| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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Look on the Brightside
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| Name: Look on the Brightside | Bedrooms: 2.5 | Bathrooms: 2.5 | SleepsMaximum: 6 | Please inquire about availability/rates* |
| Walk to Good Harbor Beach (3/10 mile) from this luxurious and spacious 2.5 bedroom/2.5 bath condominium/townhouse overlooking the picturesque city of Gloucester. Central air conditioning, hardwood and tile and gleaming granite kitchen and baths...
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Stone Mansion
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| Name: Stone Mansion | Bedrooms: 10 | Bathrooms: 6.5 | SleepsMaximum: 18 | $6500/week contact realtor* |
| Go back in time to the Civil War era when Brig. General Greely Curtis came to Manchester by the Sea to build his mansion on a high bluff overlooking the Atlantic, with the Boston skyline and the Cape Cod shore visible in the distance.
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Star of the Sea
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| Name: Star of the Sea | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $3000/week* |
| Long Beach! Walk to two of Cape Ann's finest sandy beaches, restaurants and even an ice cream store from this tastefully and comfortably furnished three bedroom, three bath contemporary home. The perfect location for your ultimate Cape Ann vacation!
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Harry's Hideaway
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| Name: Harry's Hideaway | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/month+* |
| Rockport Year round! This quaint and historic 2 bed/1 bath year round rental home is in town, but feels like it is in the country! You don't need a car to live at this property as the train, shopping and two beaches are all within a 5 miniute walk...
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Ocean Bluff
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| Name: Ocean Bluff | Bedrooms: 4 | Bathrooms: 3.5 | SleepsMaximum: 8 | $2500/mo+ winter or $5,000/wk summer* |
| Rockport! Swimming pool! This oceanfront home in the coveted 'Avenues' section of Rockport's Pigeon Cove offers glorious views and all the comforts of home in a spacious and very private quiet setting.
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Rockend
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| Name: Rockend | Bedrooms: 5 | Bathrooms: 2 | SleepsMaximum: 9 | $2200/wk summer* |
| This one-of- a kind property in the tranquil South End of Rockport, has been a family retreat for over a century. Walk to two beaches within 5 minutes. There are peekaboo views of the water from the deck and upstairs. Wireless high speed internet.
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Viking Haven
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| Name: Viking Haven | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $1900month + utilities* |
| Beautiful, completely and newly renovated, Lanesville home with ocean views from both floors. This three bedroom, two bath home is located on a street dead ending at the ocean. It is close to Plum Cove, Lane's Cove and Folly Cove.
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Riggs Point
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| Name: Riggs Point | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 10 | $1600/mo + winter $2750/wk summer* |
| Sparkling new, this riverfront home offers spectacular sunset views as well as swimming and boating directly from the property. This 4 bedroom centrally airconditioned home is situated at the end of a dead end street with views of Wingaersheek Beach.
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Victorian House
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| Name: Victorian House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2000/wk summer* |
| Newly renovated with taste and style, this elegant Victorian home is located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Linger on its sweet front porch with harbor views.
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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 | $2250/wk for 2 wks or $2500/wk* |
| 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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