Boat vacation rentals in Massachusetts

A blue steel trawler with a white superstructure and a spacious upper deck is moored at a dock. Nearby boats are visible, with water reflecting the sky above. The vessel stands out with its name displayed on the bow.

4.97 out of 5 average rating, 60 reviews

Patriot: Three Story Vessel

Docked in the heart of downtown Boston, this rare, 45 ft. steel trawler is outfitted with all the comforts of home. With two floors of living space, she's certainly spacious enough for the entire family, offering plenty of room for you to spread out and enjoy time on the water with fantastic views of Boston Harbor. Located just steps away from the New England Aquarium, Quincy Market/Faneuil Hall, the North End, Boston Garden, a public ice skating rink, and countless other things to see and do.

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Superhost

A small yacht moored at a dock is depicted against a backdrop of clear blue skies with scattered clouds. The yacht features a spacious upper deck with a canopy, large windows, and a sleek white exterior, reflecting the peaceful harbor setting.

4.87 out of 5 average rating, 75 reviews

Floating suite in Boston Harbor

Our small yacht is the perfect way to see Boston. Perfect space for a couple or couple and one child. Please note the yacht stays docked during your stay. Walk to many area attractions. Free Wifi. Come home to the boat after a busy day in the city. Enjoy the peacefulness of being on the water, sip a cocktail on the back deck while watching the sailboats skim the harbor and be rocked to sleep every night. Parking is available for an additional $25 per night and will be invoiced separately.

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A sleek sailboat is depicted floating gently on calm waters, with its white sails partially raised against a clear blue sky. The boat's spacious cockpit is visible, flanked by railings, while the sun casts a warm glow over the deck and surrounding scenery.

Private room in Nantucket

4.86 out of 5 average rating, 176 reviews

Best Harbor Views-50' sailboat

Swimming off the back of the boat in this warm weather is a great way to cool off and start or end your day. The water is just cool enough to make it interesting and refreshing for the first few minutes! Then breakfast in the cockpit with a good pitcher of just pressed hot coffee, toasted bagels and croissants with jam and maybe some fruit on the side. Then off to shore to explore all Nantucket has to offer...a short launch ride lands you on Straight Wharf, the downtown marina and Main St.

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Superhost

A Carver yacht is docked quietly at night, with warm light emanating from the interior, reflecting gently on the calm water. The surrounding marina displays additional boats and city lights in the background, while clouds drift across the night sky.

4.64 out of 5 average rating, 56 reviews

Boston Harbor Yacht Walk to North End

Really fun way to visit Boston. Please note the yacht can not leave the dock. 2003 Carver Yacht with 2 staterooms each with their own bath. Walking distance to USS Constitution, Bunker Hill and the North End. Wifi available. Enjoy the hustle and bustle of the city by day and return to the Sea Pearl for a relaxing evening on the water. Sip a cocktail while overlooking the Boston skyline. Snuggle in to our very comfy berths and be rocked to sleep at night. Parking may be available.

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Top guest favorite

A spacious yacht is docked along a wooden pier. The boat features a white exterior with a flybridge and is surrounded by calm waters. In the background, other boats and waterfront buildings can be seen under a clear blue sky with a few fluffy clouds.

4.95 out of 5 average rating, 154 reviews

2BR Spacious Yacht - Heat & AC- On Freedom Trail

The coolest way to stay in Boston: not a water view — you're ON the water. Carpe Diem II is a yacht in Charlestown Navy Yard with 2 queen staterooms, each with a private bathroom and shower, for up to 4 adults. Fall asleep to the harbor rocking you, have dinner and cocktails on the aft deck as boats cruise past, and stay comfortable with central A/C and heat. The Freedom Trail, North End, and Downtown are steps away. Hotels have views. You'll have the harbor.

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A 59' Ketch sailboat is docked, displaying its tall masts and rigging against a clear blue sky. The boat's hull is painted white, and the deck features a blue canopy providing shade over the seating area. Water gently laps at the sides, creating a peaceful maritime environment.

4.88 out of 5 average rating, 65 reviews

Rozinante - Queen, Harbor View

At Constitution Marina's Bed & Breakfast Afloat you can enjoy the ambiance, the comfort, the romance of staying ON THE WATER with all the amenities of a modern hotel, at rates as low as you'll find anywhere in Boston! For boats with 2 staterooms, there is an additional fee of $100.00 plus tax/night if the 2nd room is rented. The 2nd room is booked directly through the host.

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A motor yacht is docked at a marina, featuring a spacious upper deck with a canopy. The exterior showcases a cream-colored hull with large windows and a comfortable layout. A wooden walkway leads to the boat, surrounded by additional boats in the marina.

4.93 out of 5 average rating, 41 reviews

Serenity - 36’ Aft Cabin Carver

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Superhost

The spacious deck of the motor yacht is filled with comfortable folding chairs, offering scenic views of the water and Boston's skyline. A beige area rug provides a soft surface, while the open design allows for ample sunlight and fresh air.

4.78 out of 5 average rating, 69 reviews

Inn the Moment - Harbor View

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A spacious motor yacht is docked at the marina, with a bright blue canopy and white hull. The surrounding dock features wooden planks and several boats, while the calm water reflects the clear sky, creating a serene waterfront setting.

4.93 out of 5 average rating, 58 reviews

Blue Waters - Harbor View

ValueFamilyLong stay

A spacious outdoor seating area on the flybridge features two chairs overlooking the water. A built-in sink is positioned nearby. The scene is complemented by a clear blue sky and a view of the Boston skyline in the background.

4.88 out of 5 average rating, 91 reviews

SeaClusion- Queen, Harbor View

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