| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Ingomar at Rockaway Condominiums
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| Name: Ingomar at Rockaway Condominiums | Bedrooms: 3 | Bathrooms: 3.5 | SleepsMaximum: 4 | $25K/month of July* |
| Delightful free standing home on the grounds of the Rockaway Condominium complex. Exceptional views of Gloucester Harbor and Ten Pound Island.
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Tranquility
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| Name: Tranquility | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 10 | $4000/wk summer* |
| Dock, central airconditioning and swim from home! Bring your boat and dock it in front of this gracious and immaculate waterfront 4 bedroom/3 bath home. Exquisite attention to detail with the emphasis on comfort, relaxation and recreation. WINTER available
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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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Cambourne Ledge
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| Name: Cambourne Ledge | Bedrooms: 5 | Bathrooms: 5.5 | SleepsMaximum: 10 | $8000/wk summer, $4000/mo+ winter* |
| Privacy abounds at this elegant estate on the 'Gold Coast' of Rockport, built circa 1860,which has benefitted over the years from tasteful modernizations of the highest standard. Lovely views of Henry's Pond and the Atlantic. Heated pool and tennis court.
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Oak Island
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| Name: Oak Island | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $1600/mo including heat and electric* |
| This one-of-a-kind space was lovingly built to be an art studio, therefore it has wonderful light, lines and high design as well as inspiring views to the artist and layperson alike.
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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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Upper Beach Walk
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| Name: Upper Beach Walk | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 3 | $1200/mo+ util. avail. winter only* |
| Winter! Steps away from the Good Harbor Beach foot bridge, this bright and sunny second floor three bedroom, one bath unit offers comfort and convenience.
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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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Orchard Ledge
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| Name: Orchard Ledge | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/wk summer* |
| This charming, immaculate year round private entrance apartment is attached to a lovely home in an estate setting in idyllic East Gloucester.
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