Top 10 Houseboats Near Baltimore, Maryland - Updated 2024

Pallavi
Contributing Writer
Updated
| 5 min read

Founded in the early 18th century, Baltimore is a historic city and a key port on the eastern coast of the US. A must-visit site is Fort McHenry, where the Star-Spangled Banner was written, back in 1812. Dive into the rich African-American heritage of the city with a visit to Maryland Center for History and Culture. And when you want to explore the outdoors, head to Patterson Park, which includes pools, an ice skating rink, and walking pathways. Since Baltimore is a port city, there is no shortage of water activities such as kayaking, sailing, and even yachting. When a city is nestled on the coast, it should come as no surprise that it also offers unique water-centric accommodations. Read along to find out about the top houseboats near Baltimore, Maryland.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 20, 2024.

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1. Cass-Away (from USD 250)

Cass-Away is a luxurious two-bedroom, 640-sq.-ft. (59.46-sqm) floating rental on Kent Narrows. The best part is that even though you are on the water, you can easily walk to restaurants and bars. Whether you are arriving by car or boat, the host has got you covered with parking spaces. A 50-ft (15.24-m) by 16-ft (4.88-m) boat slip right next to the houseboat is available to rent from the host.

The interiors of this rental are spacious and come with a full kitchen along with a breakfast bar-style dining table for two. While days will be spent exploring nearby attractions, the best spot post-sundown is the rooftop deck. Due to safety concerns, this houseboat does not allow pets and children under the age of 10.

Stayed at this property?
Grasonville, Maryland, United States
20.79 km (13.0 mi) from Annapolis City Dock
132 reviews   Superhost Wifi Available
Houseboat 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

2. Beautiful houseboat on Back Creek (from USD 499)

Instead of being directly on the water, this houseboat is suspended off a boat slip, but you will still feel some movement due to the wind. If you head up to the rooftop deck, you can catch some glorious sunrises and panoramic views of Chesapeake Bay.

With a vaulted ceiling and elegant furnishings, the interiors will pleasantly surprise you. You might feel you are in a condo rather than a houseboat! The living room doors can be opened to provide easy access to the balcony.

Stayed at this property?
Annapolis, Maryland, United States
1.36 km (0.9 mi) from Annapolis City Dock
117 reviews   Wifi Available
Houseboat 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Other nearby boat accommodations

3. Live Wide

Feel like a celebrity as you step aboard this 44-ft (13.41-m) catamaran yacht. Guests will enjoy their stay at a private dock on Rock Creek. Do note that the yacht is not available with a sailing option. The kitchen can be used to prepare quick and easy snacks such as sandwiches, juices or salads. As an alternative option, you can easily order some takeout and enjoy it in the dinette or out on the deck.

The host does not allow smoking and charges a 100-USD fine if any residue smoke is detected. Due to the yacht’s location on the pier, the host does not allow pets or children under the age of 10 to come onboard.

Stayed at this property?
Pasadena, Maryland, United States
19.56 km (12.2 mi) from Annapolis City Dock
house boat 6 Guests 3 Bedrooms 2 Bathrooms

4. Seafood

This yacht has been featured in the Hollywood film Caddyshack, but don’t worry it has been refurbished since the 80s. The yacht is rented as an anchored unit and not with the option of sailing. If, however, guests would like to take her out, an additional fee is applicable.

The interiors are all wood with a special tribute wall with autographed photographs of the cast of the Hollywood movie. The bedrooms are compact, with a queen bed in one and a twin in the second. The third bedroom features bunk beds.

Stayed at this property?
Stevensville, Maryland, United States
13.7 km (8.6 mi) from Annapolis City Dock
54 reviews   Superhost Wifi Available
Boat 5 Beds 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6

5. Chillin' Time

This 41-ft (12.50-m) boat rental is perfect for two couples or a small family to experience life on the water. Both bedrooms are fitted with queen-size beds, and the living room comes with comfy seating. The boat features both air-conditioning as well as heating, making it perfect for any time of the year.

The kitchen is well equipped so you can easily prepare meals. In the evening guests can sit out on the covered deck space and enjoy the view of the bay over a glass of wine. From the marina, you can easily access the main attractions of Annapolis, with cabs and e-bikes readily available.

