| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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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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Seven Knots
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| Name: Seven Knots | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $1800/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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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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Monarch Glen
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| Name: Monarch Glen | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1800/mo+ winter; $2000/wk summer* |
| Less than half a mile from Gloucester's sandy Good Harbor Beach, this delightful property is nestled on a quiet half acre wooded lot, making it a perfect respite on a hot summer day!
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Sunset Cottage
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| Name: Sunset Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1850/wk summer, monthly rates available* |
| Named for the magnificent sunsets that can be enjoyed from inside on the sun porch, or outside on one of two decks, this delightful and completely renovated waterfront cottage is in Gloucester's relaxed Riverdale district.
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Ocean's Edge
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| Name: Ocean's Edge | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 8 | $5000/wk* |
| Waterfront! Beachfront! This immaculate, sun filled contemporary is perched on the ocean's edge with short path from the property that leads directly onto the sands of Long Beach. Central Air 3 beds/2.5 baths.
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Eastern Point Ocean Vista
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| Name: Eastern Point Ocean Vista | Bedrooms: 5 | Bathrooms: 3 | SleepsMaximum: 10 | REDUCED PRICE $3800/wk summer* |
| New listing-Pool! Air conditioning! Located on Gloucester's prestigious Eastern Point, Eastern Point Ocean Vista offers views, privacy and passes to beautiful Brace Cove, a sandy beach in walking distance of the house. 5 bedrooms, 3 full baths...
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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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Arbory Cottage
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| Name: Arbory Cottage | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1700/wk* |
| This cozy and sweet cottage is in one of the most sought after neighborhoods in Rockport and is newly furbished and stylishly appointed. The Atlantic ocean and a view of the famous twin lighthouses of Thachers Island are a pleasant one minute walk away.
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