
"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.
48 available tonight | Avg hourly rate: $24.50/hr
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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!
Hello! My name is Paige and I have spent the last seven years dedicated to making a positive impact on the lives of the children I care for. My experience has shaped me into a patient, creative, and approachable caregiver who is comfortable managing the needs of up to four children, ranging from infants to pre-teens. I hold a college degree and maintain current CPR Training and First Aid Training. I am happy to assist with meal preparation, carpooling, and light housekeeping while following your preferred communication method for daily updates. I am very comfortable enforcing your household rules to ensure a consistent environment. I truly look forward to becoming a supportive part of your family's daily life.
Hi! My name is Lilah and I am a freshman at Berklee College of Music with a lot of free time that I would love to spend getting to know my community. I have been babysitting kids ranging from ages 3-15 for 2 and a half years along with my two younger sisters who are now 12 and 15. I love spending time with kids singing karaoke, making fun snacks, doing arts and crafts, and playing games (my personal favorite is uno). I also would be more than willing to help out around the house whether that’s cleaning, running errands, or cooking delicious and nutritious meals!
Hi! I’m Allison, a junior at Simmons University studying sociology, public health, and communications. I am looking for a number of caregiving roles in childcare, pet care, and household care. I have experience in a number of care giving settings including as a summer camp counselor to kids (ages 4-9), babysitting for family friends (ages 5-12), cat/dog sitting for family and friends, as well as house sitting and cleaning for family and friends. I am a very organized, detail oriented, and dependable person in my work, school, and personal life. In my experience as a summer camp counselor I helped to manage and engage groups of up to 50 children in crowded public places such as amusement parks, ensured children’s safety while having fun in a variety of environments including swimming holes, and adapted activities to help suit children with different individual needs.
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!

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.
264 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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To sign up with Facebook, we need permission to use your email address.
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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