danielle M.'s Photo

Danielle M.

Occasional Babysitter In Winchester

Winchester, MA

from
$25/hr
10 years experience
Meal prep
light cleaning
grocery shopping
craft assistance
swimming supervision
+ 1 more
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...
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Megan L.'s Photo

Megan L.

Winchester, MA

from
$15/hr
5 years experience
Meal prep
light cleaning
grocery shopping
carpooling
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...
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Anila P.'s Photo

Anila P.

Winchester, MA

5.0(1)
from
$15/hr
6 years experience·
Hired by 1 families in your area
Travel
craft assistance
carpooling
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,...

Sheila E. says "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...

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Brooke P.'s Photo

Brooke P.

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

Winchester, MA

from
$20/hr
10 years experience
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...
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Melina T.'s Photo

Melina T.

College Student Looking For Short-term Babysitting Opportunities

Winchester, MA

from
$20/hr
4 years experience
Meal prep
light cleaning
grocery shopping
carpooling
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...
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Sarah K.'s Photo

Sarah K.

Part-Time Caregiver Available

Winchester, MA

from
$15/hr
10 years experience·
Hired by 1 families in your area
Travel
swimming supervision
meal prep
light cleaning
craft assistance
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...
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AS

Abigail S.

Winchester, MA

from
$20/hr
4 years experience
Meal prep
light cleaning
Hello! I'm a junior at Vassar College studying psychology, with over four years of experience working with kids. I've babysat for families with children of all ages and spent two summers as a full-time camp counselor, so I'm comfortable juggling fun, safety, and structure. I love doing crafts, cooking, and finding creative ways...
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Hope B.'s Photo

Hope B.

Boston, MA

5.0(1)
from
$21/hr
5 years experience·
Hired by 1 families in your area
Meal prep
light cleaning
grocery shopping
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...

Care Member says "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...

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Priyanka V.'s Photo

Priyanka V.

Caregiver Available

Malden, MA

5.0(0)
from
$25/hr
10 years experience·
Hired by 5 families in your area
Meal prep
light cleaning
grocery shopping
craft assistance
swimming supervision
+ 1 more
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...
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Bella T.'s Photo

Bella T.

Nanny/Sitter

Bedford, MA

5.0(1)
from
$25/hr
3 years experience·
Hired by 1 families in your area
Meal prep
light cleaning
craft assistance
I have almost 3 years of nanny experience, 2 years of daycare experience, and many years of sitter experience. I have also been a gymnastics coach for 5+ years. I am currently a part time toddler nanny and part time gymnastics coach. My nanny experience is mostly with infants and toddlers, but I am also comfortable with school...

David L. says "Bella was our nanny for a full year. She is the most dependable person you have ever met and she is amazing with kids. We loved her and we'd recommend...

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Rachel H.'s Photo

Rachel H.

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

Brookline, MA

5.0(1)
from
$25/hr
3 years experience
Meal prep
light cleaning
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.

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

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Jenn K.'s Photo

Jenn K.

Waltham, MA

5.0(1)
from
$30/hr
10 years experience·
Hired by 1 families in your area
Swimming supervision
light cleaning
craft assistance
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...

Janet R. says "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...

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Roslynn W.'s Photo

Roslynn W.

P/T Position Late Afternoon/Evening Starting DECEMBER

Reading, MA

5.0(1)
from
$33/hr
10 years experience·
Hired by 10 families in your area
Swimming supervision
light cleaning
grocery shopping
craft assistance
travel
+ 1 more
I'm a 53-year-old mom of 4 grown children and a proud empty nester. After years as a full-time stay-at-home mom, I followed my passion as a newborn/infant caregiver. Since 2011, I've specialized in newborn, infant, and toddler care, offering families not only experience, but heartfelt dedication. Caring for babies brings me...

Care Member says "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...

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Caitlin R.'s Photo

Caitlin R.

About Me

Somerville, MA

3.0(1)
from
$50/hr
10 years experience·
Hired by 6 families in your area
Swimming supervision
meal prep
light cleaning
craft assistance
travel
+ 1 more
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...

Darlene M. says "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...

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Lily G.'s Photo

Lily G.

Caring And Enthusiastic Sitter

South Boston, MA

5.0(1)
from
$20/hr
2 years experience·
Hired by 1 families in your area
Swimming supervision
meal prep
light cleaning
craft assistance
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...

Jennifer K. says "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. "

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Elizabeth T.'s Photo

Elizabeth T.

DATE NIGHT/ WEEKEND SITTER!

Boston, MA

5.0(1)
from
$23/hr
10 years experience·
Hired by 1 families in your area
Travel
light cleaning
craft assistance
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...

Care Member says "Elizabeth was great with our baby. She is experienced and instantly put our daughter (and us) at ease. She was also creative and fun! We’re looking...

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Showing 1 - 20 of 60

  • 60 overnight babysitters are listed on Care.com

  • The average post rate is $18.45/hr as of June 2025

  • The average star rating for rated overnight babysitters is 5.0

Recent overnight babysitter reviews from local parents in Winchester, MA

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

Diane P.

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...

- Laura R.

Anila P.

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...

- Sheila E.

Hope B.

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...

- Care member

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

Not sure how to find a babysitter near you in Winchester, MA that you can trust to watch your children overnight? You can use Care.com to search for overnight babysitters who can tackle the babysitter duties you need help with and who have an overnight babysitting rate that aligns with your budget. You can search by years of experience and read through reviews from families to get an idea of how trustworthy an overnight babysitter is, but it’s always a good idea to do your own interview and check their references.

Overnight babysitters in Winchester, MA start at $18.45, but the exact cost of hiring a babysitter to stay overnight can vary based on each sitter’s years of experience and qualifications.

Overnight babysitters can take on a wide variety of babysitter duties. You can search Care.com profiles to find an overnight sitter who can help with tasks like cooking, laundry, light housekeeping, and homework. Review 11 profiles to see which babysitter duties care providers near Winchester, MA feel comfortable tackling.

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