| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Gull Cottage
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| Name: Gull Cottage | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2500/wk* |
| Views abound from this beautiful home in Gloucester's quiet Magnolia district which has been graciously decorated with style and flair and a constant mind for comfort. Floor to ceiling windows, three air conditioned bedrooms and 1.5 baths.
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Plum Cove
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| Name: Plum Cove | Bedrooms: 5 | Bathrooms: 3.5 | SleepsMaximum: 10 | $3000/wk (sleeps 8) $3500/wk (sleeps 10)* |
| This recently renovated colonial a short walk from Plum Cove beach has four bedrooms, 2.5 full baths AND a guest unit with bedroom and full bath on the lower level. Large screen porch on the rear and a pleasant yard add to the charm.
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Windward
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| Name: Windward | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 8 | $7000/wk summer* |
| Beachfront! The white sands of Long Beach await you just steps from this spectacular four bedroom three bath contemporary treasure! Boasting expansive views of the world famous Twin Lighthouses of Rockport and beyond to the open Atlantic...
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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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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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The Point
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| Name: The Point | Bedrooms: 5 | Bathrooms: 2.5 | SleepsMaximum: 10 | $2800/mo+ util. winter; $6000/wk summer* |
| Swimming pool and waterfront! This classic New England home, in Gloucester's aptly named Riverview district, has been recently renovated and professionally decorated for style and comfort. Situated 1.5 private acres overlooking the Annisquam River.
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Good Harbor Getaway
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| Name: Good Harbor Getaway | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $650/wk summer* |
| This simple but private apartment is located on the ground floor of a summer home in Gloucester's prestigious Briar Neck neighborhood. From its shaded patio, you look out to its lovely perennial garden.
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West Wind
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| Name: West Wind | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 9 | $3500/wk summer* |
| Overlooking the Ipswich Bay in Annisquam, this tastefully renovated ranch is comfortable and pretty with some of the best views on Cape Ann!
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Long Beach House
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| Name: Long Beach House | Bedrooms: 5 | Bathrooms: 2.5 | SleepsMaximum: 10 | $2500/week or $2000/wk Sept.* |
| This large, comfortable family home is just steps from the white sands of Long Beach--a perfect summer location! Although we don't brag about its view, the location is superb!
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Scallop Cove
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| Name: Scallop Cove | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 6 | $2700/wk summer* |
| Rockport Cottage! This pristine 2 bedroom/2 bath home was carefully designed to provide for your every need from the bright designer kitchen with cathedral ceiling, sitting area and large island great for gathering family & friends, the formal dining room
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