| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Star of the Sea
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| Name: Star of the Sea | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $3000/week* |
| Long Beach! Walk to two of Cape Ann's finest sandy beaches, restaurants and even an ice cream store from this tastefully and comfortably furnished three bedroom, three bath contemporary home. The perfect location for your ultimate Cape Ann vacation!
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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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King Street Inn
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| Name: King Street Inn | Bedrooms: 4 | Bathrooms: 4 | SleepsMaximum: 10 | $2000/wk summer* |
| Rockport! Steps off of Front Beach! Sleeps 10! This 4 bedroom 4 bath home is located on a lovely historic street in the picturesque village of Rockport within walking distance to the many shops, restaurants and galleries. Each bedroom has a kitchenette an
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Front Beach Condo
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| Name: Front Beach Condo | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1400/mo+ winter (3 month minimum)* |
| Rockport! This delightful sunny two bedroom condominium has views of the beach and the ideal location with off street parking for one car, just steps from Front Beach in Rockport as well as in the heart of the best that the village has to offer...
There i
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Cambourne Ledge
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| Name: Cambourne Ledge | Bedrooms: 5 | Bathrooms: 5.5 | SleepsMaximum: 10 | $8000/wk summer, $4000/mo+ winter* |
| Privacy abounds at this elegant estate on the 'Gold Coast' of Rockport, built circa 1860,which has benefitted over the years from tasteful modernizations of the highest standard. Lovely views of Henry's Pond and the Atlantic. Heated pool and tennis court.
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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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Bass Rocks
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| Name: Bass Rocks | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $1000/mo+ winter* |
| 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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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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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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The Enclave
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| Name: The Enclave | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 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.
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