| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Ivy Cottage
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| Name: Ivy Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1500/mo+ util winter* |
| East Gloucester. This delightful two bedroom English country-style cottage on an estate setting in has high ceilings, an oversized fireplace, a large and private yard with flower gardens, and lots of light.
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Upper House
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| Name: Upper House | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 3 | $1600/mo plus util* |
| This brand new waterfront home, located on a private family compound in Gloucester's Bay View district, was built to the highest standard. it boasts exceptional views of Ipswich Bay, with its glorious sunsets, from both levels.
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Sunny Beach
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| Name: Sunny Beach | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2000/month plus utilties YEAR ROUND* |
| This light-filled and airy home is on the marsh with expansive views looking out towards Good Harbor Beach, one of Gloucester's finest sandy beaches which is just a few minutes walk away. AVAILABLE NOVEMBER 1, 2008 YEAR ROUND FURNISHED OR UNFURNISHED.
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Victorian House
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| Name: Victorian House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2000/wk summer* |
| Newly renovated with taste and style, this elegant Victorian home is located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Linger on its sweet front porch with harbor views.
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Cottage by the Sea
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| Name: Cottage by the Sea | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2800-3200/wk summer* |
| This lovely 3 bedroom colonial sits on a quiet lane in Rockport's Pigeon Cove and offers sweeping views of Sandy Bay from the new deck. Guests of the house have use of the world class Ralph Waldo Emerson Inn's amenities.
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One Particular Harbor
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| Name: One Particular Harbor | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 4 | year round $1250/mo + util.* |
| Enjoy comfort and space in this immaculate 3 bedroom, 2 full bath townhouse which is located in the heart of picturesque Rockport village, steps from her delightful shops, restaurants, galleries and harbor.
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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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Rosemarc House
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| Name: Rosemarc House | Bedrooms: 3 | Bathrooms: 3.5 | SleepsMaximum: 6 | $6000/week* |
| Good Harbor BEACHFRONT! Private access to beach directly from this elegant 3 bedroom/3.5 bath contemporary with custom granite kitchen, home gym, and the best views and beach access on Cape Ann. This is the beach house you have been waiting for-call today!
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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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