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Sort By: NameBedroomsBathroomsSleepsMaximum 
Breakwater House
Name: Breakwater HouseBedrooms: 3Bathrooms: 3SleepsMaximum: 8$4000/wk summer*
Direct Waterfront! This spectacularly situated 3 bedroom/3 bath immaculate home is perched on the edge of the Atlantic Ocean in the serene "Avenues" section of Rockport.  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...
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...
Belle View
Name: Belle ViewBedrooms: 6Bathrooms: 5SleepsMaximum: 18$2950-$6500/wk or $3000/mo + off*
This spacious and gracious center stair colonial offers incredible versatility to suit your specific vacation needs. The house can be rented in various incarnations to sleep from 8 to 16+ people, making it the perfect getaway.  Learn more...
Upper House
Name: Upper HouseBedrooms: 2Bathrooms: 2SleepsMaximum: 3$1600/mo plus util*
This brand new waterfront home, located on a private family compound in Gloucester's Bay View district, was built to the highest standard. it boasts exceptional views of Ipswich Bay, with its glorious sunsets, from both levels.  Learn more...
Cambourne Ledge
Name: Cambourne LedgeBedrooms: 5Bathrooms: 5.5SleepsMaximum: 10$8000/wk summer, $4000/mo+ winter*
Privacy abounds at this elegant estate on the 'Gold Coast' of Rockport, built circa 1860,which has benefitted over the years from tasteful modernizations of the highest standard. Lovely views of Henry's Pond and the Atlantic. Heated pool and tennis court.  Learn more...
Changing Tides
Name: Changing TidesBedrooms: 3Bathrooms: 2SleepsMaximum: 5$1200/month + winter; $1900/week summer*
Situated on the shores of the tidal Mill River on a shaded lot of nearly one acre in Gloucester's watery Riverview district, this newly renovated property has a private dock and float. Swim, fish, or row in the dinghy left for your use.  Learn more...
Rockport Village House
Name: Rockport Village HouseBedrooms: 3Bathrooms: 2.5SleepsMaximum: 8$1800/wk summer; $1200/week winter*
This immaculate and charming village gem offers versatility, style and convenience. A short walk to all that Rockport has to offer this 3 bedroom/ 2.5 bath home has quaint historic details, yet offers all modern conveniences and comforts with newly remode  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...
Bates Cottage
Name: Bates CottageBedrooms: 3Bathrooms: 1SleepsMaximum: 5$9500 for summer season*
This utterly sweet cottage in Rockport's beautiful Folly Cove district gives you the feeling that you are residing in the year 1805. It is bright and sunny with access to a swimming cove and shared deck overlooking the water.  Learn more...
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