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Sort By: NameBedroomsBathroomsSleepsMaximum 
Rockend
Name: RockendBedrooms: 5Bathrooms: 2SleepsMaximum: 9$2200/wk summer*
This one-of- a kind property in the tranquil South End of Rockport, has been a family retreat for over a century. Walk to two beaches within 5 minutes. There are peekaboo views of the water from the deck and upstairs. Wireless high speed internet.  Learn more...
Seven Knots
Name: Seven KnotsBedrooms: 1Bathrooms: 1.5SleepsMaximum: 2$2000/mo including utilities*
Standing in the living room of this cottage is just as close to be floating as one can be without a boat! Spectacular views from every corner of the house.  Learn more...
Plum Cove
Name: Plum CoveBedrooms: 5Bathrooms: 3.5SleepsMaximum: 10$3000/wk (sleeps 8) $3500/wk (sleeps 10)*
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...
Golden Cottage by the Sea
Name: Golden Cottage by the SeaBedrooms: 5Bathrooms: 2SleepsMaximum: 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.  Learn more...
Front Beach Condo
Name: Front Beach CondoBedrooms: 2Bathrooms: 1.5SleepsMaximum: 6$1400/mo+ off $1400/wk or $4000/mo 2009*
Rockport! This delightful sunny two bedroom condominium has views of the beach and the ideal location with off street parking for one car, just steps from Front Beach in Rockport as well as in the heart of the best that the village has to offer...  Learn more...
Twilight Cottage
Name: Twilight CottageBedrooms: 3Bathrooms: 2SleepsMaximum: 7$2500/wk summer*
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...
Beacon Hill
Name: Beacon HillBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1500/mo+ YR*
YEAR ROUND: A charming little house set back from the street in downtown Gloucester offers a short walk to the train station, city hall, library, restaurants, harbor and so much more.  Learn more...
Rocky Neck Vista
Name: Rocky Neck VistaBedrooms: 2Bathrooms: 2SleepsMaximum: 6$1500/wk summer; $1200/month + util. win*
This two bedroom two bath home is located in the heart of Gloucester's Rocky Neck which is the oldest art colony in the country. Recent updates to the property only enhance the views from the house which extend over rooftops to Smith's Cove and the harbor  Learn more...
Scallop Cove
Name: Scallop CoveBedrooms: 2Bathrooms: 2SleepsMaximum: 6$2700/wk summer*
Rockport Cottage! This pristine 2 bedroom/2 bath home was carefully designed to provide for your every need from the bright designer kitchen with cathedral ceiling, sitting area and large island great for gathering family & friends, the formal dining room  Learn more...
Arcadia House
Name: Arcadia HouseBedrooms: 3Bathrooms: 3SleepsMaximum: 6$2000/mo + winter; $3000/wk summer*
This wonderful Rockport house, formerly an artist's studio, has recently been renovated into a luxury vacation home. High ceilings, white walls, spacious rooms, harbor views, and plenty of parking are just some of its distinguishing features.  Learn more...
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