Find babysitting jobs in Chestertown, MD

Chestertown families are hiring. Browse babysitting jobs for free. Set your rate, pick your jobs, and keep 100% of your pay.

35 babysitting jobs available in Chestertown, MD

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Families in Chestertown need part-time, after school, weekend, overnight, and last-minute babysitting help.

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Seeking an experienced caretaker starting Sunday, Aug 30 (flexible) - $17/hr

**Part-Time Babysitter Needed for 19-Month-Old Daughter** We are seeking a caring and reliable part-time babysitter to look after our 19-month-old daughter. The primary responsibilities will be on...

Nanny required starting Tuesday, Sep 1

My son is autistic, level 1 so he’s highly intelligent and verbal

Sitter job available Thursday, Sep 03, 11:00am - Monday, Sep 07, 12:30pm

We're seeking overnight care for our 18-month-old daughter from Thursday, September 3rd, to Monday, September 7th. We're looking for a responsible caregiver with references who is nurturing and...

Sitter required Friday, Sep 11, 7:00am - 6:00pm - $25/hr

I'm seeking roundtrip transportation for my son for the following dates 11, 14-17 September. From Capitol Heights, MD to St. Augustine Catholic School in DC. He can arrive as early as 7am and picked...

Nanny required starting Saturday, Sep 19 - $23/hr

💕 Weekend Childcare Needed for Rosie — Dunkirk, MD 💕 I’m looking for a reliable, loving, and experienced caregiver for my daughter, Rosie, who will be about 3 months old. 📅 Days: Saturdays &...

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Trust and safety for sitters

All Chestertown families complete an authentication process before they can book. Read sitter reviews of parents, including whether sitters recommend them and why.

"It's great, the best childcare app around."

Claudia N., babysitter, Brooklyn, NY

"I found a full time family to work with through UrbanSitter who I am still currently with and it's been over a year and a half now."

Arlet M., babysitter, Los Angeles, CA

"I have had really good families through the app."

Ana H., babysitter, Mercer Island, WA

"It's great, the best childcare app around."

Claudia N., babysitter, Brooklyn, NY

"I found a full time family to work with through UrbanSitter who I am still currently with and it's been over a year and a half now."

Arlet M., babysitter, Los Angeles, CA

"I have had really good families through the app."

Ana H., babysitter, Mercer Island, WA

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Why babysitters choose UrbanSitter

Work your way

Set your rates and availability. Choose the jobs you want, on your schedule.

Keep 100% of your pay

Get paid for the work you do. UrbanSitter does not take a cut from your hourly rate.

Know who you're working for

All Chestertown families complete authentication before booking. Read sitter reviews of parents and see shared connections.

Everything in one place

Manage requests and stay organized so it's easier to keep track of what's next.

Frequently asked questions about Chestertown babysitter-jobs

How do I find babysitting jobs in Chestertown?

Create a free account and enter your Chestertown location. Browse babysitting jobs for free and filter by distance, schedule, and pay to find a good fit. Get more tips in our guide to getting jobs on UrbanSitter.

How much do babysitters make in Chestertown?

Babysitter pay in Chestertown varies by experience, the number of kids, and job responsibilities. Sitters set their own rates on UrbanSitter and keep 100% of what they earn. See average babysitting rates by city for local averages, or read how much should I charge for babysitting? for tips on setting your rate.

Are Chestertown families vetted before they can book?

All families in Chestertown complete an authentication process before they can book on UrbanSitter. Sitters can also read reviews of parents, including recommendations and feedback from other sitters. Learn more about trust and safety at UrbanSitter.

Can I find part-time or after school babysitting jobs in Chestertown?

Yes. Many Chestertown families look for part-time babysitters, including weekday after school care, weekend help, infant and toddler care, and seasonal school break coverage. Filter by day, time, and job type to find what fits your schedule.

What do I need to apply for babysitting jobs in Chestertown?

You'll need to be at least 18 years old. To apply for jobs, you'll also need a caregiver membership, which includes a background check. For details on what's included, see UrbanSitter's caregiver approval requirements.

How much does it cost to use UrbanSitter as a Chestertown babysitter?

It's free to create an account and search Chestertown jobs. To apply to jobs, you'll need a caregiver membership, which includes a background check. See what's included in a caregiver membership.