| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Cottage on the Mill Pond
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| Name: Cottage on the Mill Pond | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2500/wk for 2 wks or $2750 for one week* |
| Leave your car in the driveway of this beautifully decorated home and enjoy Cape Ann on foot or on bicycle. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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Valkommen
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| Name: Valkommen | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 8 | $6,000/wk Summer ($5K/week in September)* |
| Direct waterfront at Long Beach! This spectacular property, perched on a rocky crag overlooking the Atlantic Ocean, has unobstructed views of Thatcher Island and Rockport's twin lighthouses. Relax on the seaside deck as a visual feast of sailing vessels pa
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Eastern Point Ocean Vista
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| Name: Eastern Point Ocean Vista | Bedrooms: 5 | Bathrooms: 3 | SleepsMaximum: 10 | $5000/wk summer (Friday)* |
| New listing-Pool! Air conditioning! Located on Gloucester's prestigious Eastern Point, Eastern Point Ocean Vista offers views, privacy and passes to beautiful Brace Cove, a sandy beach in walking distance of the house. 5 bedrooms, 3 full baths...
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Wingaersheek Beach House
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| Name: Wingaersheek Beach House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $2000/month plus utilities* |
| Wingarsheek Beach! Contemporary beach house steps away from the private and public beach! Enjoy this stunning and comfortable 4 bedroom, 2 full bath modern home with water views from almost every window and a huge wrap around deck.
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Cottage by the Sea
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| Name: Cottage by the Sea | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2800-3200/wk summer* |
| This lovely 3 bedroom colonial sits on a quiet lane in Rockport's Pigeon Cove and offers sweeping views of Sandy Bay from the new deck. Guests of the house have use of the world class Ralph Waldo Emerson Inn's amenities.
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Parker House
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| Name: Parker House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 6 | $1800/mo plus utilities* |
| This newly renovated 4 bedroom Gloucester home is located within a stone's throw of the shores of the Mill River. The neighborhood beach is steps away where you can swim or put in your kayak.
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Red Roof
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| Name: Red Roof | Bedrooms: 5 | Bathrooms: 2.75 | SleepsMaximum: 10 | Speak to your realtor* |
| A.Piatt Andrew Jr.(1873-1936) visionary, statesman, Harvard Economist, officer of WWI as well as architect and designer of the waterfront gem he called “Red Roof” on Gloucester’s Eastern Point. The visitor is offered a glimpse of his intensity of vision...
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Cottage on the Lane
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| Name: Cottage on the Lane | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2500 for 2 weeks or $2750 for one week* |
| Leave your car in the driveway of this newly renovated and completely refurbished oceanview home and enjoy Cape Ann. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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Rockport Village House
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| Name: Rockport Village House | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 8 | $1800/wk summer; $1200/week winter* |
| This immaculate and charming village gem offers versatility, style and convenience. A short walk to all that Rockport has to offer this 3 bedroom/ 2.5 bath home has quaint historic details, yet offers all modern conveniences and comforts with newly remode
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Twilight Cottage
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| Name: Twilight Cottage | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 7 | $1600/mo+ utilities* |
| This 3+ bedroom/2 bath pristine cottage on Gloucester's picturesque Briar Neck overlooks and is steps from the white sands of Long Beach. The popular Good Harbor Beach is also just a short stroll away.
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