| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Wonson Cove Front
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| Name: Wonson Cove Front | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 5 | $1800/wk sum $1500/mo+ winter* |
| From the shaded porch of this newly renovated property, you can enjoy your al fresco meals with the shores of Wonson's Cove just beyond. Newly polished hardwood floors and open floor plan give this a light and sunfilled feeling. The living room has a firep
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Brier Neck Lookout
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| Name: Brier Neck Lookout | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $3500/wk summer; $2200/wk Sept/Oct* |
| Views of the Atlantic Ocean abound from the deck of this recently remodeled cottage, perched on a bold granite outcropping at the highest point of Briar Neck. A short stroll will bring you to Good Harbor, one of Gloucester's finest sandy beaches.
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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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Wingaersheek Summertime
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| Name: Wingaersheek Summertime | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $3500/wk* |
| Wingaersheek Beach! This classic 50's beach house is just 75 yards to the sands of Wingaersheek's private beach. It has three bedrooms, one bath, beach shower and sleeps 6. Open concept living room with fireplace, dining room and kitchen.
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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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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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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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SeaCrest Tower House
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| Name: SeaCrest Tower House | Bedrooms: 4 | Bathrooms: 3.5 | SleepsMaximum: 8 | 4500/week OR $3500/mo+ winter* |
| On the grounds of the SeaCrest Estate, the Tower House is next to one of Manchester-by-the-Sea's most famous landmarks, the 'lighthouse'. Tower House is a lovely 4 bedroom/3.5 bath oceanview brick home.
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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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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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