| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Via Benevento
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| Name: Via Benevento | Bedrooms: 2 | Bathrooms: 2.5 | SleepsMaximum: 4 | $2200/month plus util. year round* |
| FURNISHED YEAR ROUND RENTAL: Newly constructed 2 bedroom, 2.5 bath condominium in the historic West End of Main Street in downtown Gloucester...
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Brightside Cottage
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| Name: Brightside Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 6 | $1000/month+ winter* |
| Only a half-mile (an easy walk) to the pristine white sands of Gloucester's Good Harbor Beach, this immaculate 2 bedroom ranch house comfortably sleeps six. Located in a quiet neighborhood the cottage is the perfect place to wind down after a long day at
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Belle View
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| Name: Belle View | Bedrooms: 6 | Bathrooms: 5 | SleepsMaximum: 18 | $2950-$6500/wk or $3000/mo + off* |
| This spacious and gracious center stair colonial offers incredible versatility to suit your specific vacation needs. The house can be rented in various incarnations to sleep from 8 to 16+ people, making it the perfect getaway.
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The Enclave
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| Name: The Enclave | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 6 | $3000/mo plus utilities* |
| This stunning waterfront four bedroom contemporary is situation directly on the eastern shore of Gloucester Harbor and is available for year round rental. Swim from the property or paddle your kayak right from home.
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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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A Flume House
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| Name: A Flume House | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 7 | $1450/mo+ winter* |
| 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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Annie's Place
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| Name: Annie's Place | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/week summer* |
| This delightful home in Gloucester's picturesque Bay View district and is full of sun and warmth. A five minute walk brings you to the neighborhood beach of Plum Cove which along with great swimming offers a good chance of a tiny hermit crab sighting.
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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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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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Mon Altre Cove House
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| Name: Mon Altre Cove House | Bedrooms: 6 | Bathrooms: 3.5 | SleepsMaximum: 11 | $2900/wk* |
| This wonderful inviting family home has bountiful space and is located in highly desirable area of "the avenues" at the northern end of Rockport with 6 bedrooms/3.5 baths just steps from the ocean. WINTER available at $1200+ for 2 bedrooms & 1.5 baths.
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