| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Golden Cottage by the Sea
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| Name: Golden Cottage by the Sea | Bedrooms: 5 | Bathrooms: 2 | SleepsMaximum: 10 | $3500/wk inquire about off season rates* |
| Rockport! Completely renovated in 2007, this gleaming immaculate 5 bedroom 2 full bath home has enough room for your extended family to vacation in comfort.
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West Wind
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| Name: West Wind | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 9 | $3500/wk summer/ $2200/mo+ winter* |
| Overlooking the Ipswich Bay in Annisquam, this tastefully renovated ranch is comfortable and pretty with some of the best views on Cape Ann!
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The Point
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| Name: The Point | Bedrooms: 5 | Bathrooms: 2.5 | SleepsMaximum: 10 | $2800/mo+ util. winter; $6000/wk summer* |
| Swimming pool and waterfront! This classic New England home, in Gloucester's aptly named Riverview district, has been recently renovated and professionally decorated for style and comfort. Situated 1.5 private acres overlooking the Annisquam River.
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Magnolia Pied a Terre
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| Name: Magnolia Pied a Terre | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1800/month including util.* |
| Magnolia! 2 minute walk to a sandy beach, this sparkling modern 2 bedroom, 1.5 bath townhouse is in the perfect location for a New England beach vacation. Enjoy breathtaking views of Magnolia Harbor and Gray Beach. Available as a winter rental September 1
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Breakwater House
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| Name: Breakwater House | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $4000/wk summer* |
| Direct Waterfront! This spectacularly situated 3 bedroom/3 bath immaculate home is perched on the edge of the Atlantic Ocean in the serene "Avenues" section of Rockport.
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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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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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Quarryman's Cottage
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| Name: Quarryman's Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 2 | $700/+ taw* |
| Exceptional views of Ipswich Bay and the Massachusetts and New Hampshire coastlines abound from this charming year-round quarryman's cottage in Gloucester's Bay View neighborhood.
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Wingaersheek Summertime
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| Name: Wingaersheek Summertime | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $3500/wk* |
| Wingaersheek Beach! This classic 50's beach house is just 75 yards to the sands of Wingaersheek's private beach. It has three bedrooms, one bath, beach shower and sleeps 6. Open concept living room with fireplace, dining room and kitchen.
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Cottage on the Mill Pond
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| Name: Cottage on the Mill Pond | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2250/wk for 2 wks or $2500/wk* |
| Leave your car in the driveway of this beautifully decorated home and enjoy Cape Ann on foot or on bicycle. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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