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Sort By: NameBedroomsBathroomsSleepsMaximum 
Beach Stone Cottage
Name: Beach Stone CottageBedrooms: 3Bathrooms: 2SleepsMaximum: 6$2000/month plus utilties*
Good Harbor Beach! Updated and comfortable with views this 3 bedroom/2 full bath home boasts a large modern kitchen, two spacious sitting rooms a private yard-all just feet off the white sands of Good Harbor Beach.  Learn more...
Twilight Cottage
Name: Twilight CottageBedrooms: 3Bathrooms: 2SleepsMaximum: 7$1600/mo+ utilities*
This 3+ bedroom/2 bath pristine cottage on Gloucester's picturesque Briar Neck overlooks and is steps from the white sands of Long Beach. The popular Good Harbor Beach is also just a short stroll away.  Learn more...
Bass Rocks
Name: Bass RocksBedrooms: 1Bathrooms: 1.5SleepsMaximum: 2$4800/mo, $1200/wk summer*
Tucked away behind the friendly owner's home, this attached East Gloucester cottage is a perfect retreat after a day of lounging on Good Harbor Beach, less than 1/4 mile away. Its separate driveway, perennial gardens and lawn provide shade and privacy.  Learn more...
Robin's Nest
Name: Robin's NestBedrooms: 4Bathrooms: 3SleepsMaximum: 10$2500/week summer, $2000 spring/fall*
This 1850 colonial is tucked away on Rockport's famous Bearskin Neck. Nestle into a one-of-a-kind four bedroom home that affords glorious views of "Old Harbor" and Sandy Bay from three decks.  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...
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...
West Wind
Name: West WindBedrooms: 4Bathrooms: 2SleepsMaximum: 9$3500/wk summer*
Overlooking the Ipswich Bay in Annisquam, this tastefully renovated ranch is comfortable and pretty with some of the best views on Cape Ann!  Learn more...
Sunset Cottage
Name: Sunset CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1850/wk summer, monthly rates available*
Named for the magnificent sunsets that can be enjoyed from inside on the sun porch, or outside on one of two decks, this delightful and completely renovated waterfront cottage is in Gloucester's relaxed Riverdale district.  Learn more...
Wonson Cove
Name: Wonson CoveBedrooms: 4Bathrooms: 2SleepsMaximum: 8$1950/mo+ winter ($1800/wk) $3500/wk*
Waterfront! Swim from house! Views of Eastern Point and picturesque Dog Bar Breakwater! Lighthouses! Sunrise!You can experience all of these exclamations and never leave the Rocky Neck waterfront vacation home!  Learn more...
Captain's Cottage
Name: Captain's CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1,500*
This delightful pine-paneled cottage is located on a quiet Rockport lane just steps from Cape Hedge Beach. From its sun room/sleeping porch, you can enjoy views of the Atlantic or walk across the private footbridge to the beach.  Learn more...
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