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Sort By: NameBedroomsBathroomsSleepsMaximum 
Victorian House
Name: Victorian HouseBedrooms: 3Bathrooms: 2SleepsMaximum: 6$2000/wk summer*
Newly renovated with taste and style, this elegant Victorian home is located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Linger on its sweet front porch with harbor views.  Learn more...
Bearskin Cove Escape
Name: Bearskin Cove EscapeBedrooms: 1Bathrooms: 1SleepsMaximum: 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,  Learn more...
Twin Lights House
Name: Twin Lights HouseBedrooms: 4Bathrooms: 2.5SleepsMaximum: 8$3750/week*
Waterfront, Sount End Rockport! This 4 bedroom 2.5 bath direct waterfront home offers the best view of Rockport's famous twin light houses imaginable.  Learn more...
The Hideout
Name: The HideoutBedrooms: 3Bathrooms: 1SleepsMaximum: 4$1150/week*
Bring your boat and swim from this immaculate cottage that makes you feel as if you are floating in a well appointed vessel not only because of the view, but also the ingenious use of space, with many built-ins and the overall innovative decor.  Learn more...
Sunset Cottage
Name: Sunset CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1850/wk summer, monthly rates available*
Named for the magnificent sunsets that can be enjoyed from inside on the sun porch, or outside on one of two decks, this delightful and completely renovated waterfront cottage is in Gloucester's relaxed Riverdale district.  Learn more...
The Bright Side Cottage
Name: The Bright Side CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 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  Learn more...
Goose Cove Getaway
Name: Goose Cove GetawayBedrooms: 3Bathrooms: 2SleepsMaximum: 6$2000/wk*
Immaculate waterfront Goose Cove! Swim or kayak from the house. New and complete high end renovation with three bedrooms and two full baths, granite kitchen with gas cooking...  Learn more...
Cottage by the Sea
Name: Cottage by the SeaBedrooms: 3Bathrooms: 2SleepsMaximum: 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.  Learn more...
Brier Neck Lookout
Name: Brier Neck LookoutBedrooms: 4Bathrooms: 2SleepsMaximum: 8$3500/wk summer; $2200/wk Sept/Oct*
Views of the Atlantic Ocean abound from the deck of this recently remodeled cottage, perched on a bold granite outcropping at the highest point of Briar Neck. A short stroll will bring you to Good Harbor, one of Gloucester's finest sandy beaches.  Learn more...
The Grey House
Name: The Grey HouseBedrooms: 5Bathrooms: 4SleepsMaximum: 8$2750/wk summer*
This newly renovated house in lovely Manchester-by-the-Sea has gleaming hardwood throughout, 5 bedrooms and 4 full sparkling new baths. Walk to Singing beach (1/2 mile) or town is even closer.  Learn more...
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