A mid-Atlantic state in the United States, Maryland is known for its coastlines and waterways on the Atlantic Ocean and the Chesapeake Bay. The largest city in the state is Baltimore, which has a long history of being a seaport. You will find lots of interesting attractions here as well as historic sites, such as Fort McHenry, where the national anthem of the US originates, the National Aquarium which is home to varieties of sea creatures, and the Maryland Science Center. The colorful festivals in Maryland are also top events that attract many. Apart from the attractions and celebrations, the selection of charter boats in Maryland also offers a refreshing holiday. If you want to experience a unique stay, keep reading this article if you want to rent a boat in Maryland, USA.
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 October 25, 2025.
1. Luxury yacht with a karaoke machine (from USD 811)
Experience an extraordinary journey through this one-of-a-kind Airbnb yacht in Maryland. You’ll be spoiled with lake and quay views from the bedroom windows, allowing you to wake up to mesmerizing beauty every morning. Furthermore, a private beach area is within easy walking distance, so you can head down for a swim in the sea.
If you plan on bringing your fur babies along, you will be glad to know that this rental is pet-friendly! You can also head to the tiki bar or enjoy a cookout with the help of barbecue grills provided on the beach for a memorable experience.
Stevensville, Maryland, United States
12.61 km (7.9 mi) from Annapolis City DockAccommodates: 8
Top guest reviews
Host:
kate was a great hostshe was very responsive and accomodatingand kate was an amazing host--she was super friendly and flexible and responsiveRead more reviewsLocation:
beautiful boat great location super nice host
2. Two-bedroom family-friendly houseboat (from USD 442)
This Airbnb vacation rental in Marland is a sailboat that is converted into a two-bedroom apartment. It is a family-friendly accommodation that can suit up to four guests. Apart from the bedroom in the main and the second cabin, it has a kitchenette in the galley, a sitting area in the salon, and a deck with a cozy cockpit where you can lounge. Also, another thing they offer is a sailing tour if the weather permits. Booking this home on the water will surely be an experience you wouldn’t forget.
Annapolis, Maryland, United States
616 meters (0.4 ft) from Annapolis City DockSuperhost
Accommodates: 4
Top guest reviews
Host:
ryan is the perfect hostryan was a wonderful hostryan was an excellent hostryan is a great host everything is explained in great detailryan is a great and attentive hostLocation:
walking distance to many great placesgreat accommodations in an ideal locationthe location is so convenient to many great restaurants and just a short walk to the downtowngreat location right across the bridge from annapolis within walking distance of restaurants historic sites and storesgreat location with easy walking access to eastport and annapolisCleanliness:
my studio was exceptionally clean upon arrivalbeautiful clean and convenienteverything was convenient and cleanryan’s studio was impeccably clean and very well kept overallsuper clean comfortable and convenient though a little exoticRead more reviewsAmenities & Room:
and we got great restaurant reviews from ryan including iron rooster and preservethe boat itself is in great condition and had all the amenities that a small apartment would have
3. Beautiful vacation rental in Back Creek (from USD 192)
This Airbnb vacation rental is a 36 ft (10.97 m) sailboat that is located in Back Creek in Annapolis, which has a swimming pool, supplies store, cafes, and water service taxi. It features two bedrooms and four beds that can accommodate up to six persons. It also has a living area in the salon, the kitchen at the galley, and a private bathroom. Additionally, it has heating facilities during winter and air-conditioning unit for summer.
Annapolis, Maryland, United States
1.8 km (1.2 mi) from Annapolis City DockAccommodates: 4
Top guest reviews
Host:
ken is a great hostken was an excellent hostken was very responsive to questions and direction even though he was out of the countryeveryone was very friendlyken is a fantastic hostLocation:
the location is perfect with close proximity to everythinglocation was great and very safethe location is quite private and safesafe place to stay and great locationi returned for another trip because the location in the marina atmosphere is outstandingCleanliness:
clean bathhouse is 100ft awaythe bath house is convenient and cleanbath house was very clean and closemarina was great bath house was clean and the pool was superthe marina facilities are clean and convenientRead more reviewsAmenities & Room:
amenities are nice including the bath house and poolthe boat is a comfortable stay with all the amenities you would needwe enjoyed sleeping on a boat we made the most of the pool in the marinaso we knew what to expect cool alternative to a hotel room in annapolisthe boat offers a small tv and dvd play for watching movies and regular cable networks
4. A boathouse with on board sound system (from USD 140)
If you haven’t tried living in a boat, then it’s time to rent one for a night or two. It feels like camping but better. This Airbnb vacation rental is a 26 ft (7,92 m) sailboat that has two bedrooms, which can accommodate up to three guests. It features a dining area, a functional kitchen, and an on board sound system. Another great thing about this boat is you can sail it; all you have to do is communicate with your host.
