Find flexible babysitting jobs in Great Barrington, MA

Showing 6 of 10 jobs nearby

• BBBrett B.

  Brett B.

  2 children • Babysitter

  ASAP

  Experienced babysitter needed for two young children from 5 PM to 11 PM

  Help our family by providing babysitting for two children, ages infant and toddler. You must have a car and feel comfortable with pets, as you will also need to walk our large dog. The job starts on October 8th, with hours from 5:00 PM to 11:00 PM. Your responsibilities include supervising playtime, preparing snacks, and ensuring a safe environment. We value reliability and kindness, and we appreciate your support in creating a positive experience for our children and pet.

  • $22-26/hr
  • One-Time
  • 9.1 mi away

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• CRCamille R.

  Camille R.

  1 child • Babysitter

  NEW

  Saturday sitter for creative, active 8-year-old — 3 Saturdays/month, 10–2

  Seeking an active, warm, creative sitter to spend time with my 8-year-old son, Hugo, three Saturdays a month from 10am–2pm. Hugo loves soccer, basketball, hiking, art, music, yoga, stories, building things, and being outside by the fire. I’m hoping to find someone who genuinely enjoys engaging with kids and can develop a consistent, positive relationship with him—playing, making things, exploring outside, and having fun together while I get a few uninterrupted hours for my art practice. We’re in Becket. Reliability, good communication, and a sense of humor are important. Ideally this becomes a regular, long-term Saturday rhythm for us. ❤️

  • $20-25/hr
  • Occasional
  • 17.7 mi away

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• WMWilliam M.

  William M.

  2 children • Babysitter

  NEW

  Babysitter needed for two sleeping children, infant and toddler

  We need a babysitter for two children, an infant and a 2-year-old toddler, on Saturday, October 17th from 7:30 PM to 11:00 PM. Both children will already be asleep when you arrive — we will put them down ourselves before we leave. The job is simply monitoring two sleeping children; minimal active care required — just keep a safe, quiet home and be on hand in case they wake. A background in childcare or experience with young kids is preferred. Reliability and trustworthiness are essential for this role.

  • $30/hr
  • One-Time
  • 24.9 mi away

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• CVCaitlin V.

  Caitlin V.

  1 child • Babysitter

  Seeking Caring Babysitter for Toddler with Flexibility and Own Car

  We are looking for a babysitter for our toddler starting September 20, 2026. The schedule includes flexible days/hours but we desire help Monday-Friday from 10 AM to 4 PM. The ideal candidate should have their own car and be comfortable with pets. Responsibilities include keeping our child safe, engaging in play, assisting with naps, and preparing snacks. Please be reliable and loving in caring for our child.

  • $15-21/hr
  • Weekly
  • 23.5 mi away

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• VLVlada L.

  Vlada L.

  1 child • Babysitter

  ASAP

  Seeking Dependable Babysitter for Toddler on Fridays

  We are looking for a part time nanny for our 18 month-old. We are located on the Ghent/Austerlitz border near Hawthorne Valley Farm. I work from home at the moment. Initially would be looking for around 7 hours on Fridays with hope to increase to 2 days a week. Our daughter is lively and inquisitive. We also have a very friendly boxer/pitty mix who is our daughter's favorite. We're a screen-free household, so we'd love someone comfortable with that as well. While working from home, I try to keep out of the way upstairs so the routine between sitter and baby is not interrupted. Hoping for light tidying after Esme throughout the day and light meal prep. Thank you!

  • $22-30/hr
  • Weekly
  • 18.9 mi away

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• AMArielle M.

  Arielle M.

  1 child • Babysitter

  ASAP

  Babysitter needed for toddler, Sept 20th to 25th. (Must be ok with dogs)

  Hello sitters! We need someone to look after our VERY active 1.5 year old starting September 20th. We will be in town for one week. We are looking for someone to help out on Sunday afternoon when we arrive to keep our son occupied while we are unpacking. Additionally we are looking for help Monday to Friday of that week from 9 am to 5pm but the hours are flexible since this is last minute. This position is for one child. You should be comfortable around dogs, as we have a large Great Pyrenees mix in our home. Your main tasks involve supervising playtime, preparing snacks, and ensuring a safe environment. You will also engage in fun activities to stimulate learning and creativity. We hope to find someone reliable and friendly to join our family while we are away.

  • $22-28/hr
  • Occasional
  • 15.1 mi away

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