| 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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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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Wingaersheek Beach House
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| Name: Wingaersheek Beach House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $2000/month plus utilities* |
| Wingarsheek Beach! Contemporary beach house steps away from the private and public beach! Enjoy this stunning and comfortable 4 bedroom, 2 full bath modern home with water views from almost every window and a huge wrap around deck.
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Tranquility
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| Name: Tranquility | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 10 | $4000/wk summer* |
| Dock, central airconditioning and swim from home! Bring your boat and dock it in front of this gracious and immaculate waterfront 4 bedroom/3 bath home. Exquisite attention to detail with the emphasis on comfort, relaxation and recreation. WINTER available
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Spindrift
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| Name: Spindrift | Bedrooms: 4.5 | Bathrooms: 2.75 | SleepsMaximum: 10 | $3750/wk sum $2500/mo winter $1500 s/f* |
| 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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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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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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Resthaven
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| Name: Resthaven | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2200/wk* |
| Rockport! This four bedroom 1.5 bath home is named well as it is a spacious and comfortable family home, located just one block from Old Garden Beach as well as just outside of the village with all its attractions.
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A Flume House
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| Name: A Flume House | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2950/week* |
| Central airconditioning!This immaculate, gleaming and spacious contemporary has views of the Atlantic from almost every window. Four bedrooms and 2.5 baths, lovely manicured grounds, decks and plenty of parking.
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Bates Cottage
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| Name: Bates Cottage | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $9500 for summer season* |
| This utterly sweet cottage in Rockport's beautiful Folly Cove district gives you the feeling that you are residing in the year 1805. It is bright and sunny with access to a swimming cove and shared deck overlooking the water.
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