| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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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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Wingaersheek Summertime
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| Name: Wingaersheek Summertime | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $3500/wk* |
| Wingaersheek Beach! This classic 50's beach house is just 75 yards to the sands of Wingaersheek's private beach. It has three bedrooms, one bath, beach shower and sleeps 6. Open concept living room with fireplace, dining room and kitchen.
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The Galley
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| Name: The Galley | Bedrooms: 0 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/mo+ winter* |
| Waterfront! Adorable studio cottage right on Smith Cove. Everything you need in one room: a queen bed, a rocking chair sofa, fireplace, stack washer and dryer, new galley kitchen, full bath (tub with shower) and most of all an exquisite verandah with co
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Carrie Lane House
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| Name: Carrie Lane House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 5 | $1800/mo plus utilities year round* |
| This custom built 3 bedroom 2 bath home has many wonderful and unique features and is in excellent condition making it the right choice for your year round rental home. $1800/mo plus utilities year round.
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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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Oak Island
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| Name: Oak Island | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $1600/mo including heat and electric* |
| This one-of-a-kind space was lovingly built to be an art studio, therefore it has wonderful light, lines and high design as well as inspiring views to the artist and layperson alike.
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Garden by the Sea
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| Name: Garden by the Sea | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1000/mo + winter; $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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Eastern Point Ocean Vista
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| Name: Eastern Point Ocean Vista | Bedrooms: 5 | Bathrooms: 3 | SleepsMaximum: 10 | $5000/wk summer (Friday)* |
| New listing-Pool! Air conditioning! Located on Gloucester's prestigious Eastern Point, Eastern Point Ocean Vista offers views, privacy and passes to beautiful Brace Cove, a sandy beach in walking distance of the house. 5 bedrooms, 3 full baths...
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Spindrift
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| Name: Spindrift | Bedrooms: 4.5 | Bathrooms: 2.75 | SleepsMaximum: 10 | $3750/wk or $2000/mo + util* |
| Direct waterfront, Rockport South End & central air! A spindrift is windblown seaspray which is a regular sighting at this lovely home that is as close to the Atlantic as the ocean will allow...
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Too Beach!
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| Name: Too Beach! | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 8 | $890/mo+ winter; $2200/wk sum* |
| "Location, location, location." Good Harbor Beach! This delightful 3 bedroom/1 bath cottage is almost on the sands of Gloucester's most coveted beach.
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