Houseboats in Southern Maryland
Maryland
United States of America
Houseboats
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your current months are November, 2026 and December, 2026.

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Our top choices for Southern Maryland houseboats

A small, single-story structure with a sloped roof, a balcony, and a covered outdoor area.

A hallway with white paneled walls, a wooden floor, and a sofa in the distance.

A deck with a view of a marina, including boats and docks.

A modern living room with a grey sofa, a small side table, and a view of the outdoors through a sliding glass door.

1. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat

Grasonville

10.0 out of 10, Exceptional, (54 reviews)

10/10

Exceptional

(54 reviews)

"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."

Yamilet

The price is AU$371

AU$371

includes taxes & fees

12 Nov - 13 Nov

Cass-N-Reel Luxury Houseboat

Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

A modern kitchen with stainless steel appliances, a flat-screen TV, and a view of a water body through a sliding glass door.

A modern living room with a sofa, a coffee table, a TV, and a view of a body of water through large windows.

A marina with docked boats, a small building with a balcony, and a gazebo by the water.

2. Houseboat Suite for Two near Annapolis

Houseboat Suite for Two near Annapolis

Arnold

9.8 out of 10, Exceptional, (14 reviews)

9.8/10

Exceptional

(14 reviews)

"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."

Anonymous traveller

The price is AU$573

AU$573

includes taxes & fees

15 Nov - 16 Nov

Houseboat Suite for Two near Annapolis

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Learn more about Southern Maryland

Explore the family-friendly area of Southern Maryland—a scenic waterfront, sports teams and sights from Running Hare Vineyard to Budds Creek Motocross Park.

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