5 A-Frame Maryland Vacation Rentals for the Coziest Winter Getaway

I always get excited about snuggly winter getaways, and this state has some incredible A-frames that truly deliver. From a mid-century cabin near Baltimore to a Chesapeake Bay hideaway, these Maryland cozy vacation rentals are standout stays for anyone looking to slow down and savor the snowy season.

1. Renovated 1973 A-Frame With Hot Tub, Marriottsville

This isn’t your regular ol’ Airbnb—it’s a full-on mid-century refresh with modern touches that just work. You’ll find quartz counters, a Keurig coffee bar, and a rain shower that feels like a spa day. The covered hot tub is perfect for winter nights, and the spiral staircase adds a little fun to your stay. Just 35 minutes from Baltimore, it’s close enough for a weekend but quiet enough to feel like a real retreat.

2. Deep Creek A-Frame With Lake View and Dock, Oakland

Close your eyes and picture this: snow dusting the trees, a warm drink in hand, and a massive window showing off a frozen lake. This A-frame delivers that—and more. With space for 14, a game room, and a year-round hot tub, it’s great for groups. You’re just minutes from Wisp Resort, and you’ll want to come back when the snow melts—the included dock slip means summer fun is baked in too.

3. Tiny A-Frame Retreat in the Woods, Frederick

Want to unplug? This little hideaway in Frederick is all about simplicity. No electricity, no running water—just a comfy queen bed, a fire pit, and the sound of the woods around you. It’s like glamping, but more rustic, just right for a solo reset or a romantic night with someone special. And, if you spot deer at dawn, don’t be surprised. Nature’s the real host here.

4. Beautifully Renovated A-Frame Cabin, Friendsville

This cabin gets the small things right. The king bed in the loft? Extremely comfortable. The wood stove? Cozy on cold nights. And the hot tub under the stars? Yes, please. It’s tucked in the woods but still close to Deep Creek Lake State Park and Wisp Resort. Whether you’re hiking, tubing, or just hanging by the fire, this Maryland Airbnb feels like a true winter escape.

5. Soul Oasis: A-Frame on the Chesapeake Bay, Lusby

This one’s for the soul seekers. The A-frame sits steps from a quiet bay beach where you can hunt for shark teeth or watch the sunrise. Inside, it’s all warm wood, vintage charm, and a lofted bed with its own balcony. You’ll hear the water, the birds, and maybe even a plane from the nearby base. It’s peaceful, a little quirky, and totally unforgettable.

From lakefront cabins to tucked-away bayside retreats, these Maryland cozy vacation rentals make winter feel anything but dull. Pick your favorite, pack your warmest sweater, and let the season do the rest. Plan your trip and map your stays using the Only In Your State itinerary planner!