| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Summertime Lane
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| Name: Summertime Lane | 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 private Coffin's 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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Bass Rocks
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| Name: Bass Rocks | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $4800/mo, $1200/wk summer* |
| Tucked away behind the friendly owner's home, this attached East Gloucester cottage is a perfect retreat after a day of lounging on Good Harbor Beach, less than 1/4 mile away. Its separate driveway, perennial gardens and lawn provide shade and privacy.
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West Wind
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| Name: West Wind | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 9 | $3500/wk summer* |
| Overlooking the Ipswich Bay in Annisquam, this tastefully renovated ranch is comfortable and pretty with some of the best views on Cape Ann!
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Ipswich Bay House
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| Name: Ipswich Bay House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $2900/wk June; $3800/wk July* |
| 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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Commonwealth
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| Name: Commonwealth | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1250 month plus utilities* |
| YEAR ROUND RENTAL. This charming two bedroom newly renovated home is conveniently located near the commuter rail to Boston, downtown Gloucester and its picturesque harbor. This house is in walking distance of "The Boulevard" and Stage Fort Park.
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Gap Head Cottage
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| Name: Gap Head Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1200-$1625/wk minimum 2 weeks* |
| This lovely and spacious free-standing two bedroom cottage overlooks one of Rockport's prettiest Coves.
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Rocky Neck Vista
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| Name: Rocky Neck Vista | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 4 | $1500/wk summer* |
| This two bedroom two bath home is located in the heart of Gloucester's Rocky Neck which is the oldest art colony in the country. Recent updates to the property only enhance the views from the house which extend over rooftops to Smith's Cove and the harbor
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Magnolia Sunsets
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| Name: Magnolia Sunsets | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $3500/week* |
| Waterfront & walk to beach! This direct oceanfront 3 bedroom/2.5 bath charmer was conceived in 1847 but completely, and beautifully, reconceived in 2004 retaining its old world ambiance with the modern amenities and details a discerned guest should expect.
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SeaCrest Estate
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| Name: SeaCrest Estate | Bedrooms: 8 | Bathrooms: 7.5 | SleepsMaximum: 14 | please inquire* |
| This spectacular 4.2 acre estate on Manchester-by-the Sea's lovely Smiths Point offers the ultimate in oceanfront luxury and the perfect surroundings for your wedding or special event.
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Sol Cottage
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| Name: Sol Cottage | Bedrooms: 1 | Bathrooms: 2 | SleepsMaximum: 2 | $2400/2 wks or $4,500/mo* |
| Walk to beach and views! This comfortable one bedroom home in Gloucester's Lanesville district, boasts gorgeous views of Ipswich Bay, with its fabulous sunsets and a short walk to a sandy beach.
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