| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Wiley's Way
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| Name: Wiley's Way | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/week* |
| A charming cottage located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Two bedrooms and 1.5 baths. Enjoy the great room and the private and enclosed outside area with seating for four and a grill.
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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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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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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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Mrs. Browne's Garden House
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| Name: Mrs. Browne's Garden House | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $1500/mo + util* |
| South end of Rockport with tranquility and privacy, but just a mile from town and commuter train and everything the quaint village has to offer. Comfortable home with 3 beds/2.5 baths family room, living room and wonderful mature grounds.
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Good Harbor Hideaway
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| Name: Good Harbor Hideaway | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 6 | $1800/mo+ winter* |
| This delightful newer Gloucester home is just a stone's throw to Good Harbor Beach. Set on a quiet residential lane, it offers ocean views across a scenic marsh.
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Cambourne Ledge
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| Name: Cambourne Ledge | Bedrooms: 5 | Bathrooms: 5.5 | SleepsMaximum: 10 | $8000/wk summer, $4000/mo+ winter* |
| Privacy abounds at this elegant estate on the 'Gold Coast' of Rockport, built circa 1860,which has benefitted over the years from tasteful modernizations of the highest standard. Lovely views of Henry's Pond and the Atlantic. Heated pool and tennis court.
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English Sea Gardens
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| Name: English Sea Gardens | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 7 | $1500/month + util. winter; $2900/wk sum* |
| Swimming pool! Old World charm describes this delightful three bedroom cottage nestled at the edge of a two acre oceanside estate. Thoughtfully furnished by its decorator owner, the cottage has a large eat-in fully applianced kitchen.
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Breakwater House
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| Name: Breakwater House | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $4000/wk summer* |
| Direct Waterfront! This spectacularly situated 3 bedroom/3 bath immaculate home is perched on the edge of the Atlantic Ocean in the serene "Avenues" section of Rockport.
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Scallop Cove
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| Name: Scallop Cove | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 6 | $2700/wk summer* |
| Rockport Cottage! This pristine 2 bedroom/2 bath home was carefully designed to provide for your every need from the bright designer kitchen with cathedral ceiling, sitting area and large island great for gathering family & friends, the formal dining room
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