| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Eastern Point Ocean Vista
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| Name: Eastern Point Ocean Vista | Bedrooms: 5 | Bathrooms: 3 | SleepsMaximum: 10 | $5000/wk summer (Friday)* |
| New listing-Pool! Air conditioning! Located on Gloucester's prestigious Eastern Point, Eastern Point Ocean Vista offers views, privacy and passes to beautiful Brace Cove, a sandy beach in walking distance of the house. 5 bedrooms, 3 full baths...
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Bearskin Neck Suite
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| Name: Bearskin Neck Suite | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $1200/wk, $200/night off season* |
| Nestled in the heart of charming Rockport village, this second floor suite of rooms is cozy and comfortable. There are views of the harbor and Motif #1, and parking for 1 car.
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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 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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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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Belle View Suite
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| Name: Belle View Suite | Bedrooms: 0.5 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo includes util. or $1200/wk* |
| This delightful and sunny guest suite sleeps up to four in the queen sleeper and double futon. Efficiently compact the suite offers many of the amenities of a home including a full kitchen, a full bathroom with a shower, private deck...
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Windward
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| Name: Windward | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 8 | $7500/wk summer* |
| Beachfront! The white sands of Long Beach await you just steps from this spectacular four bedroom three bath contemporary treasure! Boasting expansive views of the world famous Twin Lighthouses of Rockport and beyond to the open Atlantic...
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Wonson Cove Front
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| Name: Wonson Cove Front | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 5 | $1800/wk sum; $1500/mo+ winter* |
| From the shaded porch of this newly renovated property, you can enjoy your al fresco meals with the shores of Wonson's Cove just beyond. Newly polished hardwood floors and open floor plan give this a light and sunfilled feeling. The living room has a firep
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Ipswich Bay House
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| Name: Ipswich Bay House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $1900/month + winter* |
| This spacious, beautiful contemporary home (2500 sf) in an estate setting in Gloucester's coveted Annisquam district has private sandy beaches (shared by a lucky few), boating and a fresh water pond just outside the door.
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Hobbs Court
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| Name: Hobbs Court | Bedrooms: 2.5 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1500/mo + utilities Year Round* |
| Situated on a quiet cul de sac in Essex, this completely renovated and lead free 2 plus bedroom/1.5 bath year round home awaits you! Gleaming hardwood floors grace the living and formal dining rooms while the NEW stainless steel kitchen is tiled.
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