| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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West Wind
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| Name: West Wind | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 9 | $3500/wk summer/ $2200/mo+ winter* |
| 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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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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Belle View
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| Name: Belle View | Bedrooms: 6 | Bathrooms: 5 | SleepsMaximum: 18 | $2950-$6500/wk or $3000/mo + off* |
| This spacious and gracious center stair colonial offers incredible versatility to suit your specific vacation needs. The house can be rented in various incarnations to sleep from 8 to 16+ people, making it the perfect getaway.
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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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Sunset Cottage
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| Name: Sunset Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1850/wk summer, monthly rates available* |
| Named for the magnificent sunsets that can be enjoyed from inside on the sun porch, or outside on one of two decks, this delightful and completely renovated waterfront cottage is in Gloucester's relaxed Riverdale district.
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Bearskin Neck Suite
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| Name: Bearskin Neck Suite | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $1200/wk, $200/night off season* |
| Nestled in the heart of charming Rockport village, this second floor suite of rooms is cozy and comfortable. There are views of the harbor and Motif #1, and parking for 1 car.
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Cottage on the Lane
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| Name: Cottage on the Lane | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | call for off season rates $2500/wk sum* |
| Leave your car in the driveway of this newly renovated and completely refurbished oceanview home and enjoy Cape Ann. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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Mrs. Browne's Garden House
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| Name: Mrs. Browne's Garden House | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $1500/mo + util* |
| South end of Rockport with tranquility and privacy, but just a mile from town and commuter train and everything the quaint village has to offer. Comfortable home with 3 beds/2.5 baths family room, living room and wonderful mature grounds.
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Too Beach!
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| Name: Too Beach! | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 8 | $890/mo+ winter; $2200/wk sum* |
| "Location, location, location." Good Harbor Beach! This delightful 3 bedroom/1 bath cottage is almost on the sands of Gloucester's most coveted beach.
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Good Harbor Getaway
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| Name: Good Harbor Getaway | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $650/wk summer* |
| This simple but private apartment is located on the ground floor of a summer home in Gloucester's prestigious Briar Neck neighborhood. From its shaded patio, you look out to its lovely perennial garden.
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