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Sort By: NameBedroomsBathroomsSleepsMaximum 
Ivy Cottage
Name: Ivy CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 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.  Learn more...
Garden by the Sea
Name: Garden by the SeaBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1000/mo + winter; $1250/wk summer*
Relax and enjoy the wonderful views looking out over Gloucester's beautiful Good Harbor Beach and Thachers Island from this bright and delightfully furnished two bedroom apartment.  Learn more...
Lighthouse Way
Name: Lighthouse WayBedrooms: 3Bathrooms: 1.5SleepsMaximum: 8$1600/mo + util. Winter;$2000/wk summmer*
Walk to beach and Rocky Neck! This newly renovated 3 bedroom, 1.5 bath is a tastefully and comfortably decorated family home that is on a quiet dead end street.  Learn more...
Plum Cove
Name: Plum CoveBedrooms: 5Bathrooms: 3.5SleepsMaximum: 10$1800/mo+ winter $3000/wk summer*
This recently renovated colonial a short walk from Plum Cove beach has four bedrooms, 2.5 full baths AND a guest unit with bedroom, full bath, and sitting room with pullout sofa on the lower level. Large sun room overlooks grassy back yard adds to the cha  Learn more...
Harbor Breezes
Name: Harbor BreezesBedrooms: 2Bathrooms: 0SleepsMaximum: 4$1400/mo includes heat*
Waterfront, Rockport Year round! rent INCLUDES HEAT. This large two bedroom unit is on the third floor of a waterfront building in the heart of quaint Rockport. Combination living/dining rooms have lovely views of Front Beach and Sandy Bay beyond.  Learn more...
Stone Mansion
Name: Stone MansionBedrooms: 10Bathrooms: 6.5SleepsMaximum: 18$6500/week contact realtor*
Go back in time to the Civil War era when Brig. General Greely Curtis came to Manchester by the Sea to build his mansion on a high bluff overlooking the Atlantic, with the Boston skyline and the Cape Cod shore visible in the distance.  Learn more...
Lily Pond Farm
Name: Lily Pond FarmBedrooms: 3Bathrooms: 2SleepsMaximum: 6$1500/mo+ win OR $1800/mo yr $1800/wk*
This lovelythree bedroom/ two bath victorian brings you back to the era when life was more serene and relaxed. Set in an idyllic and private area with woods on two sides and overlooking a glimmering pond forget it is the twenty first century!  Learn more...
Long Beach House
Name: Long Beach HouseBedrooms: 5Bathrooms: 2.5SleepsMaximum: 10$2500/week*
This large, comfortable family home is just steps from the white sands of Long Beach--a perfect summer location! Although we don't brag about its view, the location is superb!  Learn more...
Emerson Cottage
Name: Emerson CottageBedrooms: 3Bathrooms: 1.5SleepsMaximum: 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...  Learn more...
Twilight Cottage
Name: Twilight CottageBedrooms: 3Bathrooms: 2SleepsMaximum: 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.  Learn more...
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