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Sort By: NameBedroomsBathroomsSleepsMaximum 
Beverly Waterfront Townhouse
Name: Beverly Waterfront TownhouseBedrooms: 3Bathrooms: 2.5SleepsMaximum: 4$1800/month plus utilities, Year-round*
Luxurious harborview townhouse boasting over 2000 sqare feet of living space with 3+ bedrooms, 2.5 baths, 3 decks and even a private yard and garden. Available to rent as an unfurnished year round rental...Life is Good!  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...
Wingaersheek Summertime
Name: Wingaersheek SummertimeBedrooms: 3Bathrooms: 1.5SleepsMaximum: 6$3500/wk*
Wingaersheek Beach! This classic 50's beach house is just 75 yards to the sands of Wingaersheek's private beach. It has three bedrooms, one bath, beach shower and sleeps 6. Open concept living room with fireplace, dining room and kitchen.  Learn more...
The Grey House
Name: The Grey HouseBedrooms: 5Bathrooms: 4SleepsMaximum: 8$2750/wk summer*
This completelly renovated house in lovely Manchester-by-the-Sea has hardwood floors throughout, 5 bedrooms and 4 full sparkling new baths, a new granite kitchen, living room with two sided fireplace, dining area, and a large screen porch.  Learn more...
Victorian House
Name: Victorian HouseBedrooms: 3Bathrooms: 2SleepsMaximum: 6$2600/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...
Red Roof
Name: Red RoofBedrooms: 5Bathrooms: 2.75SleepsMaximum: 10Speak to your realtor*
A.Piatt Andrew Jr.(1873-1936) visionary, statesman, Harvard Economist, officer of WWI as well as architect and designer of the waterfront gem he called “Red Roof” on Gloucester’s Eastern Point. The visitor is offered a glimpse of his intensity of vision...  Learn more...
Hobbs Court
Name: Hobbs CourtBedrooms: 2.5Bathrooms: 1.5SleepsMaximum: 4$1500/mo + utilities Year Round*
Situated on a quiet cul de sac in Essex, this completely renovated and lead free 2 plus bedroom/1.5 bath year round home awaits you! Gleaming hardwood floors grace the living and formal dining rooms while the NEW stainless steel kitchen is tiled.  Learn more...
Thorwald by-the-Sea
Name: Thorwald by-the-SeaBedrooms: 2Bathrooms: 1.5SleepsMaximum: 4$1300/mo+ util. (available winter only)*
This delightful two level townhouse has peekaboo ocean views from the first floor and nice views of Good Harbor Beach and the famous twin lighthouses of Rockport beyond for the second, and the unit is less than one block from the beach!  Learn more...
Star of the Sea
Name: Star of the SeaBedrooms: 3Bathrooms: 3SleepsMaximum: 8$3000/week*
Long Beach! Walk to two of Cape Ann's finest sandy beaches, restaurants and even an ice cream store from this tastefully and comfortably furnished three bedroom, three bath contemporary home. The perfect location for your ultimate Cape Ann vacation!  Learn more...
Gott House
Name: Gott HouseBedrooms: 3Bathrooms: 1.5SleepsMaximum: 4$1500/mo plus utilities*
A charming in-town colonial built by one of the original settlers of Rockport sits serenely on a quiet side street in this lovely seaside village.  Learn more...
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