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Wiley's Way
Name: Wiley's WayBedrooms: 2Bathrooms: 1.5SleepsMaximum: 4$1600/week*
A charming cottage located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Two bedrooms and 1.5 baths. Enjoy the great room and the private and enclosed outside area with seating for four and a grill.  Learn more...
The Galley
Name: The GalleyBedrooms: 0Bathrooms: 1SleepsMaximum: 2$1000/mo+ winter; $950/week summer*
Waterfront! Adorable studio cottage right on Smith Cove. Everything you need in one room: a queen bed, a rocking chair sofa, fireplace, stack washer and dryer, new galley kitchen, full bath (tub with shower) and most of all an exquisite verandah with co  Learn more...
Upper Beach Walk
Name: Upper Beach WalkBedrooms: 3Bathrooms: 1SleepsMaximum: 3$1200/mo+ util. avail. winter only*
Winter! Steps away from the Good Harbor Beach foot bridge, this bright and sunny second floor three bedroom, one bath unit offers comfort and convenience.  Learn more...
The Hideout
Name: The HideoutBedrooms: 3Bathrooms: 1SleepsMaximum: 4$1150/week summer $1000/week spring/fall*
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...
Magnolia Pied a Terre
Name: Magnolia Pied a TerreBedrooms: 2Bathrooms: 1.5SleepsMaximum: 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  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...
Harbor Breezes
Name: Harbor BreezesBedrooms: 2Bathrooms: 1SleepsMaximum: 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...
Nautilus House
Name: Nautilus HouseBedrooms: 3Bathrooms: 2.5SleepsMaximum: 6$1600/mo plus utilities*
Location! Location! Location! Walk out the door of this newly remodeled beach townhouse, cross over the footbridge and voila you are on Good Harbor Beach, one of Gloucester's finest beaches. Views abound from almost every room. From the ample deck and sc  Learn more...
Star of the Sea
Name: Star of the SeaBedrooms: 3Bathrooms: 3SleepsMaximum: 8$3000/week*
Long Beach! Walk to two of Cape Ann's finest sandy beaches, restaurants and even an ice cream store from this tastefully and comfortably furnished three bedroom, three bath contemporary home. The perfect location for your ultimate Cape Ann vacation!  Learn more...
Monarch Glen
Name: Monarch GlenBedrooms: 3Bathrooms: 1.5SleepsMaximum: 6$1495/mo+ winter; $2000/wk summer*
Less than half a mile from Gloucester's sandy Good Harbor Beach, this delightful property is nestled on a quiet half acre wooded lot, making it a perfect respite on a hot summer day!  Learn more...
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