| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Buoy 23
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| Name: Buoy 23 | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 7 | $2750/week summer* |
| Waterfront with dock this gem has four beds and 1.5 baths, a deepwater dock (for up to a 20' boat) and a wrap around screened porch. Swim from dock, shore or sand bar.
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Bottom's Up
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| Name: Bottom's Up | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1000/wk summer* |
| "Bottom’s Up!” This two bedroom one bath hidden gem is located in the heart of the historic and scenic North Shore in Beverly. Nestled in a cul de sac, it’s a little off the beaten path, while still allowing easy access to Gloucester, Rockport, Manchester
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Sunny Beach
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| Name: Sunny Beach | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1500/mo+ winter* |
| This light-filled and airy home is on the marsh with expansive views looking out towards Good Harbor Beach, one of Gloucester's finest sandy beaches which is just a few minutes walk away.
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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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Annie's Place
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| Name: Annie's Place | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/week summer* |
| This delightful home in Gloucester's picturesque Bay View district and is full of sun and warmth. A five minute walk brings you to the neighborhood beach of Plum Cove which along with great swimming offers a good chance of a tiny hermit crab sighting.
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Brightside Cottage
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| Name: Brightside Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 6 | $1000/month+ winter* |
| Only a half-mile (an easy walk) to the pristine white sands of Gloucester's Good Harbor Beach, this immaculate 2 bedroom ranch house comfortably sleeps six. Located in a quiet neighborhood the cottage is the perfect place to wind down after a long day at
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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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Upper House
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| Name: Upper House | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 3 | $1600/mo plus util* |
| This brand new waterfront home, located on a private family compound in Gloucester's Bay View district, was built to the highest standard. it boasts exceptional views of Ipswich Bay, with its glorious sunsets, from both levels.
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Beacon Hill
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| Name: Beacon Hill | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo+ YR* |
| YEAR ROUND: A charming little house set back from the street in downtown Gloucester offers a short walk to the train station, city hall, library, restaurants, harbor and so much more.
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Beach Walk
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| Name: Beach Walk | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 3 | $1000/wk summer $1000+ winter* |
| Step out the door, walk over the Good Harbor Beach Footbridge and voila! you are there! Sun, sand, surf---all in a minute and just outside your door. Leave your car in the driveway and enjoy summer!
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