Edgewater, Maryland, United States
10.33 km (6.5 mi) from Annapolis City DockAccommodates: 3
Top guest reviews
Host:
rodrigo was an amazing hostrodrigo was a fantastic hostrodrigo was extremely helpful and attentive to all questions and requestsrodrigo was very responsivelove the boat rodrigo is an excellent host that answers all questions you haveLocation:
very quiet location that offered easy access to the dgood local restaurants and stores close byegreat location and a fun offbeat place to staywe enjoyed the local bars/restaurants that were super close to the marinaperfect place to stay amazing sunsets and close to annapolis enjoyed the weekend very muchCleanliness:
it's very clean and neatmarina bathrooms clean updated and hot shower water in the morningseverything was perfectly clean and organizedit was comfortable and clean and the marina bathrooms were nice as wellvery nice marina bathrooms that were very modern and cleanRead more reviewsAmenities & Room:
it was cold and wet which made the bathroom situation interesting
5. A boat converted to a studio type apartment (from USD 148)
If you’re tired of your usual accommodation when on holiday, and want to be a little adventurous, then you have to try this Airbnb vacation rental. It is a boat converted into a studio apartment. One of the good things about this boat rental is it is well-lit with natural light during the day, and at night it is illuminated with artificial lights, enabling guests to do their thing. It features two beds that can accommodate up to three people, perfect for a small family, group of friends, or a couple with a friend. It also has a private bathroom, sitting area, and a kitchen complete with the basic cutlery, kitchen wares, oven, refrigerator, and microwave. And, if you wish to entertain guests and have barbecues, you can do it at the upper deck with outdoor furniture and grill.
Baltimore, Maryland, United States
35.0 km (21.8 mi) from Annapolis City DockTop guest reviews
Host:
donovan was an excellent hostdonovan was very responsive when booking and with answers to our questionsdonovan was an excellent host he answered all our questions and was very helpfuldonovan was very responsive and check-in was smooth and easyexcellent communication with host and easy check inLocation:
cool spot in an amazing locationit's a nice walk to/from the convention centerwalking distance to all of baltimore’s best sights and restaurantsamazing location and a cool experience to stay on a boatthis is a gem amazing location and you will absolutely love being gently rocked to sleep on the waterCleanliness:
unlike some other boats the bathroom was clean there was a full shower and it wasn't stinkythe boat was clean cozy and filled with anything anyone vacationing could needthis boat is in a great location very clean and totally safeRead more reviewsAmenities & Room:
highly recommended great location comfortable boat and ac keep it nice a cool
6. Private yacht rental that you can use for cruising (from USD 136)
Located in Downtown Baltimore, this Airbnb vacation rental is a 42 ft (912.80 m) Kadey Krogen yacht. It is luxurious and well-equipped with the essentials as well as entertainment facilities. It has two bedrooms that can accommodate up to four guests, comfortably. Also, you’ll find here a fully functional kitchen, a sun deck with love seat, JBL speaker, and spectacular view. Additionally, it features a salon turned living area that has a flat-screen television with Bose system.
