| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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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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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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The Galley
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| Name: The Galley | Bedrooms: 0 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/mo+ winter; $950/week summer* |
| 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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Sunny Beach
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| Name: Sunny Beach | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1500/mo+ winter $2000/week summer* |
| 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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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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Good Harbor Hideaway
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| Name: Good Harbor Hideaway | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 6 | $1800/mo+ winter* |
| This delightful newer Gloucester home is just a stone's throw to Good Harbor Beach. Set on a quiet residential lane, it offers ocean views across a scenic marsh.
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Via Benevento
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| Name: Via Benevento | Bedrooms: 2 | Bathrooms: 2.5 | SleepsMaximum: 4 | $2200/month plus util. year round* |
| FURNISHED YEAR ROUND RENTAL: Newly constructed 2 bedroom, 2.5 bath condominium in the historic West End of Main Street in downtown Gloucester...
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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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Harry's Hideaway
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| Name: Harry's Hideaway | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 2 | $1000/month+* |
| Rockport Year round! This quaint and historic 2 bed/1 bath year round rental home is in town, but feels like it is in the country! You don't need a car to live at this property as the train, shopping and two beaches are all within a 5 miniute walk...
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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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