About Maine Harbor Club
Maine Harbor Club is a private island hospitality property on House Island in Casco Bay, minutes from downtown Portland, Maine. The island is home to three waterfront homes and operates as a short-term rental and private event destination from May through October. Guests arrive by boat and expect a seamless, high-standard experience from arrival through departure.
Position Summary
We are seeking a couple or two-person team to serve as our live-in seasonal caretaking duo for the 2026 season. One person will focus on facilities, grounds, and maintenance; the other on housekeeping, interiors, and guest readiness. Cross-coverage between the two roles is expected, and both team members will be actively involved in guest interaction throughout the season.
This is a property caretaking role with a strong hospitality component. During the main summer season, weekend presence and availability is required, and evening hours will be needed on a regular basis — particularly around guest arrivals, departures, and on-property events.
Local candidates who prefer to commute rather than live on-island are welcome to apply.
Role 1: FACILITIES
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Grounds maintenance including weekly mowing, trimming, edging, and seasonal landscaping
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Oversight of irrigation systems and water management
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Routine maintenance and upkeep of all mechanical and utility systems
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Dock, septic, and island infrastructure management and monitoring
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Light construction, repairs, and general handyman work across all homes
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Coordination with outside vendors and service providers requiring island access
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Equipment upkeep including mowers, generators, and island vehicles and vessels
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Spring opening and fall winterization of the full property
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Monitoring and reporting of any maintenance issues requiring outside attention
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Assist with housekeeping and turnover preparation during high-demand periods
Role 2: HOUSEKEEPING
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Prepare and reset all homes to high hospitality standards before and after every guest stay
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Manage all linens, laundry, household restocking, and overall property presentation
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Ensure homes are guest-ready for short notice bookings
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Maintain organized inventory of cleaning supplies, guest amenities, and household essentials
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Conduct post-turnover inspections and maintain consistent quality standards across all homes
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Use the Hostaway platform for turnover planning, booking management, and housekeeping scheduling
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Coordinate closely with management on all upcoming arrivals, departures, and special guest requests
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Seasonal cleaning projects including window washing, deep cleans, and property preparation
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Assist with facilities and outdoor tasks during slower rental periods
GUEST SUPPORT
Both team members are expected to engage with guests professionally and warmly throughout the season. Guest interaction is an important part of this role.
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Welcome guests on arrival and assist with luggage, island orientation, and settling in
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Coordinate boat arrivals and departures
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Anticipate guest needs and communicate proactively with management
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Maintain a visible, professional presence on the property during guest stays
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Actively participate in the setup, execution, and breakdown of any events or private gatherings held on the property
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Respond to guest requests and on-property needs during evenings and weekends as required
WHAT WE’RE LOOKING FOR
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A two-person team with complementary skills and a shared work ethic
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High standards for cleanliness, maintenance, and presentation
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Self-motivated and comfortable working with minimal supervision in a remote setting
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Reliable, communicative, and respectful of guest privacy
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Physical ability to lift 40+ lbs and navigate boats, docks, and uneven island terrain
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Comfortable with island life, water access, and seasonal operations
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Background in yacht crew, private estate caretaking, or luxury hospitality strongly preferred
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Preferred but not required:
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Access to a personal small vessel — a skiff or similar boat for personal transportation and supply runs between the island and the mainland. Any personal vessel would be used solely for the team’s own use and not for guest transportation or any commercial purpose.
POSITION DETAILS
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Season: May through October (approximately 26 weeks)
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Housing: A private one-bedroom apartment on the island property, provided for the full season, utilities included
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Compensation: Competitive seasonal wages — details provided upon inquiry
Why Join Us
At PHG, our work is guided by three core pillars: A Culinary Lens, Modern Service with Classic Values, and A Sense of Place. Food is our anchor — rooted in the terroir of Maine and executed with intention, discipline, and respect for craft. We deliver hospitality that is best in class, relationship-driven, and grounded in professionalism and care.
Our values — Expert, Nimble, Ambitious, Inclusive, and Timeless — shape how we operate every day. We bring deep expertise to our craft, move with agility, strive for excellence, foster welcoming environments for all, and build concepts designed to endure. Each of our restaurants is connected to its neighborhood and community, contributing meaningfully to Maine’s evolving hospitality landscape while creating lasting value for our guests and our teams. We’re excited to meet passionate, dedicated individuals who want to grow with us. Apply today and become part of our amazing team!
