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Find Babysitters in Winchester, MA

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Marja H.'s Photo

Marja H.

Bedford, MA

5.0(1)
from
$20/hr
10 years experience·
Hired by 2 families in your area
Hello! I am a dedicated nanny with over 10 years of childcare experience. I worked at a home daycare for four years throughout high school, followed by early education studies at Salem State University. Since 2021, I have been a nanny full-time, and have been trained and certified as a Newborn Care Expert. I am passionate about...

Jenny S. says "Marja is very sweet. We've had her watch our 11-month old daughter a good handful of times now for around 5hrs each visit. She's a great communicator and...

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Jessica G.'s Photo

Jessica G.

Boston, MA

5.0(1)
from
$10/hr
10 years experience
Carpooling
craft assistance
travel
light cleaning
swimming supervision
I am 46 years old and have been taking care of children for 30+ years. I have dedicated my life to making a difference in the lives of children. I love them, and love doing all the things that children love to do (play, games, crafts, etc) My biggest goal is to give children the opportunity to grow and learn at their own pace,...

Ali M. says "Our family has known Jess for 12 years and she has babysat our 2 daughters from toddler through preteen ages and was phenomenal with them at all ages. She is...

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Larissa A.'s Photo

Larissa A.

Responsible And Careful Nanny

Brighton, MA

5.0(1)
from
$30/hr
10 years experience
Craft assistance
light cleaning
travel
meal prep
swimming supervision
Hi! I'm Larissa, I'm 28yo and I've been taking care of children over 10 years. I consider myself an organized, responsible and teamwork person. I'm also honest, fun and clean and I can provide references! More about my experience: 1 year: Provided daily care for 2 children under 2yo, including feeding, changing, and...

Care Member says "I’ve had the opportunity to work with Larissa a couple of times, and she’s absolutely the best! She’s patient, loving, and reliable, and her...

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Gloria P.'s Photo

Gloria P.

Everett, MA

5.0(1)
from
$30/hr
8 years experience·
Hired by 4 families in your area
Carpooling
craft assistance
travel
swimming supervision
light cleaning
+ 1 more
Hi! I'm Gloria , a 28-year-old Research Analyst and experienced babysitter available for weekend and date-night care. For the past three years, I've cared for two wonderful girls (now ages 6 and 5) on Sundays, and before that, I spent four years as a full-time nanny during college for a family with three boys under age four. I...

Care Member says "Gloria has been helped caring for our two toddlers since last October on every Sunday and the girls become such a fun of her!! They ask for her all the...

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Karla G.'s Photo

Karla G.

Hi, My Name Is Karla, I Am 27 Years Old And I Am Currently Studying English.

East Boston, MA

5.0(1)
from
$40/hr
6 years experience
Craft assistance
light cleaning
travel
meal prep
swimming supervision
I have a lot of experience caring for children! Baby-sitting and being a nanny is practically the only job I've had since arrive in this country . I am used to watching multiple children and am comfortable with any and all age groups of children. I love children and really feel like I connect well with them. I am very nurturing...

Louise H. says "Karla has been with our family for 1.5 years - and she's truly as one in the family. Over this time Karla has taken fantastic care of our 3 kids (today 2...

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Charlie G.'s Photo

Charlie G.

Fun, Loving Spanish Speaking Nanny!

Winthrop, MA

5.0(1)
from
$28/hr
10 years experience·
Hired by 5 families in your area
Hello! My name is Charlie, young mother of two beautiful daughters. I have seven plus years of nanny and nanny share experience and most importantly the passion for taking care of children. Time spend with the children will be exploring the outdoor activities, arts & crafts and much more. I have worked with newborns and toddlers...

Kelly R. says "Charlie has been watching our son as part of a nanny share for two years. She is in our home every day with him and I can't say enough about her as a...

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Clarisa C.'s Photo

Clarisa C.

