The Maryland Airbnb With a Next-Level Hot Tub That Redefines Cozy Season

When looking for the best Airbnb in Maryland or the surrounding Northeast, you usually have a checklist: a roaring fire, a place to soak, and enough space to spread out and relax. But what if I told you there’s a place that feels like a Swiss mountain escape tucked away on a Maryland riverbank? Meet this riverfront retreat in Port Tobacco—an A-frame chalet that looks like it was plucked from the Alps and gently set along a canal of the Port Tobacco River.

The first thing you’ll notice about The Riverpoint is the architecture, followed quickly by the sheer level of “extra” packed into the design. This goes well beyond a bed and a TV. The home features a dedicated movie room with a massive 85-inch screen, but the real magic is in the details. Picture a Friday night using the old-school kettle popcorn machine and the milkshake station to create a full-blown cinema experience without ever leaving the basement. It’s a dream setup for families or groups who want to stay entertained when the weather turns chilly.

For those who love to cook, the kitchen is a genuine showstopper, anchored by the heavy-duty Italian Verona 36-inch range. With dual ovens and six burners, it can handle everything from a complex family feast to a simple tray of brownies for when the midnight munchies hit. And if you’re the type who needs a morning ritual, the specialized coffee bar and espresso machine ensure you aren’t settling for a mediocre cup while watching the mist rise off the river.

Cozy season usually means staying inside, but this property makes a compelling case for stepping out. Tucked under the deck is a next-level hot tub, perfectly positioned so you can watch the sunset over the water while staying toasty. There’s something truly special about soaking in steaming water while the winter air is crisp. If you prefer to stay dry, head over to the fire pit, which comes with its own s’mores station—Adirondack chairs and a hanging egg chair included.

Although the water activities might be on pause for the winter, the waterfront access remains a peaceful backdrop. Even in the colder months, the view of the canal is incredibly tranquil. Since it’s a tidal area, you can watch the river level change throughout the day, often spotting bald eagles or deer that frequent the wooded banks.

Beyond the property, the surrounding area is a hidden gem of Southern Maryland, just minutes from Historic Port Tobacco Village. If you want to stretch your legs and maybe catch sight of some winter birds, the Port Tobacco River Park has miles of trails with observation platforms. For a longer trek, the Indian Head Rail Trail runs 13 miles through natural wetlands.

What makes this stay stand out is the “home away from home” vibe. With five bedrooms and 10 beds, it’s built for big family reunions or friend groups who want to reconnect. The host, Alma, has a reputation for being incredibly thoughtful—even returning lost items to guests or helping with holiday logistics. That level of care, combined with the high-end amenities, makes this a top-tier choice.

Ready to start your own riverfront adventure at this cozy Airbnb in Maryland? Book your stay at The Riverpoint.

Feeling inspired? Try planning your own trip to Maryland using Only In Your State’s itinerary planner.