| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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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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Post & Beam
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| Name: Post & Beam | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $2750/wk summer* |
| This very special, private & lovely, owner-built, post & beam house is centrally located in historic and quaint downtown Rockport, offering a surprisingly spacious living area for your ideal vacation getaway!
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Cottage by the Sea
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| Name: Cottage by the Sea | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2800-3200/wk summer* |
| This lovely 3 bedroom colonial sits on a quiet lane in Rockport's Pigeon Cove and offers sweeping views of Sandy Bay from the new deck. Guests of the house have use of the world class Ralph Waldo Emerson Inn's amenities.
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Cottage on the Lane
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| Name: Cottage on the Lane | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | call for off season rates $2500/wk sum* |
| Leave your car in the driveway of this newly renovated and completely refurbished oceanview home and enjoy Cape Ann. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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Courtyard Retreat
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| Name: Courtyard Retreat | Bedrooms: 3.5 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2250/wk, $8500/mo summer* |
| This sunny and immaculate 3+ bedroom, 2 bath home is just where you want to be for your Rockport vacation. Located in the heart of the village in the pleasant historic district...
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Between the Beaches Cottage
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| Name: Between the Beaches Cottage | Bedrooms: 2.5 | Bathrooms: 2 | SleepsMaximum: 7 | $1500/wk summer* |
| Tucked away on a quiet lane between Rockport's Back and Front Beaches, this delightful cottage has been lovingly restored, with every attention paid to the details.
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Orchard Ledge
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| Name: Orchard Ledge | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/wk summer* |
| This charming, immaculate year round private entrance apartment is attached to a lovely home in an estate setting in idyllic East Gloucester.
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Harry's Hideaway
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| Name: Harry's Hideaway | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 2 | $1100/month+* |
| Rockport Year round! This quaint and historic 2 bed/1 bath year round rental home is in town, but feels like it is in the country! You don't need a car to live at this property as the train, shopping and two beaches are all within a 5 miniute walk...
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Lenart House
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| Name: Lenart House | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 7 | $1200-2100/wk 2 week minimum* |
| This turn of the century farmhouse is set on over an acre of privacy in Rockport's peaceful and salty South End. It has the ambiance of rural country with its classic New England fieldstone walls and interior fireplace.
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