Boat holiday rentals in Massachusetts

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Top-rated boat rentals in Massachusetts

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Guest favourite

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.

Boat in Boston

4.97 out of 5 average rating, 39 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.

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.

Boat in Boston

4.86 out of 5 average rating, 74 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.

Top guest favourite

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.

Boat in Boston

4.95 out of 5 average rating, 142 reviews

2BR Spacious Yacht - Toasty Heat- On Freedom Trail

Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

Superhost

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, 170 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.

Guest favourite

The yacht is moored at the dock, showcasing its sleek exterior with large windows and a welcoming entrance. A wooden staircase leads up to the main deck, and decorative plants are positioned in front of the boat. The surrounding water reflects the clear sky.

Boat in Boston

5 out of 5 average rating, 79 reviews

Best of Boston 2Bd/2Bath Heat/AC by Freedom Trail

Come stay aboard the Green Turtle II 45 foot yacht in the historic Navy Yard in Boston Harbor. What a fun way to visit the great city of Boston! It is like taking two vacations in one. Visit the city sights and then come back to the boat and relax and enjoy the peace on the water. Restaurants within walking distance. Parking on pier at $28 per day and garage at end of street. Coffee, tea, sugars, cream, juice, waters provided.

Guest favourite

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.

Private room in Boston

4.86 out of 5 average rating, 58 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.

Guest favourite