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Find infant babysitters in Chestertown, MD

Meet infant babysitters Chestertown families trust, with parent reviews, background checks, and detailed profiles.

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10 experienced infant babysitters in Chestertown, MD

Families in Chestertown use UrbanSitter for date nights, newborn care, overnight babysitting, and last-minute infant sitters.

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

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Sarai
Booked by 1 repeat family
1 review
$8 per hour for 1 child
Booked by 1 family in Chestertown, 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.

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Starla
Booked by 5 repeat families
4 reviews
$23 per hour for 1 child
Booked by 9 families in Chestertown, MD

Hello, my name is Starla and I am an energetic and fun sitter ! Although I am current law student (3L) , I have 10+ years of experience working with children of all ages. I am also pet friendly.

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Annie
Booked by 17 repeat families
25 reviews
$25 per hour for 1 child
Booked by 28 families in Chestertown, MD

Hello parents! My name is Annie- a native of the D.C. area, I live in Baltimore, have family in Silver Spring, and commute to NW D.C. so I’m happy to pick up jobs anywhere in the area! What I bring to the table: •Nearly 20 years of experience with childcare and household management for preschool-to-high school aged kids and families. I was with my previous family for 14 years and have been with my current family since 2019. •Intuitive and fast thinking- I am able to quickly troubleshoot situations and navigate decisions without handholding. Fixing problems before they become problems. •Almost spotless driving record (one camera ticket in the last few years), plus a squeaky clean criminal record. I am very comfortable driving, navigating rush hour, parallel parking, etc. I have my own transportation. •Funny, down to earth, and strong in my convictions- would like to work with a family on the same wavelength. •I love to cook and am familiar with many different cuisines. Comfortable in kosher, vegetarian/vegan, and gluten-free/allergy kitchens. •Happy to work with families and kids of all types! LGBTQ+, polyam, gnc, families and kids welcome. The downsides: •I am only available for occasional or as-needed work. I currently work part-time with a rolling schedule so I have decent availability but cannot commit to a set schedule. •I am a night owl and prefer to work afternoons and evenings. Late nights are not a problem. •Funny, down to earth, and strong in my convictions- so I’m unfortunately not willing to work with folks whose values don’t match my own :) When not corralling kids, I am in the garden (or planning next year’s garden), elbow deep in dyeing yarn, at my weaving loom with a podcast on, or watching local music. Catch me at your local maker’s market 🧶 Hope to her from you soon!

“Arrived on time. Our toddler immediately enjoyed playing with Annie. Great experience for parents and child.”

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Amanda $22 per hour for 1 child
Booked by 1 family in Chestertown, MD

Hi there! I’m Amanda; a longtime caregiver, former au-pair/nanny, and a single mom of two wonderful kids. Alongside my main work as a consultant, I also serve as a substitute teacher for AACPS, and help coach local kids sports, so I’m used to adapting quickly and connecting with children of all personalities and ages. I work from home most days, which gives me flexibility to help local families with babysitting, after-school care, or date nights. Whether it’s keeping little ones engaged with activities, helping with homework, or making sure evenings run smoothly, I focus on creating a safe, calm, and positive environment where kids feel comfortable. I'm an energetic, dependable, patient, and easy going Australian, and genuinely enjoy being with kids. I’m also happy to lend a hand with light household tasks or pet care when needed. Available for flexible bookings in Edgewater, Annapolis, and nearby areas; open to evening or occasional weekend jobs when my schedule allows.

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Daniah $20 per hour for 1 child

Hi everyone, my name is Daniah and I’m from Maryland. I’m a recent graduate of Mount St. Mary’s University with a bachelor’s of science in psychology and am currently in graduate school at George Washington University for my master’s in school counseling. I offer child care, senior care, and household services. I have years of experience working with children as a Sabbath School teacher, ABA therapist, and caregiver. I’ve supported kids from toddlers to teens, including children with autism, helping them with communication, daily routines, and social skills. I’m also CPR/First Aid certified. I’ve cared for seniors and vulnerable adults—helping with appointments, errands, medication, and daily support—and love being a steady, compassionate presence. I also assist with cooking, cleaning, and other household tasks. I’m dependable, empathetic, patient, and passionate about helping others feel safe, supported, and cared for. Let me know how I can help your family!

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Recent babysitting activity in Chestertown, MD

Safety is a priority when it comes to your baby

Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team. See reviews from Chestertown parents before you book.

photo of quoted parent Talia

"Savannah was very sweet playing with our infant. He was very happy taking a bottle from her, going on a walk, and reading a book."

Talia L., parent

photo of quoted parent Rachel

"Leanna was very sweet and good with our daughter. She played with her, changed her diaper, fed her and all the good things that a newborn needs."

Rachel M., parent

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"Was our first time leaving our newborn with a sitter. Emily's calm demeanor put us at ease when we left, and she was great about sending us updates."

Andrea Z., parent

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Find a great infant sitter in Chestertown

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Why families use UrbanSitter for infant care in Chestertown

Trusted in your Chestertown community

See infant babysitters connected to families in your Chestertown neighborhood. Know who nearby parents rely on for infant care.

Infant care experience you can see

Detailed profiles show each babysitter's infant experience, listed skills, certifications, and qualifications.

Reviewed by Chestertown parents

Read reviews from local families who have trusted their infant with a sitter. See which babysitters are repeat favorites.

Background checked and reviewed

Every babysitter completes an annual background check, and every profile is reviewed by our Trust and Safety team.

Frequently asked questions about infant babysitters in Chestertown

Are infant babysitters available in Chestertown?

Yes. Browse infant babysitter profiles on UrbanSitter in Chestertown, MD. New sitters with infant experience join regularly.

How much does an infant babysitter cost in Chestertown?

Infant babysitting rates in Chestertown vary by experience and time of day. See current average rates by city.

What should I ask an infant babysitter before hiring?

Most parents ask about experience with babies under 12 months, feeding and napping routines, CPR certification, and how the sitter handles fussiness. See our babysitter interview questions guide.

Can I find a last-minute infant babysitter in Chestertown?

Yes. If you need care soon, share your timing and care needs so available sitters can respond. Then review profiles, infant experience, and parent reviews before booking.

Are infant babysitters in Chestertown background checked?

Yes. Every babysitter on UrbanSitter, including those in Chestertown, completes an annual background check, and every profile is individually reviewed by our Trust and Safety team. See what's included in the background check.

How do I know if a babysitter is good with infants?

You can check their UrbanSitter profile for years of infant experience, read reviews from other parents with babies, and look at repeat family stats. You can also book a working interview for a trial visit to see if the sitter is the right match for your family.

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