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Find a babysitter in Winthrop Harbor, IL

Browse background checked babysitters near you in Winthrop Harbor. Compare local reviews, rates, and experience to find the right fit.

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17 available babysitters in Winthrop Harbor, IL

Families in Winthrop Harbor use UrbanSitter for date nights, after school help, and last-minute babysitting.
Avg hourly rate: $22.35/hr

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

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Jennifer
Booked by 73 repeat families
99 reviews
$20 per hour for 1 child
Booked by 140 families in Winthrop Harbor, IL

Hi! My name is Jennifer. I’m 35 years old and have been a trusted nanny and sitter for nearly 20 years. Caring for children has always been something I truly enjoy, and I feel very grateful that I’ve been able to work with so many wonderful families over the years. I have worked long-term with three families in Chicago up until the end of last year, each with two boys ranging from infancy to 13 years old. During that time, I supported daily routines including morning and evening care, meal preparation, and school drop-offs. I’ve guided children through developmental milestones, fostered independence, and helped manage sibling dynamics with patience and consistency. These experiences have given me the versatility and skill to adapt to the unique needs of each child and family. I recently transitioned out of working FT in Chicago and am now spending more time in central Illinois to be closer to family. While I’m here, I’m also beginning a transition into learning sales and business. My approach to childcare is rooted in patience, respect, and open communication. I believe children thrive in environments where their emotions are acknowledged, their independence is encouraged, and they feel safe expressing themselves. I tend to align with Montessori-inspired ideas and believe discipline should always be thoughtful, respectful, and focused on helping children understand their feelings and actions. Outside of childcare, I love reading, studying health and wellness, spending time outdoors, and enjoying nature whenever I can. I’m also currently learning to play the piano, which has been a fun new challenge. I’m a big animal lover as well and have a tortoiseshell cat of my own, so pets are always a bonus in the home. There is no greater compliment to me than being someone a parent feels they can truly trust with their children. I care deeply about creating a calm, supportive environment where kids feel safe, respected, and cared for.

“Jessica was wonderful! She was friendly, professional, and arrived early. My son had nothing but positive things to say about her and really enjoyed his time with her. She was also very thoughtful and took the initiative to tidy up the table after he ate, which I truly appreciated. She went above and beyond, and for her rate, she provides excellent care and value. I would absolutely book her again and highly recommend her to anyone looking for a reliable, caring, and attentive babysitter!”

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Jordan
Booked by 1 repeat family
4 reviews
$20 per hour for 1 child
Booked by 7 families in Winthrop Harbor, IL

Hi I’m Jordan! I double majored at Purdue in psychology and law & society and graduated in 2024. I moved to Chicago for law school and I just finished up my first year. I have been providing childcare since I was about 16 years old and I’m first aid & cpr certified. I worked at a local daycare in my hometown for a summer. I was also a nanny my senior year and continued to nanny for that family until I left for college. While at Purdue, I worked at a daycare. I was a floater, so I worked in the infant room, multiage room, 2s room, and pre-k so I am comfortable with all ages! I am also comfortable with pets!

“Jordan is wonderful! She is kind, professional and timely. She was great with our 1.5 year old, and we highly recommend her!”

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How much does a babysitter cost in Winthrop Harbor, IL?

  • Average hourly rate for 1 child: $22.35
  • Average hourly rate for 2 children: $25.29
  • Typical job length: 4.5 hours
  • Most requested times: Afternoon

As of October 2026

Recent babysitter activity in Winthrop Harbor, IL

Trust and safety come first

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.

23 sitters background checked in Winthrop Harbor, IL

5.0 average star rating from total of 28 reviews in Winthrop Harbor, IL

photo of quoted parent Matt

"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

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"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

photo of quoted parent Laura

"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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Frequently asked questions about Winthrop Harbor babysitters

How much do babysitters cost in Winthrop Harbor, IL?

As of October 2026, the average babysitting rate in Winthrop Harbor, IL is $22.35 per hour for 1 child, and $25.29 per hour for two children. Costs may vary depending on job responsibilities, children's ages, and the babysitter's experience. Try using a babysitting rates calculator as a helpful tool.

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 Winthrop Harbor 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 Winthrop Harbor?

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 Winthrop Harbor?

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 Winthrop Harbor?

Yes. Families in Winthrop Harbor 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.

Resources

The Ultimate Babysitter Guide for Parents

A step-by-step guide to hiring the right babysitter.

Tips for Finding Last-Minute Child Care

How to find a babysitter fast when plans change.

Top 20 Questions to Ask a Babysitter in an Interview

Essential questions to help you find a great fit.

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