| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Driftwood Back Bay at Niles Beach
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| Name: Driftwood Back Bay at Niles Beach | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/month + util. winter* |
| Rent the property featured in the Globe summer spectacular! This brand new East Gloucester cottage is less than 100 steps to sandy Niles Beach. It offers a large living room with cathedral ceiling with door to deck, one bedroom, a loft and a full bath.
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Wingaersheek Beach House
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| Name: Wingaersheek Beach House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $2000/month plus utilities* |
| Wingarsheek Beach! Contemporary beach house steps away from the private and public beach! Enjoy this stunning and comfortable 4 bedroom, 2 full bath modern home with water views from almost every window and a huge wrap around deck.
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Emerson Cottage
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| Name: Emerson Cottage | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $3500/wk July, $3900/wk August* |
| This charming 3 bedroom/1.5 bath home in the Pigeon Cove section of Rockport has glorious views of Sandy Bay. Sit on the spacious wraparound porch, in the hot tub large enough for six, or splash in the freshwater pool next door at the Inn...
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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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Ipswich Bay House
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| Name: Ipswich Bay House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $1900/month + winter* |
| This spacious, beautiful contemporary home (2500 sf) in an estate setting in Gloucester's coveted Annisquam district has private sandy beaches (shared by a lucky few), boating and a fresh water pond just outside the door.
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Friendly Views
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| Name: Friendly Views | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $2000/wk sum/$400 nite off 3 nite min* |
| This gleaming, immaculate home is perched above the sparkling waters of Gloucester's inner harbor. From the comfort of your sun porch or deck, watch the gulls following the fishing boats home with their catch and enjoy the lively nautical scene.
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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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Upper Beach Walk
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| Name: Upper Beach Walk | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 3 | $1200/mo+ util. avail. winter only* |
| Winter! Steps away from the Good Harbor Beach foot bridge, this bright and sunny second floor three bedroom, one bath unit offers comfort and convenience.
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Thorwald by-the-Sea
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| Name: Thorwald by-the-Sea | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1300/mo+ util. (available winter only)* |
| This delightful two level townhouse has peekaboo ocean views from the first floor and nice views of Good Harbor Beach and the famous twin lighthouses of Rockport beyond for the second, and the unit is less than one block from the beach!
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