| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Belle View
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| Name: Belle View | Bedrooms: 6 | Bathrooms: 5 | SleepsMaximum: 18 | $2950-$6500/wk or $3000/mo + off* |
| This spacious and gracious center stair colonial offers incredible versatility to suit your specific vacation needs. The house can be rented in various incarnations to sleep from 8 to 16+ people, making it the perfect getaway.
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Resthaven
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| Name: Resthaven | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2200/wk* |
| Rockport! This four bedroom 1.5 bath home is named well as it is a spacious and comfortable family home, located just one block from Old Garden Beach as well as just outside of the village with all its attractions.
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Ingomar at Rockaway Condominiums
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| Name: Ingomar at Rockaway Condominiums | Bedrooms: 3 | Bathrooms: 3.5 | SleepsMaximum: 4 | $25K/month of July* |
| Delightful free standing home on the grounds of the Rockaway Condominium complex. Exceptional views of Gloucester Harbor and Ten Pound Island.
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Cleveland Place Condo
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| Name: Cleveland Place Condo | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $950/mo + util.* |
| This immaculate one bedroom condominium is on the second floor of the complex. Located on a quiet dead end street, the unit has gleaming hardwood throughout a granite kitchen with an island and stainless appliances.
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Belle View Suite
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| Name: Belle View Suite | Bedrooms: 0.5 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo includes util. or $1200/wk* |
| This delightful and sunny guest suite sleeps up to four in the queen sleeper and double futon. Efficiently compact the suite offers many of the amenities of a home including a full kitchen, a full bathroom with a shower, private deck...
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Good Harbor Hideaway
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| Name: Good Harbor Hideaway | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 6 | $1800/mo+ winter* |
| This delightful newer Gloucester home is just a stone's throw to Good Harbor Beach. Set on a quiet residential lane, it offers ocean views across a scenic marsh.
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Wiley's Way
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| Name: Wiley's Way | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/week* |
| A charming cottage located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Two bedrooms and 1.5 baths. Enjoy the great room and the private and enclosed outside area with seating for four and a grill.
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Brier Neck Lookout
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| Name: Brier Neck Lookout | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 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.
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Wonson Cove
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| Name: Wonson Cove | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $1950/mo+ winter ($1800/wk) $3500/wk* |
| Waterfront! Swim from house! Views of Eastern Point and picturesque Dog Bar Breakwater! Lighthouses! Sunrise!You can experience all of these exclamations and never leave the Rocky Neck waterfront vacation home!
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Wonson Cove Front
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| Name: Wonson Cove Front | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 5 | $1800/wk sum; $1500/mo+ winter* |
| From the shaded porch of this newly renovated property, you can enjoy your al fresco meals with the shores of Wonson's Cove just beyond. Newly polished hardwood floors and open floor plan give this a light and sunfilled feeling. The living room has a firep
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