BlogPortland Travel: B&Bs and Airbnbs You’ll Love

Portland, Maine: Where Cozy Stays Meet Coastal Charm

Have you ever debated with your family whether to stay in a bed and breakfast or an Airbnb while visiting Portland? I sure have—more times than I can count! Growing up in Greater Bangor, our family road trips often led us to Portland, where the charm of cozy B&Bs mixed with the buzz of the city made every visit special. Portland has a way of making you feel right at home, no matter where you stay.

Back then, bed and breakfasts were the heart of Maine hospitality. They had that genuine warmth you could feel in every corner—like visiting family. Fast forward to today, and while B&Bs still hold that magic, Airbnbs have brought a new flavor to Maine travel—especially in Portland.

These days, Airbnbs give you privacy, space, and a chance to live like a local. But here’s the thing: both options bring something special to the table, and knowing the differences helps you pick the perfect stay for your Maine adventure.

️Portland vs. Traditional Bed & Breakfasts in Maine

Let’s start with bed and breakfasts. Staying at a Maine B&B feels like coming home. I’ve stayed at places where the owners greet you like old friends, sharing stories over homemade blueberry muffins and fresh coffee.

For example, The Chadwick in Portland is a favorite of mine. It’s a historic inn tucked into the West End with elegant rooms and breakfasts that might just be the best you’ll ever have. Or, if you want to feel the ocean breeze, The Trellis House in Ogunquit offers cozy fireplaces and sweeping beach views—perfect for a romantic getaway.

On the flip side, Airbnbs offer freedom. I like that you can cook your own meals, come and go on your own schedule, and often find hidden gems in neighborhoods locals love.

In Portland, you can rent a Timber-Frame Cottage in Pownal—it’s spacious, modern, and just a short drive from downtown. Or maybe the Blind Tiger Guesthouse, which feels like a boutique hotel but with that homey touch. For something a bit more downtown, the Chic Loft is bright, airy, and right in the heart of the action.

Beyond Portland: Top Stays Across Maine

Of course, Maine isn’t just Portland. Back when I was a kid, family trips often meant heading to the coast or the mountains, and Maine’s variety of lodging reflects that.

If you want to explore the rugged beauty of Acadia National Park, the Primrose Inn in Bar Harbor is a classic B&B that welcomes guests with warm smiles and hearty breakfasts. For a quaint coastal town vibe, the Hawthorn Inn in Camden offers a stately, romantic setting just steps from the harbor.

Down south, the Captain Lord Mansion in Kennebunkport combines history and luxury, giving you a true taste of old Maine charm. And if your family is more about lakes and forests, Pleasant Street Inn B&B in Rangeley is your go-to for rustic peace and quiet.

Bring the Taste of Maine to Your Stay with Box of Maine

No Maine trip is complete without lobster, right? But here’s the thing: sometimes after a long day exploring, you just want to relax and enjoy a meal in your cozy room or cottage. That’s why I’m a big fan of the lobster roll kit we sell.

This kit comes with fresh lobster claw and knuckle meat, split-top rolls, chips, and even goodies like whoopie pies and Moxie soda if you want. You can have a true Maine feast delivered right to your door—whether you’re staying in a B&B or an Airbnb. Trust me, nothing beats cracking open a lobster roll while watching the sun set over the water.

Order your lobster roll kit here.

Tips for Enjoying Your Lobster Roll Kit

First, follow the easy recipe included—mix lobster with mayo or melted butter. Then, pile it into those fluffy split-top rolls.

Next, set the mood: maybe string some fairy lights on the porch, play a little local folk music, or just enjoy the cool Maine breeze.

Finally, pair your lobster roll with a crisp Moxie soda or a craft beer from one of Portland’s breweries, and you’ve got yourself a perfect Maine meal.

Ready for More Maine Adventures?

I’d love to hear your stories about Maine stays. Did you fall for a quaint B&B? Or did you find a cozy Airbnb that felt just like home? Either way, there’s a spot here for you.

For even more local flavor, check out our blog Experience Portland ME: Beaches and Head Light Magic. It’s packed with the kind of spots that turn a trip into a memory.

So, what are you waiting for? Start planning your Maine getaway today—and remember, whether it’s B&B or Airbnb, Portland and all of Maine are ready to welcome you like family.