| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Seascape
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| Name: Seascape | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 2 | $1750/mo plus utilties* |
| This immaculate 3 bedroom/ 2 full bath apartment in the heart of historic Rockport village has been impeccably maintained. The unit is so spacious, sunny and well laid out that it feels more like a house than an apartment.
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Babcock Cottage
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| Name: Babcock Cottage | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 5 | $1200/month + winter; $1400/week summer* |
| Just steps from Rockport's Old Garden Beach, this sweet Cape Ann property awaits you! Set up for simple summer living, its location is perfect for a casual stroll to town or over to the school complex for a game of tennis.
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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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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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Oak Island
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| Name: Oak Island | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $1600/mo including heat and electric* |
| This one-of-a-kind space was lovingly built to be an art studio, therefore it has wonderful light, lines and high design as well as inspiring views to the artist and layperson alike.
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Arbory Cottage
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| Name: Arbory Cottage | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1700/wk* |
| This cozy and sweet cottage is in one of the most sought after neighborhoods in Rockport and is newly furbished and stylishly appointed. The Atlantic ocean and a view of the famous twin lighthouses of Thachers Island are a pleasant one minute walk away.
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Harbor Breezes
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| Name: Harbor Breezes | Bedrooms: 2 | Bathrooms: 0 | SleepsMaximum: 4 | $1400/mo includes heat* |
| Waterfront, Rockport Year round! rent INCLUDES HEAT. This large two bedroom unit is on the third floor of a waterfront building in the heart of quaint Rockport. Combination living/dining rooms have lovely views of Front Beach and Sandy Bay beyond.
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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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Between the Beaches Cottage
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| Name: Between the Beaches Cottage | Bedrooms: 2.5 | Bathrooms: 2 | SleepsMaximum: 7 | $1500/wk summer* |
| Tucked away on a quiet lane between Rockport's Back and Front Beaches, this delightful cottage has been lovingly restored, with every attention paid to the details.
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