Bilingual Babysitter

Cambridge, MA

5.0(1)
from
$30/hr
8 years experience·
Hired by 3 families in your area
Craft assistance
light cleaning
travel
meal prep
swimming supervision
I've loved kids ever since I can remember! Growing up I knew my passion was to work with children and got to live out that dream by working as a Clinical Research Assistant in Boston Children's Hospital (BCH) for four years. At BCH I got to work with newborns (as young as 12 days old!), toddlers, and children on a regular basis....

Lorena V. says "Clarisa worked for my family while she was living in Puerto Rico. She took care of my two young boys, 2 and 5 years-old. Clarisa is a very energetic,...

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Susan M.'s Photo

Susan M.

Summer Child Care

Arlington, MA

5.0(1)
from
$20/hr
10 years experience·
Hired by 1 families in your area
Meal prep
Over the past few summers, while I'm not teaching, I have been nannying a few days a week. I would like to do the same this summer. I am also interested in part time work after 3:30 during the school year. Through the year I work as a special education instructor in an emotional behavioral highschool program. I am married and am...

Laura G. says "Susan was the first nanny I ever hired for the summer back in 2021 when my kids were 2.5 and 4 months old. I always felt at ease leaving my kids with her...

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Sally H.'s Photo

Sally H.

Professional Nurse, Mother of Two Grown Children and Grandmother Seeks Babysitting Position

West Newton, MA

5.0(1)
from
$20/hr
10 years experience·
Hired by 9 families in your area
Carpooling
craft assistance
Hi my name is Sally and I adore working with children! As a mother of two grown children, a grandmother and a professional LPN, I have many years of experience working with all types of children. If you'd like to hear more about my professional experience, please feel free to contact me with any further questions. Looking...

Care Member says "I found Sally on care.com last summer, and she worked with us throughout the school year, doing pick ups 4 days per week, driving her to activities,...

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Alexandra K.'s Photo

Alexandra K.

Fun Babysitter Recently Graduated From Undergrad!

Boston, MA

4.2(1)
from
$25/hr
6 years experience·
Hired by 3 families in your area
Carpooling
craft assistance
swimming supervision
meal prep
grocery shopping
+ 1 more
Hi! I am a very reliable, patient, and creative person who has approximately 6 years of experience caring for children, from infants to teenagers. With me, your children will receive appropriate care, and I'm willing to do additional other tasks if requested. Personally, I'm an organizer, planner, and multitasker, so minimum...

Care Member says "In the 1.5 years we have used Alex as our babysitter, she has been reliable, responsible, and excellent with our kids! Alex has been so helpful to our...

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Sara M.'s Photo

Sara M.

Boston, MA

5.0(1)
from
$25/hr
10 years experience
Craft assistance
light cleaning
meal prep
travel
Hello, My name is Sara and I have 15 years of experience with newborns, toddlers and school aged children. I worked in a day care in Costa Rica, where I am from, for more than 8 years. I also have experience working with different families in the Boston area. I am caring, honest, responsible and enjoy being with kids and...

Care Member says "Sara worked with our family for six months starting when my daughter was 12 months. She is so caring and patient. She has a lot of energy and would take...

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Nicole C.'s Photo

Nicole C.

Reliable

Somerville, MA

3.6(1)
from
$18/hr
7 years experience·
Hired by 5 families in your area
Grocery shopping
swimming supervision
travel
I have experience with twins, add/adhd, and special needs. I have experience also with children 5 months old and up. Also available short notice!

Care Member says "We hired Nicole to watch my elderly mom with dementia and she was nothing short of amazing! She was always a few minutes early and had the patients of a...

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Sarah C.'s Photo

Sarah C.

Somerville, MA

5.0(1)
from
$15/hr
1 year experience·
Hired by 1 families in your area
Carpooling
craft assistance
swimming supervision
meal prep
grocery shopping
+ 1 more
Hello! I am a young professional located in the Boston area looking for an occasional babysitting job to fill my time. I am great with kids and sociable. I would describe myself as mature, outgoing, reliable, patient, and excellent with kids of all ages! I have years of experience babysitting multiple families as well as...

Corah H. says "Sarah is an awesome sitter. We love her! She is reliable and great at communicating."

