| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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The Enclave
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| Name: The Enclave | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 6 | $3000/mo plus utilities* |
| This stunning waterfront four bedroom contemporary is situation directly on the eastern shore of Gloucester Harbor and is available for year round rental. Swim from the property or paddle your kayak right from home.
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Wonson Cove
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| Name: Wonson Cove | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $1950/mo+ winter ($1800/wk) $3500/wk* |
| Waterfront! Swim from house! Views of Eastern Point and picturesque Dog Bar Breakwater! Lighthouses! Sunrise!You can experience all of these exclamations and never leave the Rocky Neck waterfront vacation home!
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The Point
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| Name: The Point | Bedrooms: 5 | Bathrooms: 2.5 | SleepsMaximum: 10 | $2800/mo+ util. winter; $6000/wk summer* |
| Swimming pool and waterfront! This classic New England home, in Gloucester's aptly named Riverview district, has been recently renovated and professionally decorated for style and comfort. Situated 1.5 private acres overlooking the Annisquam River.
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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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Via Benevento
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| Name: Via Benevento | Bedrooms: 2 | Bathrooms: 2.5 | SleepsMaximum: 4 | $2200/month plus util. year round* |
| FURNISHED YEAR ROUND RENTAL: Newly constructed 2 bedroom, 2.5 bath condominium in the historic West End of Main Street in downtown Gloucester...
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Eastern Point Tower
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| Name: Eastern Point Tower | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $1500/mo+ YR* |
| Located in a private wooded area near the famous Eastern Point Lighthouse in Gloucester, this one of a kind, 3 level, 1 bedroom house is the perfect peaceful, romantic retreat. The top floor offers views of the ocean.
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Arbory Cottage
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| Name: Arbory Cottage | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1700/wk* |
| This cozy and sweet cottage is in one of the most sought after neighborhoods in Rockport and is newly furbished and stylishly appointed. The Atlantic ocean and a view of the famous twin lighthouses of Thachers Island are a pleasant one minute walk away.
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Seascape
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| Name: Seascape | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 2 | $1900/mo plus utilties* |
| This immaculate 3 bedroom/ 2 full bath apartment in the heart of historic Rockport village has been impeccably maintained. The unit is so spacious, sunny and well laid out that it feels more like a house than an apartment.
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Wessex Cottage
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| Name: Wessex Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1350/month plus utilities* |
| This enchanting 2 bedroom/1 bath, single level cape is a five minute walk from 2 beautiful beaches in Rockport's charming South End. There are ocean views, and a large lot with plenty of Cape Ann's signature granite outcroppings.
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Mon Altre Cove House
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| Name: Mon Altre Cove House | Bedrooms: 6 | Bathrooms: 3.5 | SleepsMaximum: 11 | $2900/wk* |
| This wonderful inviting family home has bountiful space and is located in highly desirable area of "the avenues" at the northern end of Rockport with 6 bedrooms/3.5 baths just steps from the ocean. WINTER available at $1200+ for 2 bedrooms & 1.5 baths.
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