Find Babysitters in Winchester, MA
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Browse and hire babysitters in Winchester:
Carpooling
swimming supervision
light cleaning
grocery shopping
meal prep
+ 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...
- from
- $15/hr
6 years experience
Swimming supervision
craft assistance
carpooling
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...
Carpooling
travel
meal prep
light cleaning
swimming supervision
+ 1 more
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,...
Carpooling
meal prep
light cleaning
grocery shopping
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...
Travel
craft assistance
carpooling
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.
Meal prep
light cleaning
Hi my name is Madison and I am a Preschool teacher! I have worked in a daycare for about 6 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!
- from
- $25/hr
4 years experience
Grocery shopping
meal prep
travel
swimming supervision
light cleaning
I am 24 years old, I am from Venezuela, I arrived in the country almost 4 years ago, most of which I have worked as a babysitter, I have excellent references as well as my documentation in order, I also have my CPR certificate, license driving and of course car, I have experience and endless love for children
I characterize...
Hello! My name is Marilia, I'm 24yo.
I live with a host family and take care of two girls (4, 6) in the mornings/nights. And in the afternoon I was taking care of three kids (4, 6, 10 (ADHD)) for one year. My contract with my host family is ending in august, I stayed with them for 2years and truly love the kids.
I have...
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- $30/hr
10 years experience·
Hired by 1 families in your area
Carpooling
travel
meal prep
light cleaning
swimming supervision
+ 1 more
I am a responsible and reliable caregiver. I have more than 10 years experience working as a nanny/babysitter. Most recently I worked full time taking care of a 2 and 6-year-old. I would take them out on daily activities, prepare lunch, dinner, snacks, play with them and so on. Freshman year of High School I started working for...
My name is Júlia and I have 26 years old.
I'm living in Chesapeake, Virginia.
*U. S Virginia driver license, and 4 years Brazilian driver license.
*6 months being an Au pair year with host family taking care of a infant (1yo) and 2 girls (7 and 9yo).
*always have kids in my family so I have a lot of experience taking care of...
Hi! I would love to help. I have almost five years of experience caring for children from 4 months to pre-teens. My approach is patient, kind, and focused on creating a safe and fun environment.
I love engaging children with outdoor activities, board games, puzzles, and educational games. I'm from Brazil and speak both English...
Hi! I'm Bree - a bubbly, energetic sitter who loves helping kids have a great time.
I've worked with kids since I was 13, starting with teaching ukulele (I also play guitar, piano, and sing). I've babysat for years, worked at Kidsborough with elementary students (an afterschool program) and most recently nannied for a family...
Hi! My name is María, I'm 27 and I'm from Colombia.
I'm the oldest of 6 siblings, so I've always been around children. In my culture, older siblings usually play an important role in helping and supporting younger ones, so caring for kids has always been natural for me.
I worked with children in Colombia through educational...
- from
- $15/hr
4 years experience·
Hired by 2 families in your area
Meal prep
light cleaning
craft assistance
I am raising my four own children. I have taught at a daycare in the past and was the babysitter for a Mother's group several years ago.
Joseph S. says "Alice is amazing. My son is always happy and chatty after being dropped off from school. He loves her, as does my daughter. I am so grateful for her...
- from
- $15/hr
8 years experience·
Hired by 3 families in your area
Carpooling
travel
meal prep
light cleaning
swimming supervision
+ 1 more
I have been babysitting since I was 13. I love playing board games and doing crafts. At home I knit and make my own jewelry. I have a lot of experience with groups from
Being a camp Counselor and helping out at birthday parties, including one that was princess themed. My own interests include reading, music, dance, and outdoor...
Ashley H. says "Annie is a very dependable babysitter. She has great energy. The kids loved her!"
Carpooling
meal prep
travel
swimming supervision
craft assistance
My name is Whitney, I live and work in the Pittsburgh area! I have experience babysitting for a range of ages from newborn to middle school. I am comfortable with being responsible for watching more than one child. AHA BLS Certified.
Lindsay K. says "Whitney has shown up the two times she came and met my 15 month old son! She is great with him and he really warmed up to her fast. She is very outgoing...
- from
- $25/hr
10 years experience·
Hired by 2 families in your area
Carpooling
travel
meal prep
light cleaning
swimming supervision
+ 1 more
I worked as a babysitter in the Greater Boston area for five years while in college at Brandeis and then for two years in New York City, and while in Miami for Law School. I am now living in Belmont while my partner completes residency at BCH (which means I've got nights and weekends mostly free). And we have a wedding to save $...
Dean W. says "Arline watched my son regularly and was very professional, reliable and a pleasure to have helping us out. She is very happy, energetic and loves kids. I...
Craft assistance
swimming supervision
meal prep
light cleaning
Hi everyone! My name is Sophia! I recently moved to Massachusetts this past summer after graduating with a B. A in psychology from Loyola University Maryland. Originally from New Jersey, I have been working with children for around 10 years. I have been an official babysitter/nanny/mother's helper for around 8 years. I moved to...
Chase M. says "Sophia watched my 3 year old toddler. She did a wonderful job and I would definitely hire her again."
Craft assistance
travel
meal prep
light cleaning
Hello! My name is Miruna, I'm 28 years old, originally from Romania. I attended at West University of Economics and earned a bachelor degree in Accounting and Audit. I speak four languages:English , Romanian, Spanish and little French.
I've been lucky enough to grow up in a large family so I've been always surround by children....
Andrea H. says "MIruna is extremely professional, hardworking, responsible and lovely.As soon as I met her in person I felt at ease and we were able to go out and have a...
Not Available At This Time-Warm & Caring Babysitter (9+ Years Experience)
Brighton, MA
5.0(1)
- from
- $45/hr
9 years experience·
Hired by 3 families in your area
Travel
meal prep
craft assistance
[Not available at this time :) ]
Hi there! my name is Rachel and I'd love to meet & care for your little one(s). I recently quit my job at an allergy office, but realized I loved working with our pediatric patients so I figured why not go back to babysitting for the time being! I have 9+ years of childcare experience and have...
Daniel M. says "Rachel babysat for us for a few long periods while our son was 8-11 months old. She was great!"
Showing 1 - 20 of 60
60 babysitters are listed on Care.com
The average posted rate is $23.00/hr as of September 2026
Recent babysitter reviews from local parents in Winchester, MA
Babysitters in Winchester, MA are rated 0.0 out of 5 stars based on 0 reviews of the 60 listed babysitters
Alice A.
Alice is amazing. My son is always happy and chatty after being dropped off from school. He loves her, as does my daughter.
I am so...
- Joseph S.
Annie S.
Annie is a very dependable babysitter. She has great energy. The kids loved her!
- Ashley H.
Whitney S.
Whitney has shown up the two times she came and met my 15 month old son! She is great with him and he really warmed up to her fast. She is...
- Lindsay K.
Common questions about hiring a babysitter in Winchester, MA
How much do babysitters charge in Winchester, MA?
The average rate for babysitters in Winchester, MA on Care.com is $23.38 per hour as of September 2026. 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.
How can I find a babysitter in Winchester, MA?
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 13 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.
What types of babysitter services can I find in Winchester?
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.
What should I look for when choosing a babysitter in Winchester?
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.
What’s the difference between a babysitter and a nanny?
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 should I book a babysitter?
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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