| 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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Ingomar at Rockaway Condominiums
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| Name: Ingomar at Rockaway Condominiums | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 4 | $1500/mo+* |
| 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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Orchard Ledge
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| Name: Orchard Ledge | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/wk summer* |
| This charming, immaculate year round private entrance apartment is attached to a lovely home in an estate setting in idyllic East Gloucester.
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Plum Cove
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| Name: Plum Cove | Bedrooms: 5 | Bathrooms: 3.5 | SleepsMaximum: 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
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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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Sunny Ledges
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| Name: Sunny Ledges | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 6 | $2000 mo+ winter* |
| Enjoy lovely ocean views from this sunny, contemporary four bedroom/ 3 bath home built in 2000. The house is on a quiet cul de sac surrounded by lovely perennial beds which can be enjoyed from any of the 4 decks. Available as an off season rental October-
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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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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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Goose Cove Getaway
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| Name: Goose Cove Getaway | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $2000/wk* |
| Immaculate waterfront Goose Cove! Swim or kayak from the house. New and complete high end renovation with three bedrooms and two full baths, granite kitchen with gas cooking...
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Bearskin Cove Escape
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| Name: Bearskin Cove Escape | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo + winter* |
| Tucked away behind Rockport's quaint shops and restaurants, the perfect oasis awaits you! This perfectly renovated waterfront hideaway has everything you will need for your vacation--summer breezes, a quiet perch to enjoy sunsets over the water,
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