
"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

Planning a wedding or attending one in Middlebury? Hire babysitters loved by local families. Browse profiles and see who's available for free.
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Families in Middlebury turn to UrbanSitter for wedding and special event babysitting.
Avg hourly rate: $24.78/hr
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Hi, I'm Cyntia! I'm a Fair Haven mom of two — a fun 2-year-old boy and a newborn baby — looking for babysitting in your home, with my little ones tagging along. My son loves playmates his age, and my baby mostly sleeps and feeds. I'm also a local pet groomer, so I'm used to responsibility, patience, and keeping little ones safe and happy. Happy to serve meals and snacks you've left prepared, and I bring food for my own little ones. Available Saturdays and Sundays, and I can also do weekdays for a couple of hours at a time. I’m available for part-time help through mid-December, before I return to my full-time job — so if you need an extra pair of hands this season, I’d love to help!
I have been working with families since 2009 as well as raising my own 3 children. I am a college graduate, and my CPR/First Aid certificates are up to date. I am punctual, reliable, responsible, friendly, and caring, as all my references will attest. I can also help with laundry, meal prep, and dishes. Pets are great if you have any.
I’m a mom of 5 kids and grandma to 10 kids between the ages of 2 and 17. I have many years of nanny experience and I was a stay at home mom for many years as well. I am easy going, flexible, warm and caring. I am CPR certified and a very safe driver with a clean driving record. I love to read with kids and get them outside. I am currently only looking for occasional jobs.
Hi I’m Stephanie and I’m 35 years old! I have experience with infants, toddlers and special needs children I am a very patient and calming person. I am also great with pets I am an animal lover as well I have 3 cats. I have a pretty flexible schedule
I work full-time in architecture and have over 20 years of experience caring for children of all ages and needs, from newborns through teens. I enjoy arts and crafts, science experiments, cooking, and active play, and I thoughtfully adapt my care to each child and family. I’m CPR certified with a clean driving record. My experience includes light household chores, meal prep, school pick-ups and drop-offs, bedtime routines, homework help, and supporting multiples and children with special needs. I currently volunteer with Big Brothers Big Sisters (6.5 years) and serve on the board of NOMAct, where I chair K–12 outreach and lead fun, hands-on architectural learning for kids.

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.
76 sitters background checked in Middlebury, CT
5.0 average star rating from 39 reviews in Middlebury, CT

"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.