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Sort By: NameBedroomsBathroomsSleepsMaximum 
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...
Harbor View Suite
Name: Harbor View SuiteBedrooms: 1Bathrooms: 1SleepsMaximum: 2$1200/wk*
This delightful pied-a-terre will please the most discerning guest. Spectacular views of Rockport Harbor, and the world famous Motif Number One.  Learn more...
Driftwood Back Bay at Niles Beach
Name: Driftwood Back Bay at Niles BeachBedrooms: 1Bathrooms: 1SleepsMaximum: 6$1200/month + util. winter*
Rent the property featured in the Globe summer spectacular! This brand new East Gloucester cottage is less than 100 steps to sandy Niles Beach. It offers a large living room with cathedral ceiling with door to deck, one bedroom, a loft and a full bath.  Learn more...
Wingaersheek Summertime
Name: Wingaersheek SummertimeBedrooms: 3Bathrooms: 1.5SleepsMaximum: 6$3500/wk*
Wingaersheek Beach! This classic 50's beach house is just 75 yards to the sands of Wingaersheek's private beach. It has three bedrooms, one bath, beach shower and sleeps 6. Open concept living room with fireplace, dining room and kitchen.  Learn more...
Annisquam Lookout
Name: Annisquam LookoutBedrooms: 4Bathrooms: 1SleepsMaximum: 7$1200/month plus utilities*
This is a delightful find tucked into a lovely corner of Gloucester's Annisquam district. The bright and airy ground floor has lots of light and great views of Ipswich Bay.  Learn more...
Little Red House
Name: Little Red HouseBedrooms: 3Bathrooms: 1SleepsMaximum: 5$1200/wk summer; $1200/mo + util. winter*
Enjoy this comfortable 3 bedroom, 1 full bath colonial just steps away from Gloucester's historic Stage Fort Park which was once a landing place for pirates, now a venue for free concerts, fireworks and so mucn more!  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...
Tranquility
Name: TranquilityBedrooms: 4Bathrooms: 3SleepsMaximum: 10$4000/wk summer*
Dock, central airconditioning and swim from home! Bring your boat and dock it in front of this gracious and immaculate waterfront 4 bedroom/3 bath home. Exquisite attention to detail with the emphasis on comfort, relaxation and recreation. WINTER available  Learn more...
Harborfront Condominium
Name: Harborfront CondominiumBedrooms: 2Bathrooms: 1.5SleepsMaximum: 4SUMMER 2009 $1950/week*
Manchester waterviews! This aptly named 2 bedroom/1.5 bath condominium overlooks picturesque Manchester Harbor and is within steps of everything the village has to offer great restaurants, shops, galleries...  Learn more...
Sea Street
Name: Sea StreetBedrooms: 3Bathrooms: 1.5SleepsMaximum: 6$1800/mo + utilities*
Manchester-by-the-Sea! This bright, newly renovated 3 bed/1.5 bath half a house is a short walk to the white sands of Singing Beach and 1 block from Manchester-by-the-Sea's famous sailboat-filled harbor.  Learn more...
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