Part-Time Driving Nanny Position

Gilder Search Group; Winchester (MA); On-site; USD 39,000 - 44,000; Part time

Benefits offered by this job

Paid vacation

Paid sick days

Paid personal days

Paid holidays

Family vehicle provided

Job summary

Gilder Search Group in Winchester, MA is seeking a dependable long-term part-time nanny to provide weekday afternoon care for two daughters, ages 5 and 8. Driving is the central function, taking the girls to activities and their bus stop from the home.

The day includes meeting at the bus stop, activity runs, homework help, bath time, and light tidying. A Great Dane is in the home, so comfort with large dogs is essential. The family provides a vehicle for work-related driving.

Qualifications

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

Responsibilities

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

Skills

Childcare experience

Driver confidence

Punctuality

Job description

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