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Harper B.'s Photo

Harper B.

Part Time Babysitter/Nanny Available

Boston, MA

5.0(1)
from
$19/hr
7 years experience·
Hired by 1 families in your area
Carpooling
craft assistance
travel
light cleaning
meal prep
Hi there! My name is Harper and I am a 26-year-old transgender male (I am including this piece of information because I feel it is necessary to be completely honest with those putting me in charge of their children). I have 10 years of child care experience and seven years of experience working with people of all ages with...

Joshua G. says "Harper is an extremely dependable, thoughtful caregiver who has been helping us take care of our three kids (two boys and a girl, ages 6, 3 and 3) for...

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Ceilidh S.'s Photo

Ceilidh S.

Brighton, MA

5.0(1)
from
$27/hr
4 years experience·
Hired by 3 families in your area
Carpooling
grocery shopping
travel
light cleaning
meal prep
Hi! My name is Ceilidh (pronounced Kaylie) and I'm a graduate from Macalester College where I was on a pre-med track. I am now located in Boston. I have been taking care of children for most of my life because it is my favorite thing to do! I love playing games like chess or doing crafts with children and I am also willing to do...

Bethany K. says "I highly recommend Ceilidh! She has been great to work with - very responsible and professional."

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Joy A.'s Photo

Joy A.

Burlington, MA

5.0(1)
from
$25/hr
10 years experience·
Hired by 4 families in your area
Craft assistance
grocery shopping
light cleaning
travel
I have a capacity for children, genuine love and care, and the ability to communicate. Through food, fun, care, cherishing, teaching, creating etc. I enjoy making children comfortable in the absence of their parents. Substitute teacher (k-12), nanny, and junior high/high school teacher are a few but not all the fields I have...

April S. says "Joy was truly God sent for our family. She came on as our full-time nanny when our son was 4 months old and stayed with us until he was 1yr (when we moved...

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Kimberly L.'s Photo

Kimberly L.

Part Time Preferred Evenings Available

Revere, MA

3.0(1)
from
$20/hr
10 years experience·
Hired by 3 families in your area
Carpooling
craft assistance
swimming supervision
meal prep
grocery shopping
+ 1 more
I have an A. A. in Early Childhood Education, A double major B. S. degree in Psychology and Early Childhood and an M. Ed in School Counseling. I am currently First Aid, CPR, AED, NAEYC and DESE certified. I have worked in numerous school settings from teaching preschool through grade 1 as well as worked 2 years as a school...

Shaleen T. says "I met Kim because we lived in the same apartment complex and I had posted an ad for a babysitter/nanny for my 2-year-old son. She was friendly, warm,...

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Ginny C.'s Photo

Ginny C.

Part Time Nanny Available

Allston, MA

4.7(1)
from
$25/hr
10 years experience·
Hired by 24 families in your area
Craft assistance
light cleaning
meal prep
I am a Chinese woman and can speak fluent in Cantonese and English. I do not speak mandarin. I'm happily married with two daughters and both are graduated from Harvard and Boston university. I'm currently working as a nanny/ household assistant for one boy age 7 in Brookline. Part of my duties are wake him up in the morning,...

Stephanie Y. says "Even though Ginny lived a bit too far to accept our offer, she was extremely responsive, helpful and even provided much support for us to find another...

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Claudia R.'s Photo

Claudia R.

Spanish Speaking Babysitter

Medford, MA

4.3(1)
from
$32/hr
10 years experience·
Hired by 10 families in your area
Carpooling
craft assistance
swimming supervision
travel
I live in Medford and have been working as a nanny for 15 years. I started as an Au pair taking care of 2 girls (3 and 7 years old) for a year. Afterward, I worked for a family with 6 kids, taking care of 2 of them (7 and 8 years old) and helping the other nanny with triplets babies (14 months old). I have also worked with...

Rima M. says "We hired Claudia to watch our 4-year-old during the pandemic while we worked from home. It was a hard choice for us to hire someone--we had never even used...

