| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Wiley's Way
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| Name: Wiley's Way | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/week* |
| A charming cottage located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Two bedrooms and 1.5 baths. Enjoy the great room and the private and enclosed outside area with seating for four and a grill.
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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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Sunny Beach
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| Name: Sunny Beach | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1500/mo+ winter* |
| 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.
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Coincide Studio
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| Name: Coincide Studio | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $850/wk summer* |
| This bright and sunny lower level, refurbished studio apartment is just steps from the white sands of Gloucester's fabulous Good Harbor Beach!
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Seven Knots
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| Name: Seven Knots | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $2000/mo including utilities* |
| Standing in the living room of this cottage is just as close to be floating as one can be without a boat! Spectacular views from every corner of the house.
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The Links
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| Name: The Links | Bedrooms: 4.5 | Bathrooms: 3 | SleepsMaximum: 10 | $3800/week* |
| Pool! Pristine contemporary great for entertaining or just relaxing. 4.5 bedrooms 3 full baths 1.5 miles to Good Harbor Beach.
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Golden Cottage by the Sea
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| Name: Golden Cottage by the Sea | Bedrooms: 5 | Bathrooms: 2 | SleepsMaximum: 10 | $3500/wk inquire about off season rates* |
| Rockport! Completely renovated in 2007, this gleaming immaculate 5 bedroom 2 full bath home has enough room for your extended family to vacation in comfort.
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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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King Street Inn
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| Name: King Street Inn | Bedrooms: 4 | Bathrooms: 4 | SleepsMaximum: 10 | $2000/wk summer* |
| Rockport! Steps off of Front Beach! Sleeps 10! This 4 bedroom 4 bath home is located on a lovely historic street in the picturesque village of Rockport within walking distance to the many shops, restaurants and galleries. Each bedroom has a kitchenette an
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Cottage on the Lane
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| Name: Cottage on the Lane | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | call for off season rates $2500/wk sum* |
| 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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