| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Windward
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| Name: Windward | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 8 | $7000/wk summer* |
| Beachfront! The white sands of Long Beach await you just steps from this spectacular four bedroom three bath contemporary treasure! Boasting expansive views of the world famous Twin Lighthouses of Rockport and beyond to the open Atlantic...
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Ingomar at Rockaway Condominiums
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| Name: Ingomar at Rockaway Condominiums | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 4 | $2,000-$2600/mo +* |
| Delightful free standing home on the grounds of the Rockaway Condominium complex. Exceptional views of Gloucester Harbor and Ten Pound Island.
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Labor of Love
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| Name: Labor of Love | Bedrooms: 5 | Bathrooms: 3.5 | SleepsMaximum: 9 | $2750/wk + $750/wk for apartment* |
| Air conditioning! This immaculate and gracious 4+ bed/3+ bath Rockport village home has been completely renovated with taste and style. Walk to the charming shops, galleries. restaurants and beaches of Rockport village! New granite kitchen and additional
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A Flume House
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| Name: A Flume House | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 7 | $1675/mo+ winter* |
| Central airconditioning!This immaculate, gleaming and spacious contemporary has views of the Atlantic from almost every window. Four bedrooms and 2.5 baths, lovely manicured grounds, decks and plenty of parking.
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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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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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Parker House
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| Name: Parker House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 6 | $1900/mo plus utilities* |
| This newly renovated 4 bedroom Gloucester home is located within a stone's throw of the shores of the Mill River. The neighborhood beach is steps away where you can swim or put in your kayak.
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Gull Cottage
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| Name: Gull Cottage | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2500/wk* |
| Views abound from this beautiful home in Gloucester's quiet Magnolia district which has been graciously decorated with style and flair and a constant mind for comfort. Floor to ceiling windows, three air conditioned bedrooms and 1.5 baths.
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Look on the Brightside
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| Name: Look on the Brightside | Bedrooms: 2.5 | Bathrooms: 2.5 | SleepsMaximum: 6 | $2000/week* |
| Walk to Good Harbor Beach (3/10 mile) from this luxurious and spacious 2.5 bedroom/2.5 bath condominium/townhouse overlooking the picturesque city of Gloucester. Central air conditioning, hardwood and tile and gleaming granite kitchen and baths...
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Hobbs Court
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| Name: Hobbs Court | Bedrooms: 2.5 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/mo + utilities Year Round* |
| Situated on a quiet cul de sac in Essex, this completely renovated and lead free 2 plus bedroom/1.5 bath year round home awaits you! Gleaming hardwood floors grace the living and formal dining rooms while the NEW stainless steel kitchen is tiled.
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