Property Management

We’re Not a Tech Company — and That’s a Good Thing

There’s a popular phrase going around in the vacation rental world these days: “We’re a technology company that just happens to manage vacation homes.” Well, that’s not us. At Cottage Connection, we do use great technology, but at our core? We’re a family company that believes in relationships, local expertise, and treating homes and guests […]

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Preventative Maintenance for Vacation Rentals: A Guide to Protecting Your Home and Investment

Owning a vacation rental in Midcoast, Maine, is a rewarding experience, but it also comes with responsibilities. Proper maintenance ensures your home remains a welcoming retreat for guests while protecting your long-term investment. At Cottage Connection, we believe in proactive upkeep to minimize costly repairs, maintain guest satisfaction, and preserve the character of your cherished

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captains quarters ariel view

Local Expertise: Why Our Team Excels in Midcoast Maine

Owning a second home in Midcoast Maine is a special experience—whether it’s a multi-generational family retreat or a future retirement haven. But managing short-term rentals here comes with its own unique challenges. That’s where local expertise makes all the difference. Our family doesn’t just work here—we live here, and have for a pretty long time!

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Proactive, Not Reactive: Why Safety Inspections Matter for Your Vacation Home

Peace of Mind: Why Our Safety Inspections Set Your Vacation Home Apart At Cottage Connection, we know your vacation home isn’t just a rental—it’s a place filled with memories, traditions, and family history. That’s why we take our role in caring for your home so seriously. One of the most important ways we do this

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The Importance of Reflective 911 Signs for Your Boothbay Vacation Rental

Local First Responders—Baybay Harbor Police & Fire, Boothbay Fire, Southport Fire, Boothbay Region Ambulance, and Lincoln County Sheriff Departments encourage all area residents to have 911 Emergency Signs with their house numbers on them. These reflective signs are invaluable when a First Responder is trying to locate a residence in a time of need. The

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