Find flexible babysitting jobs in Medway, MA

Showing 6 of 202 jobs nearby

• DMDenise M.

  Denise M.

  2 children • Babysitter

  ASAP

  Seeking Multi-Lingual Babysitter for Two Preschool Children Starting August 2026

  We are looking for a multi-lingual babysitter starting August 15, 2026, at 8:00PM. The schedule is flexible. You will care for two preschool-age children. The ideal candidate should speak Spanish and engage the children in fun and educational activities. Responsibilities include preparing snacks, supervising playtime, and ensuring a safe environment. Experience with young children is preferred. If you love working with kids and can communicate in Spanish, we want to hear from you.

  • $22-27/hr
  • Occasional
  • 19.9 mi away

  View details
• CGCarla G.

  Carla G.

  1 child • Babysitter

  NEW

  Part-Time After-School Driver / Weston-Needham

  We are looking for a reliable after-school nanny/driver for the full school year. Starting Sept. 8, Monday-Friday, 4-6 PM, with 10 hours guaranteed each week. Primary responsibility is picking up our 4th-grade son from school in Weston and driving him home to Needham or to activities. Occasional driving for our 7th-grade daughter between Chestnut Hill and Needham may also be needed. Must have a clean driving record and a reliable, insured car. We will handle standard screening as part of the hiring process. $30-$35/hour depending on experience, plus reimbursement for job-related mileage.

  • $30-35/hr
  • Weekly
  • 12.4 mi away

  View details
• SKSophie K.

  Sophie K.

  2 children • Babysitter

  NEW

  Babysitter needed for two elementary kids on Tuesday and Thursday

  Hello, we want a responsible babysitter for our two elementary school children. The job starts on August 25th, from 2:30 PM to 8:00 PM on Tuesdays and Thursdays. You must have a car and be comfortable with pets. You'll also look after our medium golden retriever, which includes playing with, walking, and feeding the dog. Your primary focus is ensuring our kids are safe and engaged with fun activities. Reliability and a positive attitude are key in this role.

  • $26-30/hr
  • Weekly
  • 16.9 mi away

  View details
• CGColleen G.

  Colleen G.

  3 children • Babysitter

  NEW

  Looking for part-time sitter for after school hours for three kiddos

  Hello sitters! We’re looking for someone to help our family part-time (roughly 10-12 hours per week) starting September 2nd through the end of the school year. The schedule is from 2:30 PM to 5:15 PM, Monday through Thursday. We have three children, ages 10, 7, & 5. We will need someone to help us by first picking up our youngest from prek between 2:30-2:45 and then the big kids at 3:00. Someone with a valid drivers license, reliable car, and clean driving record is important to us. We also expect this individual to assist with snack, homework and prepping for after school activities. We look forward to meeting you and welcoming you into our family.

  • $26-30/hr
  • Weekly
  • 14.1 mi away

  View details
• SUSwathi U.

  Swathi U.

  2 children • Babysitter

  NEW

  Reliable home help and sitter for a long term stable job

  1. Pick up kids from the neighborhood pickup point. 3. Bring both children home and supervise them until 7:00. 4. Prepare or serve a simple snack/meal. 5. Children’s laundry and general family laundry. 6. Load/unload the dishwasher, wipe counters, and restore the kitchen after use. 7. Light household tidying during downtime—not deep cleaning. Paid in cash biweekly. 1500/month and 25hrs per week.

  • $15-20/hr
  • Weekly
  • 14.2 mi away

  View details
• KGKaitlin G.

  Kaitlin G.

  1 child • Babysitter

  NEW

  Ride home from school for 1 child

  Reliable driver needed for school pickup for 1 child (Ashland to Westborough). Quick cash gig requiring about 20-30 minutes for a flat rate of $15-20 per ride. Days needed are Thursdays and Fridays with availability to be a backup on other days as needed (not a requirement).

  • $15-20/hr
  • Weekly
  • 13.6 mi away

  View details