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captains quarters ariel view

Captain’s Quarters: Your Perfect Midcoast Maine Retreat

Gather your loved ones at Captain’s Quarters, a spacious waterfront home on Linekin Bay, perfect for relaxation, adventure, and lifelong memories. A Waterfront Escape for Families & Friends Wake up to the gentle lapping of waves, sip coffee on a sun-drenched deck, and watch your kids fish off the dock. Captain’s Quarters, on the shores […]

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Family-Friendly Fun in Boothbay Maine: Top Attractions for Kids

Visiting Midcoast Maine with kids? There’s no shortage of fun, hands-on activities to keep the whole family entertained! Here are some of our top picks: 🐠 Maine State Aquarium – A must-visit for curious little explorers! Get up close with tide pool creatures, see local marine life, and even touch a lobster. 🚂 Boothbay Railway

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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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Family Reunions in Midcoast Maine: Make Memories that Last a Lifetime

Looking to gather the whole crew this summer? There’s no better place to host a family reunion than right here in Midcoast Maine. With ocean views, fresh seafood, charming towns, and plenty of space to relax and reconnect, it’s the kind of place where memories are made—and kept. Why Midcoast Maine? Midcoast Maine strikes the

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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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#BookDirect: The Smarter Way to Plan Your Maine Vacation

Why Book Direct with Cottage Connection? When planning your Maine vacation, you’ll likely come across online travel agencies (OTAs) like Airbnb, Vrbo, Expedia, and Booking.com. While these platforms make it easy to browse listings, they also come with hidden costs—both for you and the local businesses you support. Every time you book through an OTA,

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Hidden Adventures: Letterboxing!

If you love adventure, puzzles, and a little bit of mystery, then letterboxing might be your next favorite outdoor activity! What Is Letterboxing? Letterboxing is a fun and creative scavenger hunt that combines elements of hiking, treasure hunting, and rubber-stamp collecting. Participants follow clues—sometimes written as riddles or maps—to find small, weatherproof boxes hidden in

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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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