
"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 Winchester Center turn to UrbanSitter for wedding and special event babysitting.
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Hi! - My name is Sierra, I’m currently a freshman at CCSU. I offer childcare between the ages 1-8. I have the most experience, and where I’m most comfortable are with ages 3-5. I’ve always enjoyed babysitting or working with children. My seasonal job is camp counselor! Being so, I’ve never had any bad experiences coming from kids, which is why I enjoy it so much. I am willing to also work as a household assistant, run errands, and cook as needed. I am able to ensure transportation also if needed.
I have a strong background in caregiving with hands-on experience caring for children, seniors, and pets, along with providing household support. Over the past few years, I’ve worked with families to provide dependable, compassionate, and patient care tailored to individual needs. My experience includes preparing meals, helping with daily routines, administering medication, offering companionship, and keeping a safe, clean environment. I’ve cared for children of various ages, from infants to preteens, and I'm known for being nurturing, responsible, and creative—often engaging kids with educational games, crafts, and outdoor play. I’ve also assisted seniors with mobility support, light housekeeping, errands, and emotional companionship, which taught me the importance of empathy and trust. I’m naturally patient, attentive, and calm under pressure—qualities that are essential in any caregiving role. I’m also organized, respectful of people’s privacy and routines, and take pride in creating a warm, supportive atmosphere wherever I work. Whether it’s a child, an elderly loved one, or a beloved pet, I always give 100% of my care, attention, and respect.
Hi !! Im Kay the oldest out of three siblings so taking care of kids has pretty much been in my DNA since day one. I’ve got over 10 years of experience with little ones — especially infants — and now I’m a mom of three myself, so I know what it takes to keep babies happy, safe, and on a good routine. I’m super hands-on, patient, and always bring good energy wherever I go. Kids usually warm up to me fast because I treat them like my own. And when it comes to pets, I’m all for it — my husband runs a pet training and boarding business, so we’re big on animals and know how to handle them with care. Your babies (and fur babies) will be in great hands with I do prefer to provide care from my home so I can offer a comfortable, family-style setting for your child. With three little ones of my own, I’ve built a space that’s safe, engaging, and full of love kind of like a mini daycare! Your child will have plenty of playtime, social interaction, and a caring environment while you’re away.
Hi! I’m Emma, a 21-year-old college student at the University of Saint Joseph. I have several years of babysitting experience caring for children ranging from infants to school-aged children. I’m also a CNA with 3 years of healthcare experience and am CPR/BLS certified. I’m comfortable with feeding, diaper changes, naps, playtime, preparing simple meals, bedtime routines, and keeping children engaged with age-appropriate activities. I’m dependable, patient, caring, and always prioritize creating a safe and comfortable environment for the children I care for. I’m also comfortable with pets and have reliable transportation
I have been working in childcare for over twenty five years, very passionate about it. I am patient and understanding of children. Love to explore the out doors doing nature walk and exploring bugs, entertaining and amusing them with stories, puzzles artwork and crafts.
Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team.

"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.