Part-Time Driving Nanny (Winchester, MA)

Home Work Staffing; Winchester (MA); On-site; USD 39,000 - 44,000; Part time

Benefits offered by this job

Paid vacation

Paid sick days

Paid holidays

Family vehicle provided for working

Job summary

Home Work Staffing is seeking a Part-Time Driving Nanny in Winchester, MA to provide weekday afternoon care for two daughters, ages 5 and 8. Driving is the core function, transporting the children to activities after school, with a short walk to the bus stop from the home.

A family vehicle is provided for work, and a Great Dane in the household requires comfort around large dogs. The role offers 16 guaranteed hours per week, a Monday–Thursday schedule from 2:15 PM to 6:15 PM, and a start date in

Qualifications

• 3–5 professional references required.
• Valid driver’s license and reliable transportation.
• Comfortable around large dogs (Great Dane in residence).
• Prior professional childcare experience with school-age children preferred.

Responsibilities

• Walk to the bus stop to meet the girls after dismissal.
• Drive the girls to and from after-school activities using the family vehicle.
• Supervise and engage the children during afternoon hours.
• Assist with homework as age-appropriate.
• Bath time for both girls before dinner.
• Light tidying related to the children (toys, backpacks, activity gear).
• Maintain a calm, safe presence around a large dog.

Skills

Driving

Childcare

References

Punctuality

Job description

Part-Time Driving Nanny (Winchester, MA)

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