| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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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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Seascape
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| Name: Seascape | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 2 | $1900/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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Stowe Farm
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| Name: Stowe Farm | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 7 | $6,000/mo summer $5,000/mo shoulder* |
| Pastoral and privately situated on 200 rolling acres this newly built, 3 bed/3 bath high quality home is part of an historic estate in Essex and close enough to Route 128 to be an easy commute to Boston.
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Thorwald by-the-Sea
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| Name: Thorwald by-the-Sea | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1300/mo+ util. (available winter only)* |
| This delightful two level townhouse has peekaboo ocean views from the first floor and nice views of Good Harbor Beach and the famous twin lighthouses of Rockport beyond for the second, and the unit is less than one block from the beach!
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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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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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Wingaersheek Beach House
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| Name: Wingaersheek Beach House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $2000/month plus utilities* |
| Wingarsheek Beach! Contemporary beach house steps away from the private and public beach! Enjoy this stunning and comfortable 4 bedroom, 2 full bath modern home with water views from almost every window and a huge wrap around deck.
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Driftwood Back Bay at Niles Beach
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| Name: Driftwood Back Bay at Niles Beach | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/month + util. winter* |
| Rent the property featured in the Globe summer spectacular! This brand new East Gloucester cottage is less than 100 steps to sandy Niles Beach. It offers a large living room with cathedral ceiling with door to deck, one bedroom, a loft and a full bath.
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Nautilus House
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| Name: Nautilus House | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $1600/mo plus utilities* |
| Location! Location! Location! Walk out the door of this newly remodeled beach townhouse, cross over the footbridge and voila you are on Good Harbor Beach, one of Gloucester's finest beaches. Views abound from almost every room. From the ample deck and sc
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Red Roof
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| Name: Red Roof | Bedrooms: 5 | Bathrooms: 2.75 | SleepsMaximum: 10 | Speak to your realtor* |
| A.Piatt Andrew Jr.(1873-1936) visionary, statesman, Harvard Economist, officer of WWI as well as architect and designer of the waterfront gem he called “Red Roof” on Gloucester’s Eastern Point. The visitor is offered a glimpse of his intensity of vision...
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