Job Description
Private multi-generational family seeks an experienced, dedicated long-term Domestic Couple to oversee the full-service care and year-round maintenance of four private residences on Islesboro Island, located off the coast of Maine. This is a full-time, live-in role with on-island private accommodation provided year-round. This is an ideal role for a service-oriented couple seeking to steward and manage a legacy family estate with pride, confidentiality, and commitment.
The couple will be responsible for the comprehensive interior and exterior care of the properties, supporting a high level of cleanliness, preparedness, and operational excellence throughout the year, with peak activity during the summer season (July–September). This position is suited to a couple who are hands-on, detail-oriented, and committed to long-term estate care.
Must be a reliable and personable team who take pride in their work and are eager to build a lasting, professional relationship grounded in trust, consistency, and high standards. The outgoing caretakers have been with the family for 50 years, and the family is seeking a similarly dedicated team to uphold the tradition of long-term estate stewardship.
Responsibilities include, but are not limited to:
Interior/Housekeeping:
- Daily housekeeping, deep seasonal cleans, and organization of all residences
- Laundry, ironing, and wardrobe care for multiple family members
- Inventory management and supply ordering
- Grocery shopping and home provisioning in preparation for summer season
- Occasional light meal prep and support with guest readiness
- Seasonal opening and closing of homes, including linen, furnishings, and kitchenware management
- Coordinating and overseeing 3–4 seasonal housekeepers sourced locally during summer months
Exterior/Groundskeeping:
- Year-round general maintenance and property inspections across four seasonal homes
- Light carpentry, painting, and basic repair work
- Landscaping tasks including mowing, trimming, debris clearing, and firewood management
- Dock area oversight and light support with boats (full-time captain in place)
- Upkeep of vintage vehicles and seasonal recreational equipment
- Oversight of vendors, service professionals, and local contractors
- Snow removal and storm preparation during off-season
- Monthly reporting and tracking of hours worked per property to family office
Requirements:
- Strong command of the English language; superb communication skills, both written and verbal
- Minimum 5-7 years’ experience working in a similar role as a couple for a private family or estate
- Excellent references required from both current and previous employers
- Experience in both interior household management and exterior/grounds maintenance
- Experience with coastal or island property management a strong plus
- Willingness to live year-round in a remote, close-knit island community
- Flexibility and adaptability in a seasonal, family-oriented environment
- Discreet, proactive, and able to work autonomously with limited supervision
- Service-minded with warm and professional demeanor
- Self-starters who take initiative and pride in their work
- Comfortable managing logistics during peak occupancy, including family gatherings and events
- Strong communication skills and ability to coordinate with remote family office
- Technologically savvy; able to manage property systems, schedules, and communications
- Valid U.S. driver’s licenses and clean driving records
- Legally able to work in the United States
All salaries are dependent on experience and references, and all candidates must be willing to submit themselves for a Federal Background Check
Benefits: Private accommodations. Performance-based annual bonus potential.
Benefits stipend may be discussed for the right candidates.
Job Tags
Full time, For contractors, Summer work, Seasonal work, Local area, Remote job,