
"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 Chestnut Hill. Compare local reviews, rates, and experience to find the right fit.
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Families in Chestnut Hill use UrbanSitter for date nights, after school help, and last-minute babysitting.
52 available tonight | Avg hourly rate: $24.51/hr
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Hi! I'm Sarah. Since 2013, when I was a child myself, I began child care and education at the Little Theater of Alexandria, first by helping my mother with her theater classes. A few years later, I began to run my own 30 minute session after hers, "Musical Theater Tots," where I taught children age 3 - 6 songs and simple choreography to perform at the end of the session. This transformed into "Little Singers," in 2016, a free fall class before Christmas where I instructed middle schoolers in harmonious caroling, to be performed in the Alexandria Scottish Walk. Since graduating high school, I come back every summer to run camps like Frozen song and theater, Barbie craft and play, and the Hogwarts camp, where me and three other teachers gave 30 elementary and middle school students an immersive experience, complete with daily classes and a mystery throughout, ending in a duel. I also have babysat as well as au paired, and worked in the winter of 2020 at 826DC as an Educational Programs Intern, facilitating after school writing-related activities and readings for students age 9-15, including a sensory walk to Colombia Heights which culminated in a book, binded in-house. In 2025, I worked as an after school teacher and substitute at Beansprouts nursery school in Brooklyn. I am an auntie to a 10 month old. Making structured play for kids throughout the years—letting a class's minds go free—has been the most fun in my life, and I couldn't think of a better job or something better I am capable of doing for the world. I love my educators, remember and appreciate every single one. I would be honored to be able to give a gift back to the next generation. I attended Bennington College, which means that everything I want to encourage in children—to dance, write, collage, laugh, think—I want to structure my life around, I want to do professionally. I'm an artist who sees teaching and collaborating as intrinsic to the art process. At Bennington, a great deal of the experience was listening to others share their work, having to have an eye of critique as well as humanity. Teaching and educating is a resonant process, a mutual exchange, as well as a delicate relationship where in knowing young people, we have power we must hold responsibly.
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.
Hi! I’m Adelaide, a senior majoring in Biochemistry and Molecular Biology at Belmont University. Originally from Quincy, IL, I grew up as the oldest of four sisters, and caring for them has always been a big part of my life. Alongside babysitting for other families, I’ve developed a strong background in childcare and responsibility from a young age. In addition to my family experience, I worked as a caregiver for two years during my sophomore and junior years, gaining hands-on experience caring for individuals across a wide age range. This work has deepened my understanding and appreciation of compassionate, attentive care for people of all backgrounds and needs.
I have 4 years of experience working with young children as an Associate Preschool Teacher. I’m patient, dependable, caring, and attentive, and I genuinely enjoy helping children learn, grow, and have fun. I’m comfortable creating a safe, positive, and engaging environment while also being responsive to each child’s individual needs.
“Kevin has been a wonderful babysitter for our family. I have both a 5 year old and a 2 year old. He’s extremely professional, always on time, has a ton of experience and the kids just love to play and read with him. Dinner bath and bedtime aren’t easy and Kevin always has done a great job staying on schedule and successfully following the routine.”
Hello! I am a student at Northeastern University here in Boston, but am originally from Southern California. I am currently studying Math and Data Science. I have been in childcare for over five years now, and have extensive experience with children of all ages. I have made long term connections with families in California, and am looking to make some here in Boston! My experience includes caring for multiple children, cooking, cleaning, bathing, taking to school/activities, and entertaining multiple children at once. I am mainly looking for nights and weekends as I am currently working a full-time internship. Looking 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.
265 sitters background checked in Chestnut Hill, MA
4.9 average star rating from total of 580 reviews in Chestnut Hill, 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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