
"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 Ossining turn to UrbanSitter for wedding and special event babysitting.
8 available tonight | Avg hourly rate: $25.07/hr
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Hi! I’m a warm, responsible, and energetic caregiver who truly enjoys spending time with children. I have extensive hands-on experience caring for kids of different ages, helping with school routines, homework, meals, bedtime, transportation, and creating fun, engaging activities that encourage learning and creativity. I believe every child deserves to feel safe, supported, and valued. I love planning arts and crafts, reading stories, playing outdoors, baking together, and finding creative ways to make everyday moments enjoyable. I’m patient, dependable, organized, and able to stay calm in busy situations. I’m also happy to help with light housekeeping, children’s laundry, meal preparation, tidying play areas, and pet care. I have a valid driver’s license and experience driving children safely to and from school, activities, and appointments. Families describe me as caring, trustworthy, proactive, and easy to communicate with. I always strive to build a positive relationship with both children and parents by providing reliable, attentive, and loving care. I would love the opportunity to get to know your family and become someone you can count on with confidence!
Hello, I consider myself an empathetic, responsible and punctual person, I speak little English but my native language is Spanish if you want your child to speak another language apart from English I can be of great help.
Hi there, I'm Janessa but kids call me, Jay! :) I'm 31 yrs old. College educated. Born and raised in Yonkers, NY. I've been a nanny for over a decade now. I’ve cared for ages, newborn-11yrs. I have experience with caring for more than one child at a time, I also have special needs experience. I'm comfortable handling dinner, playing, bath time, bedtime, following set routines, cleaning and more. Since 2011 I have worked for 4 lovely families. I am currently working full time M-F for a beautiful family caring for 3 sisters (ages 4.5, 7 and 9). I'm on UrbanSitter interested in occasional weeknight(after 6pm), date night or weekend caretaking. I live in Yonkers. I have a drivers license, clean record and a car of my own. I love cooking, music, arts&crafts, visits to parks & museums. Non-smoker. English: Fluent. Spanish: Beginner. Fully vaccinated. I look forward to meeting your family :) available asap.
“Absolutely fantastic! ”
Hi! My name is Jenna and I’m currently a sophomore at Quinnipiac University. I’d love to help out families by providing child care, pet care, or general household help! I’ve been a long-time babysitter for many families in my area since before I could drive, and I often watch and walk dogs through the Wag! app. I can be very active with kids and play any sports/games they want, but I’m also very crafty and love to just talk and watch movies! I’m also CPR certified and a licensed child care provider through the HMH certification course. Im also available to run errands and help with cleaning or laundry! I love to drive and shop, and I’ve been my mothers personal errand-runner for years with great reviews. And after being to college, there is nothing I’m not ready to clean!
“Jenna accepted my last minute booking and arrived early. She was very upbeat and a pleasure to be around. She confidently handled my toddler twin boys who enjoyed playing with her. I would not hesitate to hire Jenna again as a babysitter.”
Hi! I’m Paulina, a caring, responsible, and energetic caregiver from Ecuador. I have experience caring for children of different ages as nanny in Wetchester, where I help with school routines, meals, activities, homework, transportation, and creating a safe, positive environment. I also have experience caring for pets, including walking dogs and providing daily care. I’m organized, patient, reliable, and enjoy planning creative and educational activities. I love spending time outdoors, doing arts and crafts, reading stories, playing soccer and swimming, and encouraging healthy routines. I always treat every child and pet with love, respect, and patience, making sure they feel safe, happy, and supported. I would love the opportunity to help your family and become someone you can rely on every day.

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.
490 sitters background checked in Ossining, NY
4.9 average star rating from 1,295 reviews in Ossining, NY

"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.