Executive Housekeeper - Luxury Homes, Five-Star Service

thecalendargroup; Winnetka (IL); On-site; USD 48,216,000 - 128,943,000; Full time

Job summary

thecalendargroup seeks an experienced Executive Housekeeper in Winnetka, IL to maintain two luxury residences to five-star standards. The ideal candidate is polished, discreet, and service-oriented, with proven experience in high-end homes and white-glove service.

Responsibilities include organizing a 14,000 sq-ft residence, laundry and wardrobe care, preparing homes for arrivals and events, managing inventories, and supporting seasonal projects. A collaborative household team is emphasized.

Qualifications

• Knowledge of luxury home cleaning techniques, laundry, and garment care.
• Strong organizational skills and meticulousness.
• Professional demeanor with service mindset.
• Ability to work independently and in a team.
• Trustworthy and able to maintain confidentiality.
• Valid driver’s license and clean record.

Responsibilities

• Perform detailed housekeeping and organization of a 14,000 sq-ft primary residence and condo in downtown Chicago.
• Provide laundry, ironing, linen care, and wardrobe organization.
• Prepare residences for family arrivals, guests, and special occasions.
• Manage household inventories and restock supplies as needed.
• Assist with seasonal deep cleaning and special household projects.
• Coordinate with the Household Manager and Family Office for seamless operations.

Skills

High-end cleaning

Laundry care

Attention to detail

Discretion

Dependable transportation

Job description

thecalendargroup seeks an experienced Executive Housekeeper in Winnetka, IL to maintain two luxury residences to five-star standards. The ideal candidate is polished, discreet, and service-oriented, with proven experience in high-end homes and white-glove service.

Responsibilities include organizing a 14,000 sq-ft residence, laundry and wardrobe care, preparing homes for arrivals and events, managing inventories, and supporting seasonal projects. A collaborative household team is emphasized.