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Sort By: NameBedroomsBathroomsSleepsMaximum 
The Red House
Name: The Red HouseBedrooms: 3Bathrooms: 2SleepsMaximum: 5$1800/wk summer*
Walk to Singing Beach (1/2 mile) or into town (1 mile) from this sweet, newly refurbished comfortable home in the incomparable Smith's Point area of lovely Manchester-by-the Sea.  Learn more...
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...
Windward
Name: WindwardBedrooms: 4Bathrooms: 3SleepsMaximum: 8$7500/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...
Brightside Cottage
Name: Brightside CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 6$1000/month+ winter*
Only a half-mile (an easy walk) to the pristine white sands of Gloucester's Good Harbor Beach, this immaculate 2 bedroom ranch house comfortably sleeps six. Located in a quiet neighborhood the cottage is the perfect place to wind down after a long day at  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...
Lenart House
Name: Lenart HouseBedrooms: 4Bathrooms: 1.5SleepsMaximum: 7$1200-2100/wk 2 week minimum*
This turn of the century farmhouse is set on over an acre of privacy in Rockport's peaceful and salty South End. It has the ambiance of rural country with its classic New England fieldstone walls and interior fireplace.  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...
English Sea Gardens
Name: English Sea GardensBedrooms: 3Bathrooms: 1.5SleepsMaximum: 7$1500/month + util. winter; $2900/wk sum*
Swimming pool! Old World charm describes this delightful three bedroom cottage nestled at the edge of a two acre oceanside estate. Thoughtfully furnished by its decorator owner, the cottage has a large eat-in fully applianced kitchen.  Learn more...
Driftwood at Niles Beach
Name: Driftwood at Niles BeachBedrooms: 4Bathrooms: 1.5SleepsMaximum: 8$1900/month plus util. winter*
Rent the property featured in the Globe summer spectacular! This newly and completely renovated East Gloucester four bedroom home is less than 100 steps from sandy Niles Beach. Enjoy the views of Gloucester Harbor from almost every room.  Learn more...
One Particular Harbor
Name: One Particular HarborBedrooms: 3Bathrooms: 2SleepsMaximum: 4year round $1250/mo + util.*
Enjoy comfort and space in this immaculate 3 bedroom, 2 full bath townhouse which is located in the heart of picturesque Rockport village, steps from her delightful shops, restaurants, galleries and harbor.  Learn more...
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