Property Management

When you open your home to guests, you’re doing more than just providing a place to stay—you’re creating the backdrop for memories that last a lifetime. From multigenerational family reunions to quiet anniversary getaways, your vacation home becomes a part of someone’s story. At Cottage Connection, we’ve seen firsthand how meaningful these experiences can be. […]

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

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

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!

Since 1993, we’ve been unlocking the joys of vacation rentals for countless homeowners. Along the way, we’ve heard countless questions – some funny, some insightful, all valid! So, to save you time spent searching and us from hearing the same “what ifs,” we’re spilling the tea (or should we say, coastal cocktail?) on the Top