| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Driftwood at Niles Beach
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| Name: Driftwood at Niles Beach | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 8 | $1900/month plus util. winter* |
| Rent the property featured in the Globe summer spectacular! This newly and completely renovated East Gloucester four bedroom home is less than 100 steps from sandy Niles Beach. Enjoy the views of Gloucester Harbor from almost every room.
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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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One Particular Harbor
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| Name: One Particular Harbor | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 4 | year round $1250/mo + util.* |
| Enjoy comfort and space in this immaculate 3 bedroom, 2 full bath townhouse which is located in the heart of picturesque Rockport village, steps from her delightful shops, restaurants, galleries and harbor.
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SeaCrest Tower House
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| Name: SeaCrest Tower House | Bedrooms: 4 | Bathrooms: 3.5 | SleepsMaximum: 8 | 4500/week OR $3500/mo+ winter* |
| On the grounds of the SeaCrest Estate, the Tower House is next to one of Manchester-by-the-Sea's most famous landmarks, the 'lighthouse'. Tower House is a lovely 4 bedroom/3.5 bath oceanview brick home.
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The Point
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| Name: The Point | Bedrooms: 5 | Bathrooms: 2.5 | SleepsMaximum: 10 | $2800/mo+ util. winter; $6000/wk summer* |
| Swimming pool and waterfront! This classic New England home, in Gloucester's aptly named Riverview district, has been recently renovated and professionally decorated for style and comfort. Situated 1.5 private acres overlooking the Annisquam River.
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Cottage on the Mill Pond
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| Name: Cottage on the Mill Pond | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2250/wk for 2 wks or $2500/wk* |
| Leave your car in the driveway of this beautifully decorated home and enjoy Cape Ann on foot or on bicycle. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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Friendly Views
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| Name: Friendly Views | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $2000/wk sum/$400 nite off 3 nite min* |
| This gleaming, immaculate home is perched above the sparkling waters of Gloucester's inner harbor. From the comfort of your sun porch or deck, watch the gulls following the fishing boats home with their catch and enjoy the lively nautical scene.
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The Galley
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| Name: The Galley | Bedrooms: 0 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/mo+ winter* |
| Waterfront! Adorable studio cottage right on Smith Cove. Everything you need in one room: a queen bed, a rocking chair sofa, fireplace, stack washer and dryer, new galley kitchen, full bath (tub with shower) and most of all an exquisite verandah with co
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Rocky Neck Vista
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| Name: Rocky Neck Vista | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 6 | $1500/wk summer; $1200/month + util. win* |
| This two bedroom two bath home is located in the heart of Gloucester's Rocky Neck which is the oldest art colony in the country. Recent updates to the property only enhance the views from the house which extend over rooftops to Smith's Cove and the harbor
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Bottom's Up
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| Name: Bottom's Up | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1000/wk summer* |
| "Bottom’s Up!” This two bedroom one bath hidden gem is located in the heart of the historic and scenic North Shore in Beverly. Nestled in a cul de sac, it’s a little off the beaten path, while still allowing easy access to Gloucester, Rockport, Manchester
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