Part-Time Driving Nanny Position

Location: Winchester, MA
Compensation: $28–$32 per hour
Commitment Level: Part-time, live-out, long-term
Guaranteed Hours: 16 hours per week
Schedule: Monday–Thursday, 2:15 PM – 6:15 PM
Start Date: Late September / first week of October

Position Overview

A warm, active Winchester family is seeking a dependable long-term nanny to provide weekday afternoon care for their two daughters, ages 5 and 8. Driving is the heart of this role — both girls have full activity schedules, and the nanny will serve as their afternoon transportation to and from commitments around town. The day begins with a short walk to meet the girls at the bus stop three minutes from the house, followed by activity runs, downtime at home, and evening routine. The family provides a vehicle for all child-related driving, with parking available at the residence. The household includes a Great Dane, so comfort and confidence around large dogs is essential.

Benefits:

• 1 week of paid vacation
• 2 paid sick days
  
• 2 paid personal days
• 3 paid holidays
• Family vehicle provided for working

Responsibilities

• Walk to the neighborhood bus stop (approximately three minutes from the home) to meet both girls at dismissal
• Drive the girls to and from after-school activities using the family vehicle — this is the central function of the role
• Supervise and engage the children during afternoon hours
• Assist with homework as age-appropriate
• Bath time for both girls prior to dinner
• Light tidying related to the children (toys, backpacks, activity gear)
• Maintain a calm, safe presence in a household with a large dog

Requirements

• Prior professional childcare experience with school-age children
• Valid driver's license, and genuine confidence behind the wheel
• Reliable personal transportation to and from the family's home in Winchester
• Comfortable and confident around large dogs (Great Dane in residence)
• Reliable and punctual — the schedule depends on precise bus-stop and activity timing
• Seeking a long-term commitment
• Must be able to provide 3–5 professional references