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Sort By: NameBedroomsBathroomsSleepsMaximum 
Magnolia Pied a Terre
Name: Magnolia Pied a TerreBedrooms: 2Bathrooms: 1.5SleepsMaximum: 6$1800/month including util.*
Magnolia! 2 minute walk to a sandy beach, this sparkling modern 2 bedroom, 1.5 bath townhouse is in the perfect location for a New England beach vacation. Enjoy breathtaking views of Magnolia Harbor and Gray Beach. Available as a winter rental September 1  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...
King Street Inn
Name: King Street InnBedrooms: 4Bathrooms: 4SleepsMaximum: 10$2000/wk summer*
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...
Cottage on the Lane
Name: Cottage on the LaneBedrooms: 3Bathrooms: 1SleepsMaximum: 6call for off season rates $2500/wk sum*
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...
Brier Neck Lookout
Name: Brier Neck LookoutBedrooms: 4Bathrooms: 2SleepsMaximum: 8$3500/wk summer; $2200/wk Sept/Oct*
Views of the Atlantic Ocean abound from the deck of this recently remodeled cottage, perched on a bold granite outcropping at the highest point of Briar Neck. A short stroll will bring you to Good Harbor, one of Gloucester's finest sandy beaches.  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...
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...
Stowe Farm
Name: Stowe FarmBedrooms: 3Bathrooms: 3SleepsMaximum: 7$6,000/mo summer $5,000/mo shoulder*
Pastoral and privately situated on 200 rolling acres this newly built, 3 bed/3 bath high quality home is part of an historic estate in Essex and close enough to Route 128 to be an easy commute to Boston.  Learn more...
The Galley
Name: The GalleyBedrooms: 0Bathrooms: 1SleepsMaximum: 2$1000/mo+ winter*
Waterfront! Adorable studio cottage right on Smith Cove. Everything you need in one room: a queen bed, a rocking chair sofa, fireplace, stack washer and dryer, new galley kitchen, full bath (tub with shower) and most of all an exquisite verandah with co  Learn more...
Victorian House
Name: Victorian HouseBedrooms: 3Bathrooms: 2SleepsMaximum: 6$2000/wk summer*
Newly renovated with taste and style, this elegant Victorian home is located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Linger on its sweet front porch with harbor views.  Learn more...
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