
"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

Browse background checked babysitters near you in Medway. Compare local reviews, rates, and experience to find the right fit.
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Families in Medway use UrbanSitter for date nights, after school help, and last-minute babysitting.
Avg hourly rate: $24.27/hr
All babysitters shown here are background checked every year. Learn more.
Hi! My name is Hilary, and I’m a nursing student at Simmons University. I’m genuinely passionate about well-being, caregiving, and helping families feel supported. I’m also interested in pediatrics long-term, so working with kids is something I take seriously and truly enjoy. I have been a care taker for more than 5 years. I’m offering care for children ages 2–10 and also senior care,companionship. I have experience working in assisted living, so I’m comfortable supporting older adults with patience, respect, and attention to safety. I can help with babysitting and age-appropriate play/activities (2–10), meal prep / light cooking, light cleaning and tidying up, run errands and helpful tasks around the house. I’m reliable, calm, patient, and caring. I pay attention to details, I communicate clearly, and I take safety seriously. I’m the type of person who shows up on time, follows instructions, and treats your home and your loved ones with respect. If you’re looking for someone dependable and warm to support your child or an older family member, feel free to message me
My name is Alyssa, I have had the pleasure of working with children for over a decade now, since 2010. In my professional journey, I have served as an assistant director and currently hold the position of a lead teacher in a PreK classroom. I take pride in my qualifications, as I am Director certified, CPR/First Aid certified, and have a strong background in Reggio Curriculum. I have had the opportunity to work closely with numerous families, including one that I have been with for the past 10 years, initially meeting through care. com. I am seeking an afterschool babysitting position where I can continue to engage with children outside of the traditional classroom setting. Im interested in taking children to and from afterschool activities, planning exciting outdoor adventures, and providing homework assistance and support with any other afterschool tasks. Please do not hesitate to reach out if you would like more info or if you are interested in discussing potential opportunities.
Hi, I'm Rachel! I’m a calm, caring, and dependable person who genuinely loves caring for children and finds being of service deeply rewarding. I was also a full-time nanny for a 1-year-old earlier in life and have helped care for my two nephews, now 12 and 15, throughout their lives. As an artist and writer, I love encouraging creativity and imagination through art, games, stories, music, dancing, and outdoor play. I’m warm and playful while providing healthy boundaries, and prefer active engagement over screens. I’m hoping to find a family I can support consistently and grow with long-term. I’m also happy to help with cooking, errands, light cleaning, laundry, and organizing—and I love animals!
Hi! My name is Anna and I’m a reliable, energetic, and caring babysitter based in Boston. I have several years of experience caring for children of various ages, from toddlers to school-aged kids. I love creating a fun, safe, and engaging environment where kids can play, do crafts, and stay active. I’m also more than happy to help with homework, light housekeeping, and preparing healthy meals. I’m very organized, punctual, and attentive to each family's unique routine and needs. Additionally, I am a huge animal lover and comfortable in homes with pets! I look forward to meeting your family and helping make your daily routine a little easier!
Hello! I’m a lifelong nurturer originally from England, though I’ve called this country home since I was 21. My journey with children began at Manchester University where I earned my teaching degree, and it continued through the greatest joy of my life: raising my own two sons, who are now grown. For the last 20 years, I’ve dedicated my heart to caring for other families' little ones. I truly believe that every child needs a patient, creative, and friendly soul in their corner. Whether we are exploring the outdoors, getting lost in a board game, or working through a tricky homework assignment, my goal is always to make your child feel seen and supported. I value the trust you place in me, which is why I prioritize clear, gentle communication and a respectful approach to your family’s unique rhythm and rules. I am also fully certified in CPR and First Aid for your peace of mind. I simply love what I do, and I would be honored to bring a bit of extra joy and stability to your child’s world. I look forward to meeting you and your family!"

As of October 2026
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.
241 sitters background checked in Medway, MA
4.9 average star rating from total of 526 reviews in Medway, MA

"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

"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

"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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Sharing your friends list is optional, and allows us to connect you with sitters they book and recommend. Nothing will be shared or posted.
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