| 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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Victorian House
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| Name: Victorian House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2000/wk summer* |
| Newly renovated with taste and style, this elegant Victorian home is located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Linger on its sweet front porch with harbor views.
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Monarch Glen
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| Name: Monarch Glen | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1495/mo+ winter; $2000/wk summer* |
| Less than half a mile from Gloucester's sandy Good Harbor Beach, this delightful property is nestled on a quiet half acre wooded lot, making it a perfect respite on a hot summer day!
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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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Spindrift
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| Name: Spindrift | Bedrooms: 4.5 | Bathrooms: 2.75 | SleepsMaximum: 10 | $3750/wk or $2500/mo includes util* |
| Direct waterfront, Rockport South End & central air! A spindrift is windblown seaspray which is a regular sighting at this lovely home that is as close to the Atlantic as the ocean will allow...
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Courtyard Retreat
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| Name: Courtyard Retreat | Bedrooms: 3.5 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2250/wk, $8500/mo summer* |
| This sunny and immaculate 3+ bedroom, 2 bath home is just where you want to be for your Rockport vacation. Located in the heart of the village in the pleasant historic district...
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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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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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Poet's Cove
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| Name: Poet's Cove | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1500/wk summer* |
| Extraordinary views of Sandy Bay from this 2 bedroom 'half a house' in Rockport's quiet and lovely 'Avenues' area of Pigeon Cove have been known to stimulate the poetic side of its inhabitants.
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Post & Beam
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| Name: Post & Beam | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $2750/wk summer* |
| This very special, private & lovely, owner-built, post & beam house is centrally located in historic and quaint downtown Rockport, offering a surprisingly spacious living area for your ideal vacation getaway!
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