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Find a babysitter in Winchester, MA

Browse background checked babysitters near you in Winchester. Compare local reviews, rates, and experience to find the right fit.

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62 available babysitters in Winchester, MA

Families in Winchester use UrbanSitter for date nights, after school help, and last-minute babysitting.
42 available tonight | Avg hourly rate: $24.47/hr

All babysitters shown here are background checked every year. Learn more.

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Deborah $25 per hour for 1 child

Hello, my name is Deborah and I am a recent graduate of the University of Michigan, where I obtained my degree in Biomedical Engineering. I currently work as a Biotech Engineer, and will begin my Master's degree in Fall 2026. I have received my Basic First Aid Training and completed the Red Cross CPR certification course. I love showing my love to others through cooking meals and love to read in my free time. In caring for your child, I love to engage them through reading, educational games, puzzles and a lot of time outside. In past roles I've been responsible for meal prep, light housekeeping, school pickup/drop off and overnight care.

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Georgia $30 per hour for 1 child

Nannied for a family of 4 (full-time) for 15 years. Overnight, Vacations and Daily care. I use a variety of different child-care philosophies (e.g. RIE, attachement, gentle care giving) I would say I am most aligned with “holistic” care-giving. Dependent of what each persons specific needs are. Meeting peoples emotional needs and watching them thrive is a great joy of mine. Full spectrum doula. Newborn and Night Nanny. Confident in gentle sleep training. (not crying it out) I’ve been involved in the homeschool/unschooling community for 15+ years. I have a degree in psychology, specifically behavior modification, and feel confident giving care to anyone with low-moderate needs. I am also a certified yoga teacher and was a lifeguard for many years. I am experienced in light household chores as well as having deep roots in nutrition, specifically anti-inflammatory diets. My personality is generally relaxed but I am fiercely loyal to the children in my care, meaning I need to work with a family that also views their child/children as complete people and treats them with respect. :) Also I appreciate adults who can be forward and up front about their boundaries and what they want from a caregiver.

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Cristina $20 per hour for 1 child

Hi my name is Cristina, I have a lot of personal experience with taking care of people such as my grandmother and my nieces, I also was a camp counselor for DARTS a camp run by the Boston symphony orchestra where I shared my passion for the performing arts and helped the campers use their creativity to put on plays, create dance choreographies and so much more, when it’s not cold or rainy outside I also like to go on fun adventures to new exciting places around Boston :)

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Alison 1 review
$25 per hour for 1 child
Booked by 1 family in Winchester, MA

With over ten years of experience in child caregiving, I have developed a deep passion for supporting and nurturing children. Starting as a babysitter at the age of 12, I have worked with kids ranging from 9 months to 17 years old. My experience includes tutoring dyslexic students, working at a summer camp, and providing care for children with special needs. Currently, I serve as a behavioral therapist for autistic children, where I apply tailored strategies to support their growth and development. I am dedicated to creating positive, enriching experiences for every child I work with.

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Meryem 2 reviews
$20 per hour for 1 child
Booked by 3 families in Winchester, MA

My name is Meryem. I am a doctoral student and professional babysitter with several years of experience caring for children of all ages. I am passionate about early childhood education and love creating a safe, engaging, and fun environment for children to learn and grow. I am CPR/ First Aid certified.

“She is very good ”

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How much does a babysitter cost in Winchester, MA?

  • Average hourly rate for 1 child: $24.47
  • Average hourly rate for 2 children: $29.63
  • Typical job length: 4.2 hours
  • Most requested times: Afternoon

As of October 2026

Recent babysitter activity in Winchester, MA

Trust and safety come first

Every babysitter's profile is individually reviewed by UrbanSitter's Trust & Safety team after clearing an annual background check. Rely on reviews from local families to help you find your best fit.

273 sitters background checked in Winchester, MA

4.9 average star rating from total of 586 reviews in Winchester, MA

photo of quoted parent Matt

"Recommendations from friends are a must when it comes to a sitter for my kids. UrbanSitter has expanded our network of babysitters, and it has given us peace of mind."

Matt K., dad of two

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"UrbanSitter has supported my needs for reliable and joyful sitters. Whether it be for work, recreation or last-minute emergencies, we've made wonderful relationships with local sitters who have become a part of our family!"

Natalie O., mom of five

photo of quoted parent Laura

"UrbanSitter is my go-to for quality sitters! I can book weeks ahead of time or easily find a same-day sitter when in a bind. I even hired a part-time nanny during a daycare transition. Customer service is helpful and babysitters respond in a timely manner."

Laura F., mom of two

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Frequently asked questions about Winchester babysitters

How much do babysitters cost in Winchester, MA?

As of October 2026, the average babysitting rate in Winchester, MA is $24.47 per hour for 1 child, and $29.63 per hour for two children. Costs may vary depending on job responsibilities, children's ages, and the babysitter's experience. Try using a babysitting rates calculator as a helpful tool.

How do I find a babysitter near me?

Sign up for a free UrbanSitter account, post a job with your dates and needs, and review babysitter profiles, including distance, before choosing the right fit. Learn more about how UrbanSitter works.

Are babysitters on UrbanSitter background checked?

Yes. Every Winchester babysitter on UrbanSitter is background checked annually, and each profile is individually reviewed by a trained specialist on our Trust & Safety team. Learn more about what's included in a background check.

What's the best way to find a last-minute babysitter in Winchester?

Sign up for a free UrbanSitter account, then request a babysitter by posting a job with your needs. In most cities, sitters will reply within minutes, so you can review choices quickly, then book them immediately.

Can I find babysitters for after school care in Winchester?

Yes. Families often use UrbanSitter for after school care, including pickup, homework help, tutoring, and early evening coverage. You can filter for babysitters who are willing to drive or have their own car.

Can I find babysitters for evenings, weekends, or extended hours in Winchester?

Yes. Families in Winchester use UrbanSitter for date nights, weekend plans, extended hours, and other scheduling needs. You can review each sitter's availability and experience to find someone who fits your hours.

Resources

The Ultimate Babysitter Guide for Parents

A step-by-step guide to hiring the right babysitter.

Tips for Finding Last-Minute Child Care

How to find a babysitter fast when plans change.

Top 20 Questions to Ask a Babysitter in an Interview

Essential questions to help you find a great fit.

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