| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Sea Street
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| Name: Sea Street | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1800/mo + utilities* |
| Manchester-by-the-Sea! This bright, newly renovated 3 bed/1.5 bath half a house is a short walk to the white sands of Singing Beach and 1 block from Manchester-by-the-Sea's famous sailboat-filled harbor.
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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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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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Spindrift
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| Name: Spindrift | Bedrooms: 4.5 | Bathrooms: 2.75 | SleepsMaximum: 10 | $3750/wk or $2500/mo includes 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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The Red House
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| Name: The Red House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 5 | $1800/wk summer* |
| Walk to Singing Beach (1/2 mile) or into town (1 mile) from this sweet, newly refurbished comfortable home in the incomparable Smith's Point area of lovely Manchester-by-the Sea.
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Quarryman's Cottage
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| Name: Quarryman's Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 2 | $700/+ taw* |
| Exceptional views of Ipswich Bay and the Massachusetts and New Hampshire coastlines abound from this charming year-round quarryman's cottage in Gloucester's Bay View neighborhood.
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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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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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Seascape
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| Name: Seascape | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 2 | $1900/mo plus utilties* |
| This immaculate 3 bedroom/ 2 full bath apartment in the heart of historic Rockport village has been impeccably maintained. The unit is so spacious, sunny and well laid out that it feels more like a house than an apartment.
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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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