Image of a nanny with a baby on her neck

Find a babysitter near you in Winchester, MA

How often do you need a babysitter?

Hire a babysitter in Winchester, MA

Dayane B. - Seeking Work in Winchester

Nanny Dayane

Winchester, MA
$30/hr
Occasional
5 years experience

A little bit about me

Hello! My name is Dayane, and I have experience in childcare. I am also a registered nurse from Brazil, which gives me strong knowledge in health, safety, and overall child well-being.

I have experience caring for newborns, infants, and older children, including feeding, hygiene, sleep routines, and engaging activities that support child development. I am patient, caring, responsible, and organized, always focused on creating a safe, loving, and nurturing environment.

I am also happy to assist with child-related household tasks, such as organizing toys, preparing simple meals, and helping maintain a structured routine.

I am currently looking for a nanny position and am available after 6:00 PM from Monday to Friday, and fully available on weekends.

It would be my pleasure to care for your children with love, dedication, and responsibility. Thank you for your time.

Have experience working with

Infants
Special Needs

Certifications

CPR
First Aid
Madisyn M. - Seeking Work in Winchester

Nanny Madisyn

Winchester, MA
$20/hr
Part-time
Occasional
< 1 year experience

A little bit about me

I am a freshman at Fairfield University studying business, and I enjoy working with kids and creating a fun, positive environment! I love planning engaging activities like games, crafts, and outdoor play to keep children happy and active. I am reliable, patient, and always focused on making sure kids feel safe and comfortable. My goal is to provide dependable care that parents can trust while making babysitting fun for the kids

Have experience working with

Infants
Gabby K. - Seeking Work in Winchester

Nanny Gabby

Winchester, MA
$15/hr
Occasional
2 years experience

A little bit about me

Hi! My name is Gabby, and I’ve been babysitting for over 2 years. I have experience caring for kids of all ages. I’m responsible, patient, and truly love spending time with kids, whether it’s playing games, helping with homework, or keeping them on their routine. I’m here to make things easier for parents and fun for your kids!

Have experience working with

Infants

How often do you need a babysitter?

Jennifer G. - Seeking Work in Winchester

Nanny Jennifer

Winchester, MA
$28/hr
Full-time
10+ years experience

A little bit about me

Hello, my name is Jennifer. I am a professional nanny for over 10 years. I also am the oldest of 7 children, and I have 3 (grown) children of my own. Please feel free to reach out so we can chat more about your needs and I can tell you a little more about myself.

Have experience working with

Infants
Special Needs

Certifications

CPR
First Aid
Sphesihle M. - Seeking Work in Winchester

Nanny Sphesihle

Winchester, MA
$15/hr
Part-time
< 1 year experience

A little bit about me

Hey my name is Sphesihle and I like working around kids I’m so patient,caring,trustworthy and responsible I’m available please get back to me if you are still available

Have experience working with

Infants
Special Needs

Certifications

CPR
First Aid
Erin T. - Seeking Work in Winchester

Nanny Erin

Winchester, MA
$25/hr
Full-time
2 years experience

A little bit about me

Hi! I have nannied in the past and would love to do it again! Love working with kids. I like to swim, be outdoors, listen to music, and cook! I'm very organized and punctual. Looking for something this summer before I go back to school.

Have experience working with

Special Needs

Certifications

CPR
First Aid

Want to find more babysitters in your area?

Get Started
Elizabeth R. - Seeking Work in Winchester

Nanny Elizabeth

Winchester, MA
$34 - $40/hr
Full-time
10+ years experience

A little bit about me

Hi, I'm Lizzy. Working with children is where I feel most myself, and I've built my career around creating safe, happy, and smooth running days for families. As a CNA in pediatrics and an experienced nanny and household manager, I stay calm, confident, and attentive in every situation.

I learn households quickly and focus on what each child needs to feel secure. I love building routines, planning engaging activities, and helping each day flow with ease. I'm comfortable caring for children of all ages.

I'm expecting my first baby in early October 2026 and am looking for a family open to my child joining me during the day. A discounted rate, similar to a nanny share, will reflect this. I have extensive experience caring for multiple children and feel confident creating a balanced, nurturing environment for all.

