| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Monarch Glen
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| Name: Monarch Glen | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1495/mo+ winter; $2000/wk summer* |
| Less than half a mile from Gloucester's sandy Good Harbor Beach, this delightful property is nestled on a quiet half acre wooded lot, making it a perfect respite on a hot summer day!
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Harry's Hideaway
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| Name: Harry's Hideaway | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 2 | $1100/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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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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Golden Cottage by the Sea
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| Name: Golden Cottage by the Sea | Bedrooms: 5 | Bathrooms: 2 | SleepsMaximum: 10 | $3500/wk inquire about off season rates* |
| Rockport! Completely renovated in 2007, this gleaming immaculate 5 bedroom 2 full bath home has enough room for your extended family to vacation in comfort.
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Sunny Ledges
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| Name: Sunny Ledges | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 6 | $2000 mo+ winter* |
| Enjoy lovely ocean views from this sunny, contemporary four bedroom/ 3 bath home built in 2000. The house is on a quiet cul de sac surrounded by lovely perennial beds which can be enjoyed from any of the 4 decks. Available as an off season rental October-
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King Street Inn
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| Name: King Street Inn | Bedrooms: 4 | Bathrooms: 4 | SleepsMaximum: 10 | $2000/wk summer