| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Jonathan Cook House
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| Name: Jonathan Cook House | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $1200/month includes heat,year round* |
| This charming 3 plus bedroom apartment is in an historic 2 family home in the heart of picturesque Rockport, a short walk from the Boston train.
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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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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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Poet's Cove
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| Name: Poet's Cove | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1500/wk summer* |
| Extraordinary views of Sandy Bay from this 2 bedroom 'half a house' in Rockport's quiet and lovely 'Avenues' area of Pigeon Cove have been known to stimulate the poetic side of its inhabitants.
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The Bright Side Cottage
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| Name: The Bright Side Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 6 | $1000/month+ winter* |
| Only a half-mile (an easy walk) to the pristine white sands of Gloucester's Good Harbor Beach, this immaculate 2 bedroom ranch house comfortably sleeps six. Located in a quiet neighborhood the cottage is the perfect place to wind down after a long day at
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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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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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Beach Walk
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| Name: Beach Walk | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 3 | $1000/wk summer $1000+ winter* |
| Step out the door, walk over the Good Harbor Beach Footbridge and voila! you are there! Sun, sand, surf---all in a minute and just outside your door. Leave your car in the driveway and enjoy summer!
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Cher Ami
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| Name: Cher Ami | Bedrooms: 2.5 | Bathrooms: 1 | SleepsMaximum: 4 | $4000/mo summer* |
| Welcome "dear friends" to this gleaming and immaculate, newly remodeled two plus bedroom unit which is available as a full season rental.
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Bates Cottage
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| Name: Bates Cottage | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $9500 for summer season* |
| This utterly sweet cottage in Rockport's beautiful Folly Cove district gives you the feeling that you are residing in the year 1805. It is bright and sunny with access to a swimming cove and shared deck overlooking the water.
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