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Sort By: NameBedroomsBathroomsSleepsMaximum 
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...
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...
Cottage on the Lane
Name: Cottage on the LaneBedrooms: 3Bathrooms: 1SleepsMaximum: 6$2500 for 2 weeks or $2750 for one week*
Leave your car in the driveway of this newly renovated and completely refurbished oceanview home and enjoy Cape Ann. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.  Learn more...
Annie's Place
Name: Annie's PlaceBedrooms: 3Bathrooms: 1SleepsMaximum: 6$1200/week summer*
This delightful home in Gloucester's picturesque Bay View district and is full of sun and warmth. A five minute walk brings you to the neighborhood beach of Plum Cove which along with great swimming offers a good chance of a tiny hermit crab sighting.  Learn more...
Driftwood at Niles Beach
Name: Driftwood at Niles BeachBedrooms: 4Bathrooms: 1.5SleepsMaximum: 8$2900/week summer*
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...
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...
Belle View Suite
Name: Belle View SuiteBedrooms: 0.5Bathrooms: 1SleepsMaximum: 4$1200/mo includes util. or $1200/wk*
This delightful and sunny guest suite sleeps up to four in the queen sleeper and double futon. Efficiently compact the suite offers many of the amenities of a home including a full kitchen, a full bathroom with a shower, private deck...  Learn more...
Bass Rocks
Name: Bass RocksBedrooms: 1Bathrooms: 1.5SleepsMaximum: 2$4800/month 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...
West Wind
Name: West WindBedrooms: 4Bathrooms: 2SleepsMaximum: 9$3500/wk summer/ $2200/mo+ winter*
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...
Parker House
Name: Parker HouseBedrooms: 4Bathrooms: 2SleepsMaximum: 6$1800/mo plus utilities*
This newly renovated 4 bedroom Gloucester home is located within a stone's throw of the shores of the Mill River. The neighborhood beach is steps away where you can swim or put in your kayak.  Learn more...
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