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Sort By: NameBedroomsBathroomsSleepsMaximum 
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...
Plum Cove
Name: Plum CoveBedrooms: 5Bathrooms: 3.5SleepsMaximum: 10$1800/mo+ winter $3000/wk summer*
This recently renovated colonial a short walk from Plum Cove beach has four bedrooms, 2.5 full baths AND a guest unit with bedroom, full bath, and sitting room with pullout sofa on the lower level. Large sun room overlooks grassy back yard adds to the cha  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...
The Hideout
Name: The HideoutBedrooms: 3Bathrooms: 1SleepsMaximum: 4$1150/week*
Bring your boat and swim from this immaculate cottage that makes you feel as if you are floating in a well appointed vessel not only because of the view, but also the ingenious use of space, with many built-ins and the overall innovative decor.  Learn more...
Emerson Cottage
Name: Emerson CottageBedrooms: 3Bathrooms: 1.5SleepsMaximum: 6$3500/wk July, $3900/wk August*
This charming 3 bedroom/1.5 bath home in the Pigeon Cove section of Rockport has glorious views of Sandy Bay. Sit on the spacious wraparound porch, in the hot tub large enough for six, or splash in the freshwater pool next door at the Inn...  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...
Carrie Lane House
Name: Carrie Lane HouseBedrooms: 3Bathrooms: 2SleepsMaximum: 5$1800/mo plus utilities year round*
This custom built 3 bedroom 2 bath home has many wonderful and unique features and is in excellent condition making it the right choice for your year round rental home. $1800/mo plus utilities year round.  Learn more...
Via Benevento
Name: Via BeneventoBedrooms: 2Bathrooms: 2.5SleepsMaximum: 4$2200/month plus util. year round*
FURNISHED YEAR ROUND RENTAL: Newly constructed 2 bedroom, 2.5 bath condominium in the historic West End of Main Street in downtown Gloucester...  Learn more...
The Enclave
Name: The EnclaveBedrooms: 4Bathrooms: 2.5SleepsMaximum: 6$3000/mo plus utilities*
This stunning waterfront four bedroom contemporary is situation directly on the eastern shore of Gloucester Harbor and is available for year round rental. Swim from the property or paddle your kayak right from home.  Learn more...
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