Property Management

When it comes to vacation rental bookings, too many homeowners fall into the same trap: relying on one big platform to fill their calendar. It feels easy—until the rules change, the algorithms shift, or the guests you get aren’t the right fit. Suddenly, your season looks a lot less predictable. At Cottage Connection, we’ve seen […]

You’ve probably noticed that there’s no shortage of vacation rental managers out there. National companies with slick apps. Localish outfits with flashy promises. But just because someone says they’ll “take care of it all” doesn’t mean they’ll take care of you. At Cottage Connection, we believe in doing things differently. We’ve been managing homes in

In a sea of vacation rentals, what makes a guest choose one home over another? It’s the little (and big) things that set your home apart—the details that make it memorable, comfortable, and worth returning to year after year. At Cottage Connection, we help homeowners highlight these unique selling points, ensuring that your home isn’t

When guests step into your home, their first impression sets the tone for their entire stay. A well-thought-out space with the right amenities can turn a good experience into a great one. Here are some essential amenities and thoughtful touches that can make your home stand out and keep guests returning year after year. A

Choosing the right vacation rental manager isn’t just about finding someone to handle the logistics—it’s about finding a partner who understands your home, your goals, and the unique nature of renting in Midcoast Maine. At Cottage Connection, we take that partnership seriously, providing expert management and local knowledge that ensures your home is well cared

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!