| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Garden by the Sea
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| Name: Garden by the Sea | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1250/wk summer* |
| Relax and enjoy the wonderful views looking out over Gloucester's beautiful Good Harbor Beach and Thachers Island from this bright and delightfully furnished two bedroom apartment.
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Courtyard Retreat
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| Name: Courtyard Retreat | Bedrooms: 3.5 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2250/wk, $8500/mo summer* |
| This sunny and immaculate 3+ bedroom, 2 bath home is just where you want to be for your Rockport vacation. Located in the heart of the village in the pleasant historic district...
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Squam Rock
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| Name: Squam Rock | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $1300/month plus utilities* |
| WINTER RENTAL AVAILABLE SEPTEMBER 11TH TO MAY 31, 2009. This lovely, antique, three plus bedroom house has glimpses of Lobster Cove since it sits at the head of the picturesque harbor in Gloucester's historic village of Annisquam.
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Harborfront Condominium
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| Name: Harborfront Condominium | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | SUMMER 2009 $1950/week* |
| Manchester waterviews! This aptly named 2 bedroom/1.5 bath condominium overlooks picturesque Manchester Harbor and is within steps of everything the village has to offer great restaurants, shops, galleries...
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Captain's Cottage
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| Name: Captain's Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1,500* |
| This delightful pine-paneled cottage is located on a quiet Rockport lane just steps from Cape Hedge Beach. From its sun room/sleeping porch, you can enjoy views of the Atlantic or walk across the private footbridge to the beach.
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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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Riggs Point
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| Name: Riggs Point | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 10 | $1800/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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Magnolia Pied a Terre
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| Name: Magnolia Pied a Terre | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2000/month including util.* |
| Magnolia! 2 minute walk to a sandy beach, this sparkling modern 2 bedroom, 1.5 bath townhouse is in the perfect location for a New England beach vacation. Enjoy breathtaking views of Magnolia Harbor and Gray Beach. Available as a winter rental September 1
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Beacon Hill
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| Name: Beacon Hill | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1500/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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