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Sort By: NameBedroomsBathroomsSleepsMaximum 
Labor of Love
Name: Labor of LoveBedrooms: 4Bathrooms: 2.5SleepsMaximum: 7$2750/wk*
Air conditioning! This immaculate and gracious 4+ bed/2.5 bath Rockport village home has been completely renovated with taste and style. Walk to the charming shops, galleries. restaurants and beaches. New granite kitchen and wonderful private yard.  Learn more...
Changing Tides
Name: Changing TidesBedrooms: 3Bathrooms: 2SleepsMaximum: 5$1200/month + winter; $1900/week summer*
Situated on the shores of the tidal Mill River on a shaded lot of nearly one acre in Gloucester's watery Riverview district, this newly renovated property has a private dock and float. Swim, fish, or row in the dinghy left for your use.  Learn more...
Poet's Cove
Name: Poet's CoveBedrooms: 2Bathrooms: 1.5SleepsMaximum: 4$1500/wk summer*
Extraordinary views of Sandy Bay from this 2 bedroom 'half a house' in Rockport's quiet and lovely 'Avenues' area of Pigeon Cove have been known to stimulate the poetic side of its inhabitants.  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...
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...
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...
Wonson Cove Back
Name: Wonson Cove BackBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1100 month plus utilities Year Round*
Enjoy the privacy of a cul de sac on Rocky Neck with access to the water. This newly refurbished condo unit is attached to Front Cove.  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...
English Sea Gardens
Name: English Sea GardensBedrooms: 3Bathrooms: 1.5SleepsMaximum: 7$1500/month + util. winter; $2900/wk sum*
Swimming pool! Old World charm describes this delightful three bedroom cottage nestled at the edge of a two acre oceanside estate. Thoughtfully furnished by its decorator owner, the cottage has a large eat-in fully applianced kitchen.  Learn more...
Harry's Hideaway
Name: Harry's HideawayBedrooms: 2Bathrooms: 1SleepsMaximum: 2$1100/month+*
Rockport Year round! This quaint and historic 2 bed/1 bath year round rental home is in town, but feels like it is in the country! You don't need a car to live at this property as the train, shopping and two beaches are all within a 5 miniute walk...  Learn more...
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