Boat holiday rentals in Maryland

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Top-rated Boat Accommodation in Maryland

Guests agree: These boat accommodation options are highly rated for location, cleanliness and more.

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A 40-foot yacht is docked at a marina, showcasing a cream-colored exterior with a blue canopy over the upper deck. The surrounding wooden dock is visible, along with safety equipment attached to the post. Bright skies are seen overhead, creating a serene atmosphere.

Boat in Stevensville

4.76 out of 5 average rating, 25 reviews

Floating yacht home with private beach

A truly unique experience, Enjoy the stunning view of the bay and nature staying on this 40 ft yacht moored at a fishing Marina. Sleeps 8 snuggly with 2 bedrooms and 2 bathrooms. Newly renovated with full kitchen and all the amenities. Small beach with grill, steps away from a tiki bar for cocktails and full menu including seafood. Mins drive from historical Annapolis and fancy marinas and restaurants nearby. Great for families, a romance trip, fishing charters, bike rental, boat life, and zen

Top Guest favourite

A bright and welcoming dining saloon is visible, featuring a polished table surrounded by comfortable couches. Soft lighting highlights the rich wood finishes, and a television is mounted on the wall. Skylights above allow natural light to fill the space.

Boat in Annapolis

4.94 out of 5 average rating, 422 reviews

Stay aboard the S/V MY STUDIO on Annapolis Harbor

Discover life aboard a comfortably equipped sailing yacht. Great for couples on a weekend getaway, and child friendly for families looking to include their little pirates. Hands down this is a wonderful way to visit Historic Annapolis and Naval Academy. We love the opportunity to share our boat, and help create a memorable vacation. Weather permitting, Private Sailing Cruises can be arranged during your stay for an additional charge. Cheers, and I look forward to welcoming you aboard.

Top Guest favourite

Boat in Annapolis

4.96 out of 5 average rating, 114 reviews

Welcome Aboard!

Unique accommodations on a comfortably equipped 43 foot Hatteras yacht, just a 5 minute drive to historic downtown Annapolis and the Naval Academy. 15 minute drive to the Navy Stadium, 15 minutes drive to Rt 50. THIS LISTING IS FOR ACCOMODATIONS ONLY; BOAT MAY NOT BE DRIVEN! Forward cabin has bunk beds. Aft cabin has a queen bed. Fully equipped galley (kitchen) with 2-burner cook top, microwave/oven, fridge, toaster oven and Keurig. Boat has WIFI, heat, AC and hot water!

Guest favourite

A 33-foot C&C sailboat is anchored in calm waters, surrounded by other vessels. The sunset casts a soft glow over the scene, highlighting the boat's sleek lines and the gentle ripples of the water. A dinghy is tethered alongside, ready for exploration.

Boat in Annapolis

4.93 out of 5 average rating, 60 reviews

Sailboat Experience in Annapolis

Choosing this C and C 33 sailboat for your stay is opting for an experience over extravagance. It's about immersing yourself in the rhythm of the sea, understanding the sailor's way of life, and cherishing the simple joys that come with it. This is a sailboat and is like a camping experience in the water with peaceful and beautiful surroundings. Perfect for solo travelers, couples, or small groups, this sailboat promises a stay that's both unique and unforgettable.

The cabin cruiser yacht is anchored at a secure dock, featuring a streamlined white exterior with large windows and a spacious upper deck. Nearby boats are visible, and the calm water reflects the cloudy sky, providing a serene setting for guests.

Boat in Baltimore

4.54 out of 5 average rating, 811 reviews

Fells Point Noble Pirate

Comfortable 42 foot cabin cruiser yacht with secure dock. Located in Canton close to Fells Point. Many bars, restaurants and attractions within walking distance. Harbor cruises available from the same pier for an additional fee.