| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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Upper Beach Walk
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| Name: Upper Beach Walk | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 3 | $1200/mo+ util. avail. winter only* |
| Winter! Steps away from the Good Harbor Beach foot bridge, this bright and sunny second floor three bedroom, one bath unit offers comfort and convenience.
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Stone Mansion
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| Name: Stone Mansion | Bedrooms: 10 | Bathrooms: 6.5 | SleepsMaximum: 18 | $6500/week contact realtor* |
| Go back in time to the Civil War era when Brig. General Greely Curtis came to Manchester by the Sea to build his mansion on a high bluff overlooking the Atlantic, with the Boston skyline and the Cape Cod shore visible in the distance.
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Carrie Lane House
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| Name: Carrie Lane House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 5 | $1800/mo plus utilities year round* |
| This custom built 3 bedroom 2 bath home has many wonderful and unique features and is in excellent condition making it the right choice for your year round rental home. $1800/mo plus utilities year round.
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Parker House
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| Name: Parker House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 6 | $1800/mo plus utilities* |
| This newly renovated 4 bedroom Gloucester home is located within a stone's throw of the shores of the Mill River. The neighborhood beach is steps away where you can swim or put in your kayak.
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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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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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Gull Cottage
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| Name: Gull Cottage | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2500/wk* |
| Views abound from this beautiful home in Gloucester's quiet Magnolia district which has been graciously decorated with style and flair and a constant mind for comfort. Floor to ceiling windows, three air conditioned bedrooms and 1.5 baths.
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Upper House
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| Name: Upper House | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 3 | $1600/mo plus util* |
| This brand new waterfront home, located on a private family compound in Gloucester's Bay View district, was built to the highest standard. it boasts exceptional views of Ipswich Bay, with its glorious sunsets, from both levels.
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Tranquility
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| Name: Tranquility | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 10 | $4000/wk summer* |
| Dock, central airconditioning and swim from home! Bring your boat and dock it in front of this gracious and immaculate waterfront 4 bedroom/3 bath home. Exquisite attention to detail with the emphasis on comfort, relaxation and recreation. WINTER available
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Labor of Love
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| Name: Labor of Love | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2750/wk* |
| Air conditioning! This immaculate and gracious 4+ bed/2.5 bath Rockport village home has been completely renovated with taste and style. Walk to the charming shops, galleries. restaurants and beaches. New granite kitchen and wonderful private yard.
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