| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Edgemoor
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| Name: Edgemoor | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2000-3000/wk summer* |
| Situated on a rocky shore, right on the Atlantic Ocean, this delightful, comfortable cottage on Gloucester's salty Brier Neck has a large yard leading down to the water. It commands excellent views of the Atlantic Ocean and Salt Island.
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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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Beacon Hill
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| Name: Beacon Hill | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo+ YR* |
| YEAR ROUND: A charming little house set back from the street in downtown Gloucester offers a short walk to the train station, city hall, library, restaurants, harbor and so much more.
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Harborfront Condominium
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| Name: Harborfront Condominium | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | SUMMER 2009 $1950/week* |
| Manchester waterviews! This aptly named 2 bedroom/1.5 bath condominium overlooks picturesque Manchester Harbor and is within steps of everything the village has to offer great restaurants, shops, galleries...
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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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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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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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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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Ingomar at Rockaway Condominiums
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| Name: Ingomar at Rockaway Condominiums | Bedrooms: 3 | Bathrooms: 3.5 | SleepsMaximum: 4 | $25K/month of July* |
| Delightful free standing home on the grounds of the Rockaway Condominium complex. Exceptional views of Gloucester Harbor and Ten Pound Island.
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The Links
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| Name: The Links | Bedrooms: 4.5 | Bathrooms: 3 | SleepsMaximum: 10 | $3800/week* |
| Pool! Pristine contemporary great for entertaining or just relaxing. 4.5 bedrooms 3 full baths 1.5 miles to Good Harbor Beach.
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