Rent A Boat In Annapolis, Maryland - Updated 2024

Sharon A.
Sharon A.  
| 4 min read

Annapolis, Maryland’s capital city, has incredible attractions for all types of travelers. The trolley tours, the museums, the wineries, and great outdoor opportunities provide an endless list of things to do and see. But how exciting would it be for you to retreat to a boat for the night once you are done with your day’s wandering? Well, having your accommodation in a waterfront Vrbo rental or on a boat is another great experience you should consider, given that Annapolis has many lovely vacation rentals with incredible sea views. Does going for boat accommodation on your next Annapolis trip sound like a good idea? Consider the following options if you would like to rent a boat in Annapolis, 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 February 08, 2024.

1. Stunning sailboat with top-notch facilities

Welcome to this stunning sanctuary with its soaring ceilings and five chic staterooms, each boasting its own private bathroom and entertainment setup. You’ll bask in the beauty of natural light during the day and stargaze at night. The fully-equipped galley will have you feeling like a master chef, and the teak cockpit is perfect for enjoying your morning coffee or having a delightful al fresco dinner.

This Airbnb sailboat in Annapolis, Maryland is the ultimate gem with its high-tech goodies, including a sound system that can groove in every room, an array of gaming consoles, and even a Wii for endless fun. When you’re on land, indulge in the resort-like facilities of the marina with a dazzling pool and a top-notch fitness center. Plus, you’re just a stone’s throw away from exploring historic Annapolis, Washington DC, and Baltimore!

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

Top guest reviews
the hosts were very welcoming and helpful every step of the way
wow it was wonderful on the boat what a great stay and owner thanks so so much
Read more reviews

2. Chanceuse (from USD 208)

Step into this charming waterborne treasure, where a picturesque river view and delightful marina scene await, offering ultimate tranquility by the waterfront. Inside, you’ll find three snug cabins and a fully equipped kitchen, creating a perfect retreat for up to six guests. Immerse yourself in the rich history as you explore the captivating areas of Annapolis, Eastport, St. John’s College, and the Naval Academy.

Stay comfortable with AC, reverse cycle heat, and reliable Wi-Fi for your convenience. And when winter arrives, we’ve got you covered with two thoughtful space heaters to keep you warm and toasty.

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

Top guest reviews
the boat was immaculately clean and very cozy and warm
maryline is an excellent host and her sailboat was absolutely perfect
Read more reviews

3. Gorgeous studio boat in Annapolis Harbor (from USD 174)

This is a former sailboat that is currently being used by the owner as a studio. It is small, clean, and elegantly furnished in white and soft shades of blue that creates an incredible atmosphere in the interior for sleeping and resting. This boat rental in Annapolis, Maryland is comfortably equipped with a galley kitchenette, two private cabins, a small bathroom, a small desk, and a dining saloon with comfy couches. One cabin has a king bed while the other one has a normal full bed. On the deck is a comfortable cockpit and a small folding table. If you are a couple in need of a quiet weekend getaway, then this boat will give you the magic you need for your accommodation.

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

Accommodates: 4

Top guest reviews
Amenities & Room:
and we got great restaurant reviews from ryan including iron rooster and preserve
the boat itself is in great condition and had all the amenities that a small apartment would have
my studio was exceptionally clean upon arrival
beautiful clean and convenient
everything was convenient and clean
ryan’s studio was impeccably clean and very well kept overall
super clean comfortable and convenient though a little exotic
ryan is the perfect host
ryan was a wonderful host
ryan was an excellent host
ryan is a great host everything is explained in great detail
ryan is a great and attentive host
walking distance to many great places
great accommodations in an ideal location
the location is so convenient to many great restaurants and just a short walk to the downtown
great location right across the bridge from annapolis within walking distance of restaurants historic sites and stores
great location with easy walking access to eastport and annapolis
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4. Comfortable, well-equipped Hatteras yacht (from USD 349)

If you are looking for a luxury getaway in Annapolis, Maryland, then look no further! This is a beautiful yacht that exudes comfort both on the outside and the inside. The yacht features a white theme with elements of cream and brown in the interior, where you will also find lavish furnishings accentuated by soft color lighting. The yacht has two bedrooms fitted with three beds, hence, spacious enough for up to four guests. The aft cabin has a queen bed, while the forward cabin features two bunk beds. It has a fully equipped kitchen in the galley and a couch for resting in the salon.

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

Accommodates: 4

5. Huge luxury yacht

Ths yacht rental is huge, beautiful, and luxurious, both on the inside and outside. With a total of three bedrooms and four beds, this 50-foot (15 meters) yacht can comfortably sleep up to 9 guests. All the bedrooms are equipped with 730-count linens. The boat has two main levels – the main deck with both rear and front decks, as well as a double trampoline ideal for sunbathing while you enjoy the views of the ocean and the harbor. For cooking and eating convenience, the boat has a fully equipped galley kitchen. The salon has a total of six seats where guests can lounge while they watch a movie or eat their meals.

