| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Eastern Point Ocean Vista
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| Name: Eastern Point Ocean Vista | Bedrooms: 5 | Bathrooms: 3 | SleepsMaximum: 10 | $5000/wk summer (Friday)* |
| 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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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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Bass Rocks
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| Name: Bass Rocks | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $1000/mo+ winter* |
| Tucked away behind the friendly owner's home, this attached East Gloucester cottage is a perfect retreat after a day of lounging on Good Harbor Beach, less than 1/4 mile away. Its separate driveway, perennial gardens and lawn provide shade and privacy.
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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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Courtyard Retreat
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| Name: Courtyard Retreat | Bedrooms: 3.5 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2250/wk, $8500/mo summer* |
| This sunny and immaculate 3+ bedroom, 2 bath home is just where you want to be for your Rockport vacation. Located in the heart of the village in the pleasant historic district...
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Spindrift
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| Name: Spindrift | Bedrooms: 4.5 | Bathrooms: 2.75 | SleepsMaximum: 10 | $3750/wk or $2500/mo includes util* |
| Direct waterfront, Rockport South End & central air! A spindrift is windblown seaspray which is a regular sighting at this lovely home that is as close to the Atlantic as the ocean will allow...
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Cleveland Place Condo
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| Name: Cleveland Place Condo | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $950/mo + util.* |
| This immaculate one bedroom condominium is on the second floor of the complex. Located on a quiet dead end street, the unit has gleaming hardwood throughout a granite kitchen with an island and stainless appliances.
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SeaCrest Estate
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| Name: SeaCrest Estate | Bedrooms: 8 | Bathrooms: 7.5 | SleepsMaximum: 14 | please inquire* |
| This spectacular 4.2 acre estate on Manchester-by-the Sea's lovely Smiths Point offers the ultimate in oceanfront luxury and the perfect surroundings for your wedding or special event.
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The Red House
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| Name: The Red House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 5 | $1800/wk summer* |
| Walk to Singing Beach (1/2 mile) or into town (1 mile) from this sweet, newly refurbished comfortable home in the incomparable Smith's Point area of lovely Manchester-by-the Sea.
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Twilight Cottage
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| Name: Twilight Cottage | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 7 | $1600/mo+ utilities* |
| This 3+ bedroom/2 bath pristine cottage on Gloucester's picturesque Briar Neck overlooks and is steps from the white sands of Long Beach. The popular Good Harbor Beach is also just a short stroll away.
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