| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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Sea Street
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| Name: Sea Street | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1800/mo + utilities* |
| Manchester-by-the-Sea! This bright, newly renovated 3 bed/1.5 bath half a house is a short walk to the white sands of Singing Beach and 1 block from Manchester-by-the-Sea's famous sailboat-filled harbor.
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Ipswich Bay House
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| Name: Ipswich Bay House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $1900/month + winter* |
| This spacious, beautiful contemporary home (2500 sf) in an estate setting in Gloucester's coveted Annisquam district has private sandy beaches (shared by a lucky few), boating and a fresh water pond just outside the door.
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Rocky Neck Vista
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| Name: Rocky Neck Vista | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 6 | $1500/wk summer; $1200/month + util. win* |
| This two bedroom two bath home is located in the heart of Gloucester's Rocky Neck which is the oldest art colony in the country. Recent updates to the property only enhance the views from the house which extend over rooftops to Smith's Cove and the harbor
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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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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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Resthaven
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| Name: Resthaven | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2200/wk* |
| Rockport! This four bedroom 1.5 bath home is named well as it is a spacious and comfortable family home, located just one block from Old Garden Beach as well as just outside of the village with all its attractions.
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Moonrise Magnolia
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| Name: Moonrise Magnolia | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 3 | $1800/mo + off $1200/wk summer* |
| Oceanviews! This pristine condominium offers bird's eye views of the open Atlantic and the famed Norman's Woe of Longfellow's poem "Wreck of the Hesperus" from the top (third) floor of this stately victorian mansion artfully reworked into four condominiu
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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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Poet's Cove
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| Name: Poet's Cove | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1500/wk summer* |
| Extraordinary views of Sandy Bay from this 2 bedroom 'half a house' in Rockport's quiet and lovely 'Avenues' area of Pigeon Cove have been known to stimulate the poetic side of its inhabitants.
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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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