"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
Find a babysitter in Chester, MD
Browse background checked babysitters near you in Chester. Compare local reviews, rates, and experience to find the right fit.
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16 available babysitters in Chester, MD
Families in Chester use UrbanSitter for date nights, after school help, and last-minute babysitting.
All babysitters shown here are background checked every year. Learn more.
Sandra
$20 per hour for 1 child
Booked by 5 repeat families
5 reviews$20 per hour for 1 child
Booked by 10 families in Chester, MD
Hi my name is Sandra! I have worked in the Childcare field for 40+ years, infant-7 year olds, in schools and Childcare Centers , We were Foster Parents for 7 years. I was a Family Daycare Provider for 2 years I am married to my former Military buddy for 45 years, we met while serving in the Army. We have 4 adult children, 6 grandkids, I worked with the Children’s Ministry at my church from ages 6-9 year olds. I love family, travel and meeting people… Working with children is my Ministry…..
“arrived early which was perfect, helped with homework. very kind”
Gabrielle
$23 per hour for 1 child
Booked by 8 repeat families
6 reviews$23 per hour for 1 child
Booked by 9 families in Chester, MD
Hi families! I'm a 4th grade teacher in my third year of teaching, with over 8 years of experience caring for children of all ages. I have a degree in Elementary Education and am also a certified tutor. I love bringing both fun and learning into my time with kids. I'm reliable, patient, and genuinely passionate about helping children feel safe, supported, and engaged. Whether your child needs homework help, creative play, or just a calm, trusted presence I’m here for you!
“Very Prompt. The kids loved her! 10/10!”
Angelys $20 per hour for 1 child
I am a college student majoring in Elementary education. My work experience includes daycare teacher for the past year and a half, specifically a MD state certified Toddler teacher. Prior to work, my experience has been babysitting my families and friends’ families children! A few traits about me is that I have grown up to love teaching, and working with children. I love music, bright colors, and turtles. My dream career has always been becoming a teacher. I have always enjoyed seeing the smiles from children when they’re having fun, or excited to learn. I will always make the environment safe so all children can feel welcomed and seen.
Sarai
$8 per hour for 1 child
Booked by 1 repeat family
1 review$8 per hour for 1 child
Booked by 1 family in Chester, MD
Hello, hello out there! My name is Sarai (pronounced Sa-rah-eeeee). I’m from Baltimore, MD. Serving the Baltimore-Washington area. Currently at capacity with families.
Erin $20 per hour for 1 child
Hello, my name is Erin and I’m looking for a child care/nanny position. I have over 30 years experience working in childcare and babysitting. I have my CPR and first aid and many courses that I’ve taken and have certifications for them. I love working with children and watching them grow and learn. I’m a very caring, kind and nurturing person. I have a one son almost 17 that has type 1 diabetes since he was 4 years old. I would love to be considered to take care of your little ones.😊
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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.
"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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Sign up to find a babysitter in Chester
Create a free account to view full profiles and more.
We use email to send essential communication regarding your account.
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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In addition to background checks, sitters are evaluated by real people to meet our gold standard for Trust & Safety.
Help when you need it, even last minute babysitters
Need a sitter today? Last-minute babysitter requests receive a response in under two minutes in most cities.
Top picks from parents in your community
See babysitters recommended by local families, including parents in your school, neighborhood, and parent groups.
Profiles that tell the full story
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Frequently asked questions about Chester babysitters
What does a babysitter do?
Babysitters supervise children and keep them safe while you're away. Depending on your needs, they may also help with meals, bedtime, homework, light cleanup, school pickup, or activities.
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 Chester 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 Chester?
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 Chester?
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 Chester?
Yes. Families in Chester 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.
