Afterschool Nanny

Gilder Search Group; Wellesley (MA); On-site; USD 41,000 - 48,000; Part time

Benefits offered by this job

One week paid vacation

Gas stipend

Sick days

Paid holidays

Job summary

A warm, active family in Sherborn, MA is seeking a dependable, energetic part-time afterschool nanny for two children ages 6 and 11. The role runs Monday–Friday from 2:00 PM to 6:00 PM, with guaranteed 20 hours per week.

The nanny helps with homework, outdoor activities, and local errands, and may accommodate nearby flexible scheduling when parents travel. Responsibilities include light household duties, bus pickup, homework support, library trips, and driving the children to activities.

Qualifications

• Valid driver’s license required with a reliable vehicle preferred.
• CPR/First Aid certification or willingness to complete before start date.
• Experience caring for school-age children and safety-focused.

Responsibilities

• Arrive before kids to handle light household duties and prep.
• Meet kids off the bus and provide warm, steady afterschool presence.
• Support homework, reading, and math; plan outdoor and library activities.
• Drive children to activities and manage light meal prep.

Skills

Driver's license

Vehicle available

Spanish-speaking

Job description

Start Date: Late August
Location: Sherborn, MA
Compensation: $30–$35 per hour, based on experience
Schedule: Monday–Friday, 2:00 PM–6:00 PM
Guaranteed Hours: 20 hours per week

Overview / About the Family

A warm, active family in Sherborn is seeking a dependable, energetic part-time afterschool nanny for their two children, ages 6 and 11. Both parents work from home on most days but keep a hands-off approach — they set clear expectations up front and then give their nanny the space to run the afternoon confidently. The right fit brings warmth, patience, and a good sense of humor, loves being outdoors, and knows how to keep kids engaged while gently reinforcing structure and good habits.

The nanny will arrive ahead of the children to handle a few household tasks, then be a steady, welcoming presence as the kids transition home from school. Afternoons include homework help, reading and math practice (especially with the younger child), library trips, outdoor play, and driving to local activities. The parents travel for work occasionally and will always give advance notice; on those occasions, a little added flexibility (around 30 minutes) is appreciated.

Benefits:

one week paid vacation, 2 sick days, 2 personal days, 3 paid holidays, gas stipend for work-related driving

Responsibilities:

• Arrive ahead of the children to complete light household duties, including laundry, dishes, tidying, and meal prep
• Meet the children off the bus and provide a warm, steady presence during the afterschool transition
• Support homework and reinforce reading and math, particularly with the younger child
• Plan engaging afternoons — library visits, outdoor play, and structured downtime
• Drive the children to local afterschool activities
• Handle light meal prep (simple chopping, putting a prepared item in the oven)
• Manage the children's laundry and light organizing
• Encourage the children to pick up after themselves
• Run occasional local errands during downtime (e.g., a quick grocery pickup)

Requirements:

• Valid driver's license required; own reliable vehicle preferred (gas stipend provided); parking available
• Comfortable swimming with children
• Current CPR/First Aid certification (or willing to complete before the start date)
• COVID-19 vaccinated
• Warm, patient, energetic, and good-humored, with a love of the outdoors
• Experience caring for school-age children
• Spanish-speaking a plus