| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Quarryman's Cottage
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| Name: Quarryman's Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 2 | $700/+ taw* |
| Exceptional views of Ipswich Bay and the Massachusetts and New Hampshire coastlines abound from this charming year-round quarryman's cottage in Gloucester's Bay View neighborhood.
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Arcadia House
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| Name: Arcadia House | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 6 | $2000/mo + winter; $3000/wk summer* |
| This wonderful Rockport house, formerly an artist's studio, has recently been renovated into a luxury vacation home. High ceilings, white walls, spacious rooms, harbor views, and plenty of parking are just some of its distinguishing features.
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The Hideout
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| Name: The Hideout | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 4 | $1150/week* |
| Bring your boat and swim from this immaculate cottage that makes you feel as if you are floating in a well appointed vessel not only because of the view, but also the ingenious use of space, with many built-ins and the overall innovative decor.
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Emerson Cottage
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| Name: Emerson Cottage | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $3500/wk July, $3900/wk August* |
| This charming 3 bedroom/1.5 bath home in the Pigeon Cove section of Rockport has glorious views of Sandy Bay. Sit on the spacious wraparound porch, in the hot tub large enough for six, or splash in the freshwater pool next door at the Inn...
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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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Beacon Hill
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| Name: Beacon Hill | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo+ YR* |
| YEAR ROUND: A charming little house set back from the street in downtown Gloucester offers a short walk to the train station, city hall, library, restaurants, harbor and so much more.
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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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Babcock Cottage
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| Name: Babcock Cottage | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 5 | $1200/month + winter; $1400/week summer* |
| Just steps from Rockport's Old Garden Beach, this sweet Cape Ann property awaits you! Set up for simple summer living, its location is perfect for a casual stroll to town or over to the school complex for a game of tennis.
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Wonson Cove Back
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| Name: Wonson Cove Back | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1100 month plus utilities Year Round* |
| Enjoy the privacy of a cul de sac on Rocky Neck with access to the water. This newly refurbished condo unit is attached to Front Cove.
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Driftwood Back Bay at Niles Beach
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| Name: Driftwood Back Bay at Niles Beach | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/month + util. winter* |
| Rent the property featured in the Globe summer spectacular! This brand new East Gloucester cottage is less than 100 steps to sandy Niles Beach. It offers a large living room with cathedral ceiling with door to deck, one bedroom, a loft and a full bath.
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