
"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

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Families in Shady Side turn to UrbanSitter for wedding and special event babysitting.
Avg hourly rate: $22.96/hr
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Hey there! My name is Jalen but everyone calls me Jaee! I am originally from Brooklyn, NY. I went to Valdosta State University for my Bachelors in Communications and PR. Afterwards, I attended University of Maryland where I obtained my Masters of Business Adminstration. I have worked within the Mental Health field as the Outreach Director, Quality Assurance, and worked one on one with children's mental health by conducting assessments and also a case manager for children ranging from the ages of 2-18. I have also been a caregiver for seniors, and children, and pets. Sometimes all at the same time under one roof! I currently work as an elementary teacher. Working hand and hand with children in our special education realm of the school. Specifically with 1st and 4th grade. However, I check in on all grade levels. I enjoy working with kids they keep me young! I also believe that it is so important to pour into children as they are our future! I look forward to meeting you and your lovely children and family! Best, Jaee!
Welcome to my profile! My name is Kylah and I have been a professional in-home caregiver for over 10 years. I have also taken on roles such as tennis outreach coach, running coach, tutor, literary assistant, teacher assistant, and substitute teacher. I love being around kids and providing that support/assistance that parents need.
Hi! My name is Talia, and I hold a Bachelor’s degree in Psychology, along with my CDA Pre-K Certification, Infant and Toddler Certification, and many other certifications related to childcare and development. I have hands-on experience as a nanny, homeschool support, and have also worked as both an infant teacher and a Pre-K teacher. Working with children truly brings me so much joy, it’s such a beautiful experience being part of their growth, imagination, and everyday little moments. I’m very fun, patient, and bubbly, and I love creating engaging days filled with play, learning, creativity, and lots of positive energy. I enjoy building genuine connections with families and children ensuring that they feel happy, safe, and excited throughout our time together. I’m also happy to assist with light housekeeping and meal prepping to help support your home and daily routine. I’m currently open to short-term and occasional care and would love to bring that same warmth and energy to your family!
Hi! My name is Maylani, and I am entering my junior year of college studying Public Health Science. I’m looking for a seasonal summer babysitting position and would love to support a family that needs help during the week and/or weekends. I have experience babysitting for families in my neighborhood after completing Safe Sitter training, and I have also worked as a gymnastics coach for school-age children since the summer of 2023, a role I continue to hold today. Coaching has helped me develop patience, creativity, leadership, and strong communication skills with children of all ages. A little more about me: I hope to become a podiatrist in the future, and as a pre-med student, I have been consistently shadowing at a pediatric urgent care clinic since June 2025, which has given me additional hands-on exposure to working with children in a clinical setting. I also had the opportunity to shadow at a pediatric hospital in Athens, Greece. In addition, I love science, work as a college biology tutor during the school year, and will be doing biology research this summer. If you’re looking for a responsible, energetic, and caring babysitter this summer, please don’t hesitate to reach out!

As of November 2026
Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team.
230 sitters background checked in Shady Side, MD
4.9 average star rating from 1,033 reviews in Shady Side, MD

"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

"Caitlin was awesome and jumped right in to chaperone four girls (10, 9, 8 and 6) at a family wedding (they were bridesmaids) and she was very helpful with the event as well as taking them home and putting them to bed."
Lila P., parent

"McKenna was great with our 3 year old son! She came prepared with a box of fun activities and handled playing, dinner, and bedtime seamlessly... and it was all at our hotel while we were in town for a wedding. Thank you McKenna!"
Catherine B., parent

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Browse profiles and read parent reviews for free.
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.
Share the wedding date and babysitting details, then hear from available sitters. Review your options and hire only if you find the right fit.
Browse profiles, read reviews from other parents, and pick the babysitter you feel best about. No agency assignments.
Every babysitter completes an annual background check. See bookings, repeat families, and reviews from local parents.
Whether it is a hotel room, a kids' room at the venue, or late-night care, book one sitter or several to fit the plan.