I'm reliable, communicative, and genuinely care. I also love pets and would love to connect.

Have experience working with

Infants
Special Needs

Certifications

CPR
First Aid
Katie M. - Seeking Work in Winchester

Nanny Katie

Winchester, MA
$23/hr
Part-time
< 1 year experience

A little bit about me

My hours are somewhat flexible. I am a mom to 5 daughters, ages 11-20. I homeschooled all of them from K-7th for the older four and K-4th grade for my youngest. I love children. I love their zest for life, their curiosity, and desire to explore their surroundings.

Have experience working with

Special Needs

Certification

First Aid
Abbie M. - Seeking Work in Winchester

Nanny Abbie

Winchester, MA
$25/hr
Full-time
1 year experience

A little bit about me

Hi! My name's Abbie, and I'm a 20 year old who is going to Quinsigamond Community College for Early Childhood Education. I currently work with elementary school aged children at an after school program, but am looking to work with a family over the summer!

Have experience working with

Special Needs

We’re here for you at every step of the process

Finding your nanny

Finding your nanny

Create your profile and connect with nannies that fit your needs.
Hiring your nanny

Hiring your nanny

Discuss and finalize the details of your arrangement with the nanny.
Support when you need it

Support when you need it

Get help on your nanny journey with useful tips along the way.
Start Your Search
Assortment of photographs arranged loosely on top of one another

Share your nanny with another family

Enjoy attentive care and have playmates for your kids, all at a reasonable cost.
Learn about nanny sharing

Start browsing babysitters near you

Nearby cities to find a babysitter

Image of a piggy bank

What’s the average cost of a babysitter in Winchester, MA?

The average cost of a babysitter in Winchester, MA is $20.81 per hour. The cost of a babysitter is dependent on the babysitter’s experience, qualifications and location.
Learn more about babysitter costs

How to Find a Babysitter in Winchester, MA

Nanny Lane is a child care website meant to help you find a babysitter in your area. Our child care services include background checks, PLUS, and payroll.

Understand Babysitter Responsibilities in Winchester, MA

Before beginning the search for a babysitter, it’s important to understand what you’re looking for and if a babysitter is the right choice for your child care needs. There are lots of benefits to hiring a babysitter such as getting the flexibility of having some more time for yourself or with your partner. When hiring a babysitter, first, you should explore the differences between a nanny and a babysitter. If you’re looking for occasional child care, babysitters are the right choice for you, but if you’re looking for more frequent care, a nanny may be better for your needs.

From there, you can think about what you expect your babysitter to handle so that you can create a profile for nannies to reach out to you. The boundaries for babysitters’ duties can vary from family to family. However, in general, a babysitter is responsible for making sure your kids’ needs are met, including things like ensuring they have opportunities to play and be active. When tasks go beyond child care, for example to housekeeping, laundry, or meal preparation, it’s good practice to communicate these expectations with your babysitter before hiring them. Along with the different duties that you ask for, experience and location in Winchester can impact how much you pay your babysitter.

Winchester Babysitter Interviews

Once you start connecting with prospective babysitters, the next step is to conduct an interview. To make things a bit easier, here’s a list of some babysitter interview questions to consider asking:

  • Do you have experience being a babysitter?
  • What sort of household tasks are you open and comfortable doing?
  • Do you have any references?
  • Are you trained in First Aid or CPR in Massachusetts?
  • Do you have a Massachusetts driver’s license? Do you own a car?
  • How do you handle tantrums? Can you share an experience disciplining children?

During the hiring process, it’s essential to ask for references and by asking their references questions you gain a better understanding of they will fit in your family. As you get closer to hiring a nanny, be sure to run a background check to ensure your kids are in good hands. When evaluating a babysitter that you’re considering hiring, make sure you’re setting the foundation for a good relationship with your babysitter. You can do this by being clear about your expectations around babysitter responsibilities and compensation, and of course, by being friendly and welcoming!

And of course, as you learn how to hire a babysitter, Nanny Lane's nanny services are here to help you along the way.

Popular searches in
Winchester, MA