| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Twilight Cottage
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| Name: Twilight Cottage | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 7 | $1600/mo+ utilities* |
| This 3+ bedroom/2 bath pristine cottage on Gloucester's picturesque Briar Neck overlooks and is steps from the white sands of Long Beach. The popular Good Harbor Beach is also just a short stroll away.
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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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The Grey House
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| Name: The Grey House | Bedrooms: 5 | Bathrooms: 4 | SleepsMaximum: 8 | $2750/wk summer* |
| This completelly renovated house in lovely Manchester-by-the-Sea has hardwood floors throughout, 5 bedrooms and 4 full sparkling new baths, a new granite kitchen, living room with two sided fireplace, dining area, and a large screen porch.
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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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Wiley's Way
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| Name: Wiley's Way | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/week* |
| A charming cottage located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Two bedrooms and 1.5 baths. Enjoy the great room and the private and enclosed outside area with seating for four and a grill.
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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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Coincide Studio
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| Name: Coincide Studio | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $850/wk summer* |
| This bright and sunny lower level, refurbished studio apartment is just steps from the white sands of Gloucester's fabulous Good Harbor Beach!
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Edgemoor
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| Name: Edgemoor | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 7 | $2000-3000/wk summer* |
| Situated on a rocky shore, right on the Atlantic Ocean, this delightful, comfortable cottage on Gloucester's salty Brier Neck has a large yard leading down to the water. It commands excellent views of the Atlantic Ocean and Salt Island.
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Nautilus House
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| Name: Nautilus House | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $1600/mo plus utilities* |
| Location! Location! Location! Walk out the door of this newly remodeled beach townhouse, cross over the footbridge and voila you are on Good Harbor Beach, one of Gloucester's finest beaches. Views abound from almost every room. From the ample deck and sc
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Bearskin Cove Escape
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| Name: Bearskin Cove Escape | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo + winter* |
| Tucked away behind Rockport's quaint shops and restaurants, the perfect oasis awaits you! This perfectly renovated waterfront hideaway has everything you will need for your vacation--summer breezes, a quiet perch to enjoy sunsets over the water,
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