| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Front Beach Condo
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| Name: Front Beach Condo | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2400 for 2 week minimum/$1200/mo+ winte* |
| Rockport! This delightful sunny two bedroom condominium has views of the beach and the ideal location with off street parking for one car, just steps from Front Beach in Rockport as well as in the heart of the best that the village has to offer...
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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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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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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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Annie's Place
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| Name: Annie's Place | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/week summer* |
| This delightful home in Gloucester's picturesque Bay View district and is full of sun and warmth. A five minute walk brings you to the neighborhood beach of Plum Cove which along with great swimming offers a good chance of a tiny hermit crab sighting.
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Wonson Cove
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| Name: Wonson Cove | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $3,500/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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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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Sol Cottage
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| Name: Sol Cottage | Bedrooms: 1 | Bathrooms: 2 | SleepsMaximum: 2 | $2400/2 wks or $4,500/mo* |
| Walk to beach and views! This comfortable one bedroom home in Gloucester's Lanesville district, boasts gorgeous views of Ipswich Bay, with its fabulous sunsets and a short walk to a sandy beach.
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Ferry Hill Landing
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| Name: Ferry Hill Landing | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $3500/wk summer; $2000/mo+winter* |
| This is a boater's delight in Gloucester's watery Riverview district! Bring your forty footer and tie up to the deep water dock right at the house. Kayaks and skiffs are also welcome.
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Look on the Brightside
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| Name: Look on the Brightside | Bedrooms: 2.5 | Bathrooms: 2.5 | SleepsMaximum: 6 | $2000/week* |
| Walk to Good Harbor Beach (3/10 mile) from this luxurious and spacious 2.5 bedroom/2.5 bath condominium/townhouse overlooking the picturesque city of Gloucester. Central air conditioning, hardwood and tile and gleaming granite kitchen and baths...
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