| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Brightside Cottage
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| Name: Brightside Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 6 | $1000/month+ winter* |
| Only a half-mile (an easy walk) to the pristine white sands of Gloucester's Good Harbor Beach, this immaculate 2 bedroom ranch house comfortably sleeps six. Located in a quiet neighborhood the cottage is the perfect place to wind down after a long day at
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Hobbs Court
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| Name: Hobbs Court | Bedrooms: 2.5 | Bathrooms: 1.5 | SleepsMaximum: 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.
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Seven Knots
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| Name: Seven Knots | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $2000/mo includes util or $32K for summe* |
| Standing in the living room of this cottage is just as close to be floating as one can be without a boat! Spectacular views from every corner of the house.
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Oak Island
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| Name: Oak Island | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $1600/mo including heat and electric* |
| This one-of-a-kind space was lovingly built to be an art studio, therefore it has wonderful light, lines and high design as well as inspiring views to the artist and layperson alike.
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Beacon Hill
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| Name: Beacon Hill | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo+ YR* |
| YEAR ROUND: A charming little house set back from the street in downtown Gloucester offers a short walk to the train station, city hall, library, restaurants, harbor and so much more.
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Riggs Point
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| Name: Riggs Point | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 10 | $1600/mo + winter $2750/wk summer* |
| Sparkling new, this riverfront home offers spectacular sunset views as well as swimming and boating directly from the property. This 4 bedroom centrally airconditioned home is situated at the end of a dead end street with views of Wingaersheek Beach.
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Viking Haven
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| Name: Viking Haven | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $1900month + utilities* |
| Beautiful, completely and newly renovated, Lanesville home with ocean views from both floors. This three bedroom, two bath home is located on a street dead ending at the ocean. It is close to Plum Cove, Lane's Cove and Folly Cove.
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Garden by the Sea
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| Name: Garden by the Sea | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1000/mo + winter; $1250/wk summer* |
| Relax and enjoy the wonderful views looking out over Gloucester's beautiful Good Harbor Beach and Thachers Island from this bright and delightfully furnished two bedroom apartment.
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Monarch Glen
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| Name: Monarch Glen | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1495/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!
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Eastern Point Ocean Vista
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| Name: Eastern Point Ocean Vista | Bedrooms: 5 | Bathrooms: 3 | SleepsMaximum: 10 | $5000/wk summer (Friday)* |
| New listing-Pool! Air conditioning! Located on Gloucester's prestigious Eastern Point, Eastern Point Ocean Vista offers views, privacy and passes to beautiful Brace Cove, a sandy beach in walking distance of the house. 5 bedrooms, 3 full baths...
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