Stayed at this property?
Annapolis, Maryland, United States
1.26 km (0.8 mi) from Annapolis City Dock
4 reviews   Wifi Available
Boat 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

6. Chanceuse (from USD 208)

If you are thinking of getting a sailboat, a stay on Chanceuse can be a trial run. Although the sailboat is to be docked for the duration of the booking, a private sail trip can be arranged on request for an additional fee. Check-in is between 4 pm and 6 pm and takes around 20 minutes as the host needs to do a run-through of all the systems on board.

Even though the boat is docked, some movement is expected due to natural waves as well as the navigation of nearby vessels. A stay on this boat also comes with access to the marina, which includes a coin-operated laundry room.

Stayed at this property?
Annapolis, Maryland, United States
1.61 km (1.0 mi) from Annapolis City Dock
3 reviews   Superhost Wifi Available
Boat 3 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

7. Beautiful sailboat with access to a seasonal pool

This 36-ft (10.97-m) sailboat allows guests to enjoy a unique accommodation option when visiting Annapolis. Below the deck, guests will find a newly upholstered salon, a comfy sleeping space, a kitchen, and a bathroom. Guests are free to use the stove and the oven, making it easy to prepare daily meals during their stay.

Your booking will include access to the marina, which comes with a restaurant, a seasonal pool, and a water taxi service.

Stayed at this property?
Annapolis, Maryland, United States
1.8 km (1.2 mi) from Annapolis City Dock
172 reviews   Wifi Available
Boat 4 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

8. Beautiful yacht with lovely views (from USD 349)

Close to downtown Annapolis, this Hatteras yacht allows visitors to experience a unique stay while docked at a marina. This 42-ft (12.80-m) sailboat comes with two bedrooms featuring a queen and twin beds making it ideal for families. The upper-level sitting area is surrounded by glass windows and is the perfect place to lounge and stargaze post-dinner. The kitchen includes a two-burner cooktop as well as a fridge and a coffee maker.

The location of the boat slip ensures that visitors are rewarded with some of the best views of the bay.

Stayed at this property?
Annapolis, Maryland, United States
985 meters (0.7 ft) from Annapolis City Dock
99 reviews   Superhost Wifi Available
Boat 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

9. My Studio (from USD 224)

The name is rather apt, as the boat has been designed to reflect an apartment, albeit a floating one. The upper deck comes with net fencing, making this a safe choice for families with little children as well. The master bedroom includes a king-size bed, while the second bedroom is fitted with a slightly smaller bed, ideal for children and teens.

If you would like to sail, the host can arrange for a private cruise for an additional fee. From the dock itself, you can see the iconic green dome of The Naval Academy Chapel.

Stayed at this property?
Annapolis, Maryland, United States
616 meters (0.4 ft) from Annapolis City Dock
361 reviews   Superhost Wifi Available
Boat 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

10. Serendipity

Measuring 83 ft (25.30 m), Serendipity is a mega yacht with five ensuite bedrooms, each with individual AC control and speakers. The all-teak cockpit is fitted with Bose speakers and an under-seat fridge. The yacht will be docked for the duration of your stay, but if you wish to head out into the water, you can separately rent a 12-ft (3.66-m) boat owned by the host.

If you are up for it, you can kayak to downtown Annapolis, or you can just as easily hire a water taxi. The yacht comes with a kayak and two inflatable paddleboards that guests are free to use. Also included are multiple TVs as well as books, games, and puzzles to ensure entertainment for all age groups.

Stayed at this property?
Annapolis, Maryland, United States
1.4 km (0.9 mi) from Annapolis City Dock
7 reviews   Superhost Wifi Available
Boat 8 Beds 12 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 12

Baltimore is packed with attractions on land and in water

Baltimore is a fascinating city to explore and offers a wide variety of both indoor and outdoor attractions for the entire family. If you want your stay to stand out, choose an accommodation that is extraordinary. Book yourself a stay at one of these top houseboats near Baltimore, Maryland, for an unforgettable break.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Raised in Bangkok and now living in India, Pallavi loves planning and going on road trips around the country. She believes they are the best way to understand a region!

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