Find flexible babysitting jobs in Oakham, MA

Showing 6 of 23 jobs nearby

• DDDayane D.

  Dayane D.

  1 child • Babysitter

  ASAP

  Seeking Dependable Babysitter for One Elementary Child with Car

  We are looking for a responsible babysitter to care for one elementary-aged child. The schedule is flexible, but generally needed Monday through Friday from 2:00 PM to 3:00 PM. Your own transportation is required for this role. You will be expected to engage the child in activities, ensure their safety, and provide a nurturing environment. If you are reliable and enjoy working with children, please apply.

  • $23-24/hr
  • Weekly
  • 13.6 mi away

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• TGTaleixca G.

  Taleixca G.

  2 children • Babysitter

  NEW

  Looking for a reliable sitter for two kids

  We are looking for a dependable, caring person to assist with our two children on school days. Responsibilities include: - Taking the children to their bus stop each morning and waiting with them until the bus arrives, between 7:30 and 8:00 a.m. - Meeting them at the bus stop in the afternoon, between 2:40 and 3:00 p.m., and accompanying them home. - Providing attentive supervision at home until my husband or I arrive, before 5:00 p.m. The ideal candidate is punctual, responsible, and enjoys working with children.

  • $15-28/hr
  • Weekly
  • 14.0 mi away

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• ADAndrew D.

  Andrew D.

  1 child • Babysitter

  NEW

  Occasional Babysitter Needed for My Amazing Toddler!

  Hello! Looking for an occasional babysitter for my 2 and a half year old son starting on October 23rd. He is a very happy boy and very smart! The sitter should have their own car and be comfortable engaging in age-appropriate activities. Responsibilities include playtime, preparing snacks and meals, taking him to do activities and the park, putting him down for naps and ensuring a safe environment. Please have experience with toddlers.

  • $20-24/hr
  • Occasional
  • 14.3 mi away

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• ESElizabeth S.

  Elizabeth S.

  1 child • Babysitter

  ASAP

  Provide safe and engaging care for my preschool child daily

  We're looking for a reliable person for occasional babysitting for our four and half year old daughter! We would love someone to hang with her maybe one day a week for a few hours, occasional date nights, and help during school vacation week! Our daughter is sweet and funny and loves to be outside. We try to avoid screen time and instead to imaginative play, trips to the park, or arts and crafts! Please reach out if interested :)

  • $20-25/hr
  • Weekly
  • 19.3 mi away

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• DMDesteni M.

  Desteni M.

  3 children • Babysitter

  ASAP

  Experienced Babysitter Needed for Three Elementary-Aged Children.

  We are looking for a responsible babysitter to care for three elementary school-aged children on Tuesday, Thursday, and Friday afternoons. Starting October 8, 2026, you will work from 2:30 PM to 6:30 PM. Your duties will include engaging the children in activities, helping with homework, preparing snacks, and ensuring their safety. The start date is flexible. Experience with young children with autism is a plus. If you are reliable, friendly, and enjoy working with kids, we would love to hear from you.

  • $24-28/hr
  • Weekly
  • 20.3 mi away

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• CMClaudine M.

  Claudine M.

  2 children • Babysitter

  ASAP

  Seeking an after-school babysitter for 4 & 6 y.o. M/W/F 2:30-5

  Hi there! We are looking for a reliable babysitter to help us with our after school childcare for our two kids, age 4 and 6. Your schedule would be every Monday, Wednesday, and Friday, from 2:30-5:00 PM. The start date is flexible, beginning on October 12th. You will prepare an after-school snack, engage the kids in fun activities, and prepare dinner for them. Please reach out if this sounds like a good fit!

  • $25-30/hr
  • Weekly
  • 23.3 mi away

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