| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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The Point
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| Name: The Point | Bedrooms: 5 | Bathrooms: 2.5 | SleepsMaximum: 10 | $2800/mo+ util. winter; $6000/wk summer* |
| Swimming pool and waterfront! This classic New England home, in Gloucester's aptly named Riverview district, has been recently renovated and professionally decorated for style and comfort. Situated 1.5 private acres overlooking the Annisquam River.
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Gott House
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| Name: Gott House | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1500/mo plus utilities* |
| A charming in-town colonial built by one of the original settlers of Rockport sits serenely on a quiet side street in this lovely seaside village.
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Cottage on the Mill Pond
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| Name: Cottage on the Mill Pond | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2250/wk for 2 wks or $2500/wk* |
| Leave your car in the driveway of this beautifully decorated home and enjoy Cape Ann on foot or on bicycle. Wander the quaint lanes of Rockport and browse at its many art galleries and boutiques on famed Bearskin Neck.
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Too Beach!
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| Name: Too Beach! | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 8 | $1000/mo+ winter; $1800/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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Rockend
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| Name: Rockend | Bedrooms: 5 | Bathrooms: 2 | SleepsMaximum: 9 | $2200/wk summer* |
| This one-of- a kind property in the tranquil South End of Rockport, has been a family retreat for over a century. Walk to two beaches within 5 minutes. There are peekaboo views of the water from the deck and upstairs. Wireless high speed internet.
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Thorwald by-the-Sea
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| Name: Thorwald by-the-Sea | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1300/mo+ util. (available winter only)* |
| This delightful two level townhouse has peekaboo ocean views from the first floor and nice views of Good Harbor Beach and the famous twin lighthouses of Rockport beyond for the second, and the unit is less than one block from the beach!
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The Galley
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| Name: The Galley | Bedrooms: 0 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/mo+ winter* |
| Waterfront! Adorable studio cottage right on Smith Cove. Everything you need in one room: a queen bed, a rocking chair sofa, fireplace, stack washer and dryer, new galley kitchen, full bath (tub with shower) and most of all an exquisite verandah with co
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Post & Beam
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| Name: Post & Beam | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $2750/wk summer* |
| This very special, private & lovely, owner-built, post & beam house is centrally located in historic and quaint downtown Rockport, offering a surprisingly spacious living area for your ideal vacation 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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SeaCrest Guest House
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| Name: SeaCrest Guest House | Bedrooms: 1 | Bathrooms: 1.5 | SleepsMaximum: 2 | $2500/week* |
| This romantic gem is perched above the sea with incredible panoramic views of the Atlantic. Perfect for two, the cottage is tucked away on the grounds of the Seacrest Estate in beautiful Manchester by the Sea.
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