Baltimore, Maryland, United States
34.49 km (21.5 mi) from Annapolis City DockTop guest reviews
Host:
the boat is wonderful and the host is very helpfulart was a great hostfriendly and always responds hostart was a gracious hostart is an awesome host and his boat is amazingLocation:
the location was particularly greatthe location was great with many eating establishments near byright across the street from safeway and in a great areathis is a beautiful yacht situated in a prime location in baltimorehm was a great property loved the location in canton and even the location in the marinaCleanliness:
clean and well appointedit was clean and incredibly well keptabsolutely amazing clean and comfortableeverything was meticulously clean and we wanted for nothingthe pool was very clean and we enjoyed the bar and foodRead more reviewsAmenities & Room:
the air conditioning was enjoyed each night for cool sleepingthere was plenty of hot water and the bed was super comfyhot shower spacious nicest boat on the dock by a milefrom our breakfast coffee thru happy hour cocktails to gazing at the stars there were many seating optionsthe heads work fine and the shower though small is adequate
7. A fully furnished houseboat for six (from USD 100)
This Airbnb houseboat in Maryland is a 35 ft (10.67 m) Formula Pleasure Craft made in 1987. It is transformed into a one-bedroom houseboat that can accommodate up to six people. Apart from the bedroom, you can sleep on the table that converts into a bed. Also, it is as convenient as a no-frills home that features a sitting area, dining room, private bathroom, and semi-equipped kitchen. Just a reminder that it is a boat, so if you have mobility issues, this is not an ideal place to stay for you.
Annapolis, Maryland, United States
120 meters (394.0 ft) from Annapolis City DockAccommodates: 5
Top guest reviews
Host:
mike was an amazing hostmike was a wonderful host and very quick to respondawesome place and great hostmike was very responsive and attentive to our needsthank you for being such an accommodating host michaelLocation:
the location is great - 20 minutes from annapolismichael’s boat is fantastic great location and fun place to staymichael really has a great place to be able to get away from your normal lifemichael is very well acquainted with the area since he lives close and has lots of great recommendationsfriendly neighbors and access to boards kayaks and a riverside community parkCleanliness:
it was enough to stay clean thoughthe boat was clean the perfect size for us and was super warm and cozythe boat is really clean and micheals flexibility with check in and check out are amazingmichael’s boat was very comfortable and clean and offered a unique experienceRead more reviewsAmenities & Room:
we truly enjoyed the marina environment but the bathrooms were sub-parvery warm and comfortable
8. Kathleen Marie
This stylish 43-foot (13.11-meter) yacht has incredible amenities. Not only does it offer stunning views of Chesapeake Bay from the deck, but it also features comfortable interiors for a great stay. You’ll have bunk beds in the forward cabin and a queen bed in the aft cabin, so you and your companion have plenty of space. For entertainment, the cozy living room is equipped with a Smart TV and Bose speaker. To round out the amenities, there’s even a fully equipped galley.
Best of all, it is conveniently located just a five-minute drive from historic downtown Annapolis. You can also visit local landmarks or go shopping at Annapolis City Dock.
Please note that the boat is for accommodation only, no driving allowed!
Annapolis, Maryland, United States
1.07 km (0.7 mi) from Annapolis City Dock
Top guest reviews
Host:
lena and her husband were perfect hosts—communicative gracious attentive (but not too much so)mena was very helpful and responsiveLocation:
a great experience on the water and walking distance from annapolisan easy walk to many places to eat and explorebeautiful views walking distance to great food and unique atmosphereexcellent location with great viewsRead more reviewsCleanliness:
it was very clean and we had a wonderful viewthe accommodations are clean and very unique place to stay compared to the land alternativesboat was amazing—spacious clean as a whistle beautiful view
9. Julia’s Arc
Escape to a peaceful retreat aboard Julia’s Arc, a cozy houseboat in Kentmorr Marina, Stevensville, easily accessible from a floating dock. Here, you’ll enjoy breathtaking views of the Chesapeake Bay, so keep your camera ready! Inside, the main cabin has a comfortable queen bed, and the second cabin features a full-sized futon. After your arrival, you can relax in the spacious living area with a cozy fireplace or, if you’re hungry, dine on the foredeck.
Just 20 minutes from Annapolis, this is the perfect spot for family fun, a romantic getaway, or even remote work thanks to the fast Wi-Fi. When you get bored, you can easily explore nearby beaches, kayaking, and more. And yes, your furry friend is welcome too!
Stevensville, Maryland, United States
12.76 km (8.0 mi) from Annapolis City Dock
Charming Maryland
Maryland has so much to offer from museums to wildlife, and historical sites, you surely won’t run out of things to do while you’re here. Just make sure that you have a lot of time and energy for sightseeing.
Frequently asked questions about boats to rent in Maryland, USA
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