| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Lenart House
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| Name: Lenart House | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 7 | $1200-2100/wk 2 week minimum* |
| This turn of the century farmhouse is set on over an acre of privacy in Rockport's peaceful and salty South End. It has the ambiance of rural country with its classic New England fieldstone walls and interior fireplace.
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Riggs Point
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| Name: Riggs Point | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 10 | $1800/mo + winter $2750/wk summer* |
| Sparkling new, this riverfront home offers spectacular sunset views as well as swimming and boating directly from the property. This 4 bedroom centrally airconditioned home is situated at the end of a dead end street with views of Wingaersheek Beach.
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Ocean Bluff
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| Name: Ocean Bluff | Bedrooms: 4 | Bathrooms: 3.5 | SleepsMaximum: 8 | $2500/mo+ winter or $5,000/wk summer* |
| Rockport! Swimming pool! This oceanfront home in the coveted 'Avenues' section of Rockport's Pigeon Cove offers glorious views and all the comforts of home in a spacious and very private quiet setting.
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Little Red House
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| Name: Little Red House | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $1200/wk summer; $1200/mo + util. winter* |
| Enjoy this comfortable 3 bedroom, 1 full bath colonial just steps away from Gloucester's historic Stage Fort Park which was once a landing place for pirates, now a venue for free concerts, fireworks and so mucn more!
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Wessex Cottage
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| Name: Wessex Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1350/month plus utilities* |
| This enchanting 2 bedroom/1 bath, single level cape is a five minute walk from 2 beautiful beaches in Rockport's charming South End. There are ocean views, and a large lot with plenty of Cape Ann's signature granite outcroppings.
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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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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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Look on the Brightside
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| Name: Look on the Brightside | Bedrooms: 2.5 | Bathrooms: 2.5 | SleepsMaximum: 6 | Please inquire about availability/rates* |
| Walk to Good Harbor Beach (3/10 mile) from this luxurious and spacious 2.5 bedroom/2.5 bath condominium/townhouse overlooking the picturesque city of Gloucester. Central air conditioning, hardwood and tile and gleaming granite kitchen and baths...
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Rockport Village House
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| Name: Rockport Village House | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 8 | $1800/wk summer; $1200/week winter* |
| This immaculate and charming village gem offers versatility, style and convenience. A short walk to all that Rockport has to offer this 3 bedroom/ 2.5 bath home has quaint historic details, yet offers all modern conveniences and comforts with newly remode
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