About Chebeague Island Inn
Nestled on 2.5 acres of breathtaking oceanfront property, Chebeague Island Inn, part of the Prentice Hospitality Group portfolio, offers panoramic views of Casco Bay with golden sunrises and spectacular sunsets. Just 20 minutes north of Portland, our 21-room boutique hotel provides an intimate, tranquil escape — where serene rooms, free of TVs and phones, invite guests to slow down and savor coastal living. From weddings to weekend getaways, the Inn is a cherished retreat, blending classic New England charm with warm, personalized service.
Position Summary
We are looking for a full-time, seasonal, General Manager! As General Manager, you’ll lead the daily operations of Chebeague Island Inn and its team, working in close partnership with the leadership of Prentice Hospitality Group. This is a dynamic, salary-based role for an experienced hospitality professional who thrives on creating exceptional guest experiences, cultivating strong teams, and driving financial success.
The General Manager is accountable for all aspects of hotel performance, from revenue and profitability to guest satisfaction and employee engagement, while preserving the Inn’s reputation as one of Maine’s most unique boutique properties.
Key Responsibilities:
You’ll serve as both a hands-on operator and visionary leader, ensuring excellence across all aspects of the Inn:
Leadership & Team Culture
Achieve business objectives in line with budget, strategic plans, and guest satisfaction goals.
Collaborate with PHG leadership to maintain high standards of service and employee engagement.
Recruit, inspire, and develop a high-performing team that embodies hospitality and teamwork.
Operations & Guest Experience
Oversee daily hotel operations across all departments.
Be present, visible, and hands-on — stepping in to support the team when needed.
Maintain impeccable property standards in cleanliness, safety, and maintenance.
Foster a culture of hospitality, ensuring every guest enjoys a warm, memorable stay.
Financial & Business Management
Develop and manage budgets, forecasts, and P&L reviews.
Implement strategies to optimize revenue, control costs, and maximize profitability.
Work with the Revenue Manager to position the hotel competitively in the market.
Sales, Marketing & Community Engagement
Partner with sales and marketing teams to drive revenue and elevate brand visibility.
Oversee marketing initiatives, including social media, advertising, and PR.
Build strong relationships with local businesses, event planners, and community organizations.
Represent the hotel at industry and community events.
Quality, Compliance & Ownership Relations
Ensure compliance with all laws, policies, and safety standards.
Conduct regular inspections to uphold the Inn’s luxury standards.
Maintain open communication with ownership, providing transparent updates and insights.
Qualifications:
Minimum 3 years of hotel experience, including at least 2 years in management.
Strong knowledge of food, wine, and beverage operations.
Expertise in revenue management, POS, and reporting systems.
Proven ability to train, inspire, and retain high-performing teams.
Exceptional organizational, communication, and guest-relations skills.
Professional presence and grooming in line with luxury hospitality standards.
A genuine passion for hospitality, people, and delivering unforgettable experiences.
Why Join Us
At Chebeague Island Inn, you won’t just manage a hotel — you’ll create a destination. With the backing of Prentice Hospitality Group, you’ll have the opportunity to shape the guest experience, lead an engaged team, and leave your mark on one of Maine’s most picturesque boutique properties.
A supportive, collaborative work environment
The opportunity to lead the culinary vision of a beloved Maine island inn
A unique chance to live and work in a beautiful coastal community
Free meals
Returning-season opportunities
We’re excited to meet passionate, dedicated individuals who want to grow with us. Apply today and become part of our amazing team!