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Sort By: NameBedroomsBathroomsSleepsMaximum 
Tranquility
Name: TranquilityBedrooms: 4Bathrooms: 3SleepsMaximum: 10$4000/wk summer*
Dock, central airconditioning and swim from home! Bring your boat and dock it in front of this gracious and immaculate waterfront 4 bedroom/3 bath home. Exquisite attention to detail with the emphasis on comfort, relaxation and recreation. WINTER available  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...
Labor of Love
Name: Labor of LoveBedrooms: 5Bathrooms: 3.5SleepsMaximum: 11$2650/wk + $750/wk for apartment*
Air conditioning! This immaculate and gracious 4+ bed/3+ bath Rockport village home has been completely renovated with taste and style. Walk to the charming shops, galleries. restaurants and beaches of Rockport village! New granite kitchen and additional  Learn more...
Orchard Ledge
Name: Orchard LedgeBedrooms: 1Bathrooms: 1SleepsMaximum: 2$1000/wk summer*
This charming, immaculate year round private entrance apartment is attached to a lovely home in an estate setting in idyllic East Gloucester.  Learn more...
Rosemarc House
Name: Rosemarc HouseBedrooms: 3Bathrooms: 3.5SleepsMaximum: 6$6000/week*
Good Harbor BEACHFRONT! Private access to beach directly from this elegant 3 bedroom/3.5 bath contemporary with custom granite kitchen, home gym, and the best views and beach access on Cape Ann. This is the beach house you have been waiting for-call today!  Learn more...
Windward
Name: WindwardBedrooms: 4Bathrooms: 3SleepsMaximum: 8$7000/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...
Monarch Glen
Name: Monarch GlenBedrooms: 3Bathrooms: 1.5SleepsMaximum: 6$1800/mo+ winter; $2000/wk summer*
Less than half a mile from Gloucester's sandy Good Harbor Beach, this delightful property is nestled on a quiet half acre wooded lot, making it a perfect respite on a hot summer day!  Learn more...
Post & Beam
Name: Post & BeamBedrooms: 3Bathrooms: 3SleepsMaximum: 8$2750/wk summer*
This very special, private & lovely, owner-built, post & beam house is centrally located in historic and quaint downtown Rockport, offering a surprisingly spacious living area for your ideal vacation getaway!  Learn more...
The Galley
Name: The GalleyBedrooms: 0Bathrooms: 1SleepsMaximum: 2$950/wk summer*
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...
Babcock Cottage
Name: Babcock CottageBedrooms: 2Bathrooms: 2SleepsMaximum: 5$1400/wk summer; $1200/month + winter*
Just steps from Rockport's Old Garden Beach, this sweet Cape Ann property awaits you! Set up for simple summer living, its location is perfect for a casual stroll to town or over to the school complex for a game of tennis.  Learn more...
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