| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Babcock Cottage
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| Name: Babcock Cottage | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 5 | $1200/month + winter; $1400/week summer* |
| Just steps from Rockport's Old Garden Beach, this sweet Cape Ann property awaits you! Set up for simple summer living, its location is perfect for a casual stroll to town or over to the school complex for a game of tennis.
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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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Sunset Cottage
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| Name: Sunset Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1850/wk summer, monthly rates available* |
| Named for the magnificent sunsets that can be enjoyed from inside on the sun porch, or outside on one of two decks, this delightful and completely renovated waterfront cottage is in Gloucester's relaxed Riverdale district.
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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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Red Roof
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| Name: Red Roof | Bedrooms: 5 | Bathrooms: 2.75 | SleepsMaximum: 10 | Speak to your realtor* |
| A.Piatt Andrew Jr.(1873-1936) visionary, statesman, Harvard Economist, officer of WWI as well as architect and designer of the waterfront gem he called “Red Roof” on Gloucester’s Eastern Point. The visitor is offered a glimpse of his intensity of vision...
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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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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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Lily Pond Farm
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| Name: Lily Pond Farm | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 6 | $1500/mo+ win OR $1800/mo yr $1800/wk* |
| This lovelythree bedroom/ two bath victorian brings you back to the era when life was more serene and relaxed. Set in an idyllic and private area with woods on two sides and overlooking a glimmering pond forget it is the twenty first century!
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Granite Courtyard
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| Name: Granite Courtyard | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 2 | $800-900/wk* |
| This imaginatively decorated home, charmingly located in Rockport's quaint Pigeon Cove neighborhood, is built on the site of a former ox barn, to create a unique vacation retreat.
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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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