The Calendar Group
The Calendar Group is a full-service staffing firm which provides professional and personalized staffing to high net worth families,
- Open roles
- 104
- New role every
- ~1.1 days
- Posting trend
- 3.2× vs prior 90d
Company signals
Score: 77Job facts
- Location
- Winnetka, California, United States of America
- Type
- Full-time
- Posted
- Jul 02, 2026
Last verified live 1 month, 1 week ago · checked directly on the company's JazzHR / ApplyToJob
More roles at The Calendar Group
- Butler- Atherton, CA · Atherton, CA
- Housekeeper- Houston, Texas · Houston, TX
- Housekeeper- Houston, Texas · Houston, TX
- Family Assistant- Ridgefield, CT · Ridgefield, CT
- Live-in Housekeeper- UES, NYC · New York, NY
- Family Assistant- Ridgefield, CT · Ridgefield, CT
Housekeeper- Winnetka, Illinois
at The Calendar Group
A private family in Winnetka, Illinois is seeking an experienced, detail- oriented Executive Housekeeper to maintain two luxury residences to five-star standards. The ideal candidate is polished, discreet, and service-oriented, with experience caring for high-end homes and providing white-glove service. This is an excellent opportunity for a professional who takes pride in creating immaculate, guest-ready environments and enjoys being part of a collaborative household team.
Key Responsibilities
- Perform detailed housekeeping and organization of a 14,000-square-foot 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 to ensure seamless household operations
Qualifications
- Strong knowledge of high-end household cleaning techniques, laundry, and garment care
- Exceptional attention to detail and organizational skills
- Professional demeanor with a service-focused mindset
- Ability to work independently and as part of a household team
- Trustworthy, discreet, and able to maintain confidentiality
- Valid driver's license, clean driving record, and reliable transportation
Salary: $35-$45 per hour