| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Cottage on the Lane
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| Name: Cottage on the Lane | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2500 for 2 weeks or $2750 for one week* |
| Leave your car in the driveway of this newly renovated and completely refurbished oceanview home and enjoy Cape Ann. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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West Wind
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| Name: West Wind | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 9 | $3500/wk summer/ $2200/mo+ winter* |
| 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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The Enclave
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| Name: The Enclave | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 6 | $3000/mo plus utilities* |
| This stunning waterfront four bedroom contemporary is situation directly on the eastern shore of Gloucester Harbor and is available for year round rental. Swim from the property or paddle your kayak right from home.
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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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The Grey House
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| Name: The Grey House | Bedrooms: 5 | Bathrooms: 4 | SleepsMaximum: 8 | $2750/wk summer* |
| This completelly renovated house in lovely Manchester-by-the-Sea has hardwood floors throughout, 5 bedrooms and 4 full sparkling new baths, a new granite kitchen, living room with two sided fireplace, dining area, and a large screen porch.
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Brightside Cottage
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| Name: Brightside 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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Annisquam Lookout
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| Name: Annisquam Lookout | Bedrooms: 4 | Bathrooms: 1 | SleepsMaximum: 7 | $1200/month plus utilities* |
| This is a delightful find tucked into a lovely corner of Gloucester's Annisquam district. The bright and airy ground floor has lots of light and great views of Ipswich Bay.
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Granite Courtyard
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| Name: Granite Courtyard | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $800-900/wk* |
| This imaginatively decorated home, charmingly located in Rockport's quaint Pigeon Cove neighborhood, is built on the site of a former ox barn, to create a unique vacation retreat.
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Victorian House
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| Name: Victorian House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2600/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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Belle View Suite
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| Name: Belle View Suite | Bedrooms: 0.5 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo includes util. or $1200/wk* |
| This delightful and sunny guest suite sleeps up to four in the queen sleeper and double futon. Efficiently compact the suite offers many of the amenities of a home including a full kitchen, a full bathroom with a shower, private deck...
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