| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Bearskin Cove Escape
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| Name: Bearskin Cove Escape | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo + winter* |
| Tucked away behind Rockport's quaint shops and restaurants, the perfect oasis awaits you! This perfectly renovated waterfront hideaway has everything you will need for your vacation--summer breezes, a quiet perch to enjoy sunsets over the water,
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Magnolia Sunsets
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| Name: Magnolia Sunsets | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $3800/week call re:off season rates* |
| Waterfront & walk to beach! This direct oceanfront 3 bedroom/2.5 bath charmer was conceived in 1847 but completely, and beautifully, reconceived in 2004 retaining its old world ambiance with the modern amenities and details a discerned guest should expect.
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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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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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Annie's Place
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| Name: Annie's Place | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/week summer* |
| This delightful home in Gloucester's picturesque Bay View district and is full of sun and warmth. A five minute walk brings you to the neighborhood beach of Plum Cove which along with great swimming offers a good chance of a tiny hermit crab sighting.
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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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Cambourne Ledge
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| Name: Cambourne Ledge | Bedrooms: 5 | Bathrooms: 5.5 | SleepsMaximum: 10 | $8000/wk summer, $4000/mo+ winter* |
| Privacy abounds at this elegant estate on the 'Gold Coast' of Rockport, built circa 1860,which has benefitted over the years from tasteful modernizations of the highest standard. Lovely views of Henry's Pond and the Atlantic. Heated pool and tennis court.
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Twilight Cottage
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| Name: Twilight Cottage | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 7 | $1600/mo+ utilities* |
| This 3+ bedroom/2 bath pristine cottage on Gloucester's picturesque Briar Neck overlooks and is steps from the white sands of Long Beach. The popular Good Harbor Beach is also just a short stroll away.
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Mon Altre Cove House
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| Name: Mon Altre Cove House | Bedrooms: 6 | Bathrooms: 3.5 | SleepsMaximum: 11 | $2900/wk* |
| This wonderful inviting family home has bountiful space and is located in highly desirable area of "the avenues" at the northern end of Rockport with 6 bedrooms/3.5 baths just steps from the ocean. WINTER available at $1200+ for 2 bedrooms & 1.5 baths.
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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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