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Sort By: NameBedroomsBathroomsSleepsMaximum 
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...
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...
Windward
Name: WindwardBedrooms: 4Bathrooms: 3SleepsMaximum: 8$7000/wk summer*
Beachfront! The white sands of Long Beach await you just steps from this spectacular four bedroom three bath contemporary treasure! Boasting expansive views of the world famous Twin Lighthouses of Rockport and beyond to the open Atlantic...  Learn more...
Sea Queen Condo
Name: Sea Queen CondoBedrooms: 2Bathrooms: 2SleepsMaximum: 4$2200/week (four week min.)*
This brand new, immaculate 2 bedroom/2 bath condominium offers all the high end amenities and is just one short block from Good Harbor Beach! Central airconditioning, Hardwood and tile and gleaming granite kitchen and baths, gas fireplaced living room...  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$1800/wk summer*
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...
SeaCrest Estate
Name: SeaCrest EstateBedrooms: 8Bathrooms: 7.5SleepsMaximum: 14please inquire*
This spectacular 4.2 acre estate on Manchester-by-the Sea's lovely Smiths Point offers the ultimate in oceanfront luxury and the perfect surroundings for your wedding or special event.  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...
Granite Courtyard
Name: Granite CourtyardBedrooms: 1Bathrooms: 1SleepsMaximum: 2$800-900/wk*
This imaginatively decorated home, charmingly located in Rockport's quaint Pigeon Cove neighborhood, is built on the site of a former ox barn, to create a unique vacation retreat.  Learn more...
Squam Rock
Name: Squam RockBedrooms: 4Bathrooms: 2SleepsMaximum: 8$1300/month plus utilities*
WINTER RENTAL AVAILABLE SEPTEMBER 11TH TO MAY 31, 2009. This lovely, antique, three plus bedroom house has glimpses of Lobster Cove since it sits at the head of the picturesque harbor in Gloucester's historic village of Annisquam.  Learn more...
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