| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Ivy Cottage
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| Name: Ivy Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1500/mo+ util winter* |
| East Gloucester. This delightful two bedroom English country-style cottage on an estate setting in has high ceilings, an oversized fireplace, a large and private yard with flower gardens, and lots of light.
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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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Belle View
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| Name: Belle View | Bedrooms: 6 | Bathrooms: 5 | SleepsMaximum: 18 | $2950-$6500/wk or $3000/mo + off* |
| This spacious and gracious center stair colonial offers incredible versatility to suit your specific vacation needs. The house can be rented in various incarnations to sleep from 8 to 16+ people, making it the perfect getaway.
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Emerson Cottage
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| Name: Emerson Cottage | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $3500/wk July, $3900/wk August* |
| This charming 3 bedroom/1.5 bath home in the Pigeon Cove section of Rockport has glorious views of Sandy Bay. Sit on the spacious wraparound porch, in the hot tub large enough for six, or splash in the freshwater pool next door at the Inn...
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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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Moonrise Magnolia
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| Name: Moonrise Magnolia | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 3 | $1800/mo + off $1200/wk summer* |
| Oceanviews! This pristine condominium offers bird's eye views of the open Atlantic and the famed Norman's Woe of Longfellow's poem "Wreck of the Hesperus" from the top (third) floor of this stately victorian mansion artfully reworked into four condominiu
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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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The Grey House
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| Name: The Grey House | Bedrooms: 5 | Bathrooms: 4 | SleepsMaximum: 8 | $2750/wk summer* |
| This completelly renovated house in lovely Manchester-by-the-Sea has hardwood floors throughout, 5 bedrooms and 4 full sparkling new baths, a new granite kitchen, living room with two sided fireplace, dining area, and a large screen porch.
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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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Brightside Cottage
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| Name: Brightside Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 6 | $1000/month+ winter* |
| Only a half-mile (an easy walk) to the pristine white sands of Gloucester's Good Harbor Beach, this immaculate 2 bedroom ranch house comfortably sleeps six. Located in a quiet neighborhood the cottage is the perfect place to wind down after a long day at
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