Stayed at this property?
Annapolis, Maryland, United States
614 meters (0.4 ft) from Annapolis City Dock
7 reviews   Wifi Available
Boat 4 Beds 9 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 9

Top guest reviews
ren was a gracious host and the boat was incredible
hosts were nice and easy to communicate with
the catamaran was in fantastic condition for us and ren was a super host
ren was an excellent host but wouldn't expect anything less from a fellow canadian
his friendly disposition and accommodating nature provided us an exceptional experience aboard his vessel
Read more reviews

6. Gorgeous yacht with beautiful waterfront views

This yacht is a 50-foot (15 meters) ocean yacht docked within a beautiful neighborhood in the Eastport region. It has three bedrooms fitted with four beds and hence has enough space to sleep up to five adults. Also featured are two full baths and a couch that is big enough to be used by an adult as a bed. The location of the yacht is within a walking distance to most of the attractions and entertainment spots around the port. The location also makes access to shopping and dining amenities in downtown Annapolis a breeze. With a complete kitchen, a well-furnished salon, and entertainment just close by, the boat has everything you may need for a unique living experience at the waterfront.

Stayed at this property?
Annapolis, Maryland, United States
806 meters (0.6 ft) from Annapolis City Dock
8 reviews  
Boat 4 Beds 5 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
kate was a great host and thought of everything
what a unique and great place
Read more reviews

7. Air-conditioned sailboat for eight

If you are a group of up to eight fun-seekers in need of boat accommodation in Annapolis, then this will be more than a natural choice for you. The boat has air conditioning in all cabins to ensure you are very comfortable irrespective of the weather conditions outside. It is spacious on the inside, with all the necessary amenities you may need for comfortable stays, including a spacious seating area and a well-equipped kitchenette. Whether you are in need of an interesting venue for out-of-town family trips, bridal parties, staycations, or business meetings, the vessel is sufficient to provide you with all you need.

Stayed at this property?
Annapolis, Maryland, United States
360 meters (0.3 ft) from Annapolis City Dock
7 reviews  
Boat 4 Beds 4 Bedrooms 4 Bathrooms
Top guest reviews
our host was awesome and a wealth of knowledge
Read more reviews

8. Spacious and neat sailboat

The sailboat has two sleeping cabins fitted with two beds, giving it the capacity to sleep up to six guests. The interior is immaculately designed, with a spacious seating area that features lots of soft lighting. The air-conditioned sailboat also comes every amenity you will need for a relaxed night of getting buoyed on the Annapolis docks, and these include an HD cable TV, high-speed WiFi, a microwave, a toilet, and a refrigerator among others. With close proximity to downtown Annapolis, attractions and amenities will be just a stone’s throw away from the boat.

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

Top guest reviews
Amenities & Room:
amenities are nice including the bath house and pool
the boat is a comfortable stay with all the amenities you would need
we enjoyed sleeping on a boat we made the most of the pool in the marina
so we knew what to expect cool alternative to a hotel room in annapolis
the boat offers a small tv and dvd play for watching movies and regular cable networks
clean bathhouse is 100ft away
the bath house is convenient and clean
bath house was very clean and close
marina was great bath house was clean and the pool was super
the marina facilities are clean and convenient
ken is a great host
ken was an excellent host
ken was very responsive to questions and direction even though he was out of the country
everyone was very friendly
ken is a fantastic host
the location is perfect with close proximity to everything
location was great and very safe
the location is quite private and safe
safe place to stay and great location
i returned for another trip because the location in the marina atmosphere is outstanding
Read more reviews

Spend a night in a boat in Annapolis

It is not every time you will get the opportunity to spend the night on a boat while you enjoy the gentle tossing of the waves on the harbor. Vacation rentals and hotels are very common, and if you are in a place like Annapolis and can rent a boat for accommodation, you should always seize the opportunity. Use the above list to find unique accommodations in Annapolis, Maryland for a thrilling stay on the waters.

Stayed at this property?

Frequently asked questions about renting a boat in Annapolis, Maryland

1. What is the average price for boat rentals in Annapolis?

There are several factors that can influence the average price for boat rentals in Annapolis. These factors include the type and size of the boat, and any additional amenities or services offered. For example, in this gorgeous studio boat in Annapolis Harbor, the price is 141 USD and in this comfortable, well-equipped Hatteras yacht, the price is 349 USD.

2. Which boat rentals in Annapolis are suitable for couples?

There are several boat rentals in Annapolis that are suitable for couples. One of the notable options for you to consider is this gorgeous studio boat in Annapolis Harbor, and comfortable, well-equipped Hatteras yacht.

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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Sharon, also known as Shaz, resides in the vibrant City in the Sun. Her passion is to travel, immerse herself in diverse cultures, savor their cuisines, dance with the locals, and share her...Read more

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