| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Garden by the Sea
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| Name: Garden by the Sea | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $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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Beach Stone Cottage
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| Name: Beach Stone Cottage | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $3200/wk or $12K/mo* |
| Good Harbor Beach! Updated and comfortable with views this 3 bedroom/2 full bath home boasts a large modern kitchen, two spacious sitting rooms a private yard-all just feet off the white sands of Good Harbor Beach.
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Addison Proctor House Condo
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| Name: Addison Proctor House Condo | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 9 | $2500/wk or $2000/multiple wks* |
| Enjoy stunning views of Gloucester’s outer harbor from this recently restored, elegant 3 bedroom/2.5 bath condominium located on historic Stacey Boulevard. Tastefully furnished with all the modern amenities-you'll never want to leave Cape Ann!
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Cottage by the Sea
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| Name: Cottage by the Sea | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2800-3200/wk summer* |
| This lovely 3 bedroom colonial sits on a quiet lane in Rockport's Pigeon Cove and offers sweeping views of Sandy Bay from the new deck. Guests of the house have use of the world class Ralph Waldo Emerson Inn's amenities.
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Breakwater House
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| Name: Breakwater House | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $3850/wk summer* |
| Direct Waterfront! This spectacularly situated 3 bedroom/3 bath immaculate home is perched on the edge of the Atlantic Ocean in the serene "Avenues" section of Rockport.
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Gull Cottage
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| Name: Gull Cottage | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2500/wk* |
| Views abound from this beautiful home in Gloucester's quiet Magnolia district which has been graciously decorated with style and flair and a constant mind for comfort. Floor to ceiling windows, three air conditioned bedrooms and 1.5 baths.
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Hobbs Court
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| Name: Hobbs Court | Bedrooms: 2.5 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/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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Little Red House
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| Name: Little Red House | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $1200/wk or $4000/mo summer* |
| Enjoy this comfortable 3 bedroom, 1 full bath colonial just steps away from Gloucester's historic Stage Fort Park which was once a landing place for pirates, now a venue for free concerts, fireworks and so mucn more!
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Annisquam Lookout
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| Name: Annisquam Lookout | Bedrooms: 4 | Bathrooms: 1 | SleepsMaximum: 7 | $1200/month plus utilities* |
| This is a delightful find tucked into a lovely corner of Gloucester's Annisquam district. The bright and airy ground floor has lots of light and great views of Ipswich Bay.
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Bass Rocks
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| Name: Bass Rocks | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $4800/mo, $1200/wk summer* |
| Tucked away behind the friendly owner's home, this attached East Gloucester cottage is a perfect retreat after a day of lounging on Good Harbor Beach, less than 1/4 mile away. Its separate driveway, perennial gardens and lawn provide shade and privacy.
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