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Lauryn K.'s Photo

Lauryn K.

Hi Families! My Name Is Lauryn And I Can't Wait To Hear From You!

Cambridge, MA

5.0(1)
from
$22/hr
6 years experience
I have a degree in PK-12 education (concentration in music) and years of experience both in the classroom/tutoring, in a daycare/summer camp and babysitting for families. I'd describe my personality as reliable, empathetic and patient. I like working with kids because helping and teaching children is the most rewarding job!...

Jamie A. says "Lauren is litteraly amazing!!! We had Lauren watch our daughter to help us out at the end of the school year for half day pre k! I immediately felt I could...

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Showing 41 - 60 of 60

  • 60 babysitters are listed on Care.com

  • The average post rate is $20.93/hr as of December 2025

  • The average star rating for rated babysitters is 5.0

Recent babysitter reviews from local parents in Winchester, MA

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

Marja H.

Marja is very sweet. We've had her watch our 11-month old daughter a good handful of times now for around 5hrs each visit. She's a great...

- Jenny S.

Jessica G.

Our family has known Jess for 12 years and she has babysat our 2 daughters from toddler through preteen ages and was phenomenal with them at...

- Ali M.

Larissa A.

I’ve had the opportunity to work with Larissa a couple of times, and she’s absolutely the best! She’s patient, loving, and reliable, and her...

- Care member

Common questions about hiring a babysitter in Winchester, MA

The average rate for babysitters in Winchester, MA on Care.com is $20.93 per hour as of December 2025. Rates can vary depending on the babysitter’s experience, the ages of your children, and the types of responsibilities you need help with. Duties like preparing meals, handling bedtime routines, caring for infants, or supervising multiple children may influence the overall rate. Many families also find that evening, weekend, or last-minute care can be priced differently. For a broader look at typical pricing, you can explore how much babysitters cost and use the Care.com cost calculator to help estimate your total expenses.

Finding a babysitter in Winchester, MA often starts with asking people you trust, such as friends, relatives, or neighbors, for recommendations. Many families also look in local parenting groups or community forums where other parents share their experiences. On Care.com, you can browse 15 babysitters in Winchester, MA, each with information about their background, availability, and reviews from nearby families. Taking time to compare profiles and understand each sitter’s experience, age-group comfort, and approach to childcare can help you find someone who fits your family’s routine and expectations.

Babysitters in Winchester, MA offer a range of services to support different family schedules and childcare needs. Many caregivers focus on afternoon routines, including after-school sitters who help with pick-ups, homework, and evening transitions. Families who need extended coverage can look for overnight sitters who stay through the night and assist with bedtime care. You can also find sitters who specialize in caring for infants, such as infant babysitters experienced with feeding, naps, and developmental routines. Many babysitters are available for weekend help or general childcare, and some can take on tutoring responsibilities if your child needs academic support. Reviewing each sitter’s profile can help you understand their experience, availability, and the types of care they are most comfortable providing.

When choosing a babysitter in Winchester, it’s helpful to consider their experience, comfort with your child’s age group, and familiarity with common childcare duties. Many families look for babysitters who communicate clearly, arrive on time, and have positive reviews from other parents. It can also be useful to understand the typical responsibilities of a babysitter so you know what to expect during each visit. For a broader sense of the qualities families value most, you can explore what makes a good babysitter, especially if you’re hiring someone for infants, bedtime routines, or after-school care.

Babysitters typically provide occasional or part-time care, such as evenings, weekends, or short-term help when parents are away. Nannies usually work more consistent hours and may take on additional responsibilities like planning activities, helping with children’s schedules, or supporting daily routines. Understanding the differences can help you decide which type of caregiver best fits your family’s needs in Winchester.

How early you should book a babysitter depends on when and how long you need care. For busy times like weekends, holidays, or evenings, it can help to reach out several days in advance. If you need ongoing or recurring help, contacting sitters ahead of time gives you more options and allows you to schedule interviews and meet-and-greets. For last-minute care, many babysitters in Winchester offer flexible or same-day availability.

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