Executive Housekeeper/Cook (with travel to Cape Cod)

The Wellington Agency; Boca Raton (FL); On-site; USD 130,000 - 150,000; Full time

Benefits offered by this job

Health insurance stipend

2 weeks PTO

Cape Cod accommodations

Job summary

The Wellington Agency seeks an experienced Executive Housekeeper/Cook to oversee the daily operations of private residences in Boca Raton, FL and Cape Cod, MA, including seasonal travel and live-in/live-out arrangements. The role emphasizes polished service, discretion, and superb organization for a high-profile household.

You will plan and prepare meals, supervise housekeeping, manage inventories, vendors, and transport, ensuring guest-ready, impeccably run homes year-round.

Qualifications

• Minimum of five years of recent private household experience in a similar role.
• Strong cooking abilities with a genuine passion for preparing fresh, home-style meals.
• Exceptional housekeeping and household organizational skills.
• Flexible schedule with the ability to adapt to changing household needs.
• Professional demeanor with outstanding interpersonal and communication skills.
• Valid driver’s license and reliable transportation.
• Physically able to lift and move outdoor furniture and other household items.

Responsibilities

• Plan, prepare, and serve dinners for the principals and occasional guests.
• Maintain the overall cleanliness and presentation of the home, including making beds and managing all household laundry and linens.
• Maintain household inventory and replenish supplies as needed.
• Coordinate and oversee household vendors and service providers.
• Manage vehicle maintenance, detailing, fueling, registrations, and routine upkeep.
• Welcome guests, prepare guest accommodations, and refresh rooms following departures.
• Open and close each residence at the beginning and end of the season.
• Assist with outdoor furniture setup and seasonal exterior preparations.
• Assist with packing and unpacking for travel.
• Complete grocery shopping, household provisioning, and pantry organization.
• Coordinate dry cleaning drop-off and pickup.
• Run household errands, including gift purchasing, returns, and miscellaneous personal shopping.
• Provide driving assistance as needed.
• Ensure both residences remain impeccably organized, fully stocked, guest-ready, and operating efficiently.
• Polish silver and maintain fine household items.
• Create fresh floral arrangements for dinners and entertaining.
• Maintain the highest level of discretion and confidentiality at all times.

Skills

Private household experience

Cooking

Housekeeping

Time management

Multitasking

Discretion

Interpersonal skills

Driving

Physical strength

Job description

Executive Housekeeper/Cook (with travel to Cape Cod)

Location: Boca Raton, FL (8 months; Live-Out) & Cape Cod, MA (4 months; Live-In)

Schedule: Monday–Friday, 12:00 PM – 9:00 PM, with flexibility to work occasional weekends when guests are in residence.

Living Arrangements: Private accommodations are provided in a separate guest house on the Cape Cod property during the four-month live-in portion of the year.

Compensation: $130,000–$150,000+ annually, commensurate with experience. Health insurance stipend. 2 weeks PTO

Position Overview

A private couple with no children or pets is seeking an experienced Executive Housekeeper/Cook to oversee the daily operation of their residences in Boca Raton, Florida, and Cape Cod, Massachusetts. This is an exceptional opportunity for a polished, service-driven professional who enjoys preparing fresh meals, maintaining a beautifully run home, and providing seamless support in a refined private household.

The ideal candidate is proactive, highly organized, and takes pride in anticipating needs while creating an effortless living experience for the principals and their guests.

Responsibilities

• Plan, prepare, and serve simple, healthy dinners for the principals and occasional guests. Preferred cuisine includes steaks, lamb chops, poultry, salads, and Italian-inspired dishes.
• Maintain the overall cleanliness and presentation of the home, including making beds and managing all household laundry and linens.
• Maintain household inventory and replenish supplies as needed.
• Coordinate and oversee household vendors and service providers.
• Manage vehicle maintenance, detailing, fueling, registrations, and routine upkeep.
• Welcome guests, prepare guest accommodations, and refresh rooms following departures.
• Open and close each residence at the beginning and end of the season.
• Assist with outdoor furniture setup and seasonal exterior preparations.
• Assist with packing and unpacking for travel.
• Complete grocery shopping, household provisioning, and pantry organization.
• Coordinate dry cleaning drop-off and pickup.
• Run household errands, including gift purchasing, returns, and miscellaneous personal shopping.
• Provide driving assistance as needed.
• Ensure both residences remain impeccably organized, fully stocked, guest-ready, and operating efficiently.
• Polish silver and maintain fine household items.
• Create fresh floral arrangements for dinners and entertaining.
• Maintain the highest level of discretion and confidentiality at all times.

The family does have a deep cleaner once a week.

Qualifications

• Minimum of five years of recent private household experience in a similar role.
• Strong cooking abilities with a genuine passion for preparing fresh, home-style meals.
• Exceptional housekeeping and household organizational skills.
• Flexible schedule with the ability to adapt to changing household needs.
• Highly organized with excellent time management and multitasking abilities.
• Detail-oriented, proactive, and able to work independently.
• Positive, service-oriented attitude with a willingness to assist wherever needed.
• Quick learner who welcomes feedback and implements it effectively.
• Professional demeanor with outstanding interpersonal and communication skills.
• Valid driver's license, clean driving record, and reliable transportation.
• Physically able to lift and move outdoor furniture and other household items as needed.