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Sort By: NameBedroomsBathroomsSleepsMaximum 
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...
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...
Too Beach!
Name: Too Beach!Bedrooms: 3Bathrooms: 1SleepsMaximum: 8$890/mo+ winter; $2200/wk sum*
"Location, location, location." Good Harbor Beach! This delightful 3 bedroom/1 bath cottage is almost on the sands of Gloucester's most coveted beach.  Learn more...
Beach Walk
Name: Beach WalkBedrooms: 1Bathrooms: 1SleepsMaximum: 3$1000/wk summer $1000+ winter*
Step out the door, walk over the Good Harbor Beach Footbridge and voila! you are there! Sun, sand, surf---all in a minute and just outside your door. Leave your car in the driveway and enjoy summer!  Learn more...
Ingomar at Rockaway Condominiums
Name: Ingomar at Rockaway CondominiumsBedrooms: 3Bathrooms: 3.5SleepsMaximum: 4$25K/month of July*
Delightful free standing home on the grounds of the Rockaway Condominium complex. Exceptional views of Gloucester Harbor and Ten Pound Island.  Learn more...
Wessex Cottage
Name: Wessex CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1350/month plus utilities*
This enchanting 2 bedroom/1 bath, single level cape is a five minute walk from 2 beautiful beaches in Rockport's charming South End. There are ocean views, and a large lot with plenty of Cape Ann's signature granite outcroppings.  Learn more...
King Street Inn
Name: King Street InnBedrooms: 4Bathrooms: 4SleepsMaximum: 10$2000/wk summer $650-2000/mo off season*
Rockport! Steps off of Front Beach! Sleeps 10! This 4 bedroom 4 bath home is located on a lovely historic street in the picturesque village of Rockport within walking distance to the many shops, restaurants and galleries. Each bedroom has a kitchenette an  Learn more...
Mrs. Browne's Garden House
Name: Mrs. Browne's Garden HouseBedrooms: 3Bathrooms: 2.5SleepsMaximum: 6$1500/mo + util*
South end of Rockport with tranquility and privacy, but just a mile from town and commuter train and everything the quaint village has to offer. Comfortable home with 3 beds/2.5 baths family room, living room and wonderful mature grounds.  Learn more...
Seascape
Name: SeascapeBedrooms: 3Bathrooms: 2SleepsMaximum: 2$1750/mo plus utilties*
This immaculate 3 bedroom/ 2 full bath apartment in the heart of historic Rockport village has been impeccably maintained. The unit is so spacious, sunny and well laid out that it feels more like a house than an apartment.  Learn more...
Resthaven
Name: ResthavenBedrooms: 4Bathrooms: 1.5SleepsMaximum: 6$2200/wk*
Rockport! This four bedroom 1.5 bath home is named well as it is a spacious and comfortable family home, located just one block from Old Garden Beach as well as just outside of the village with all its attractions.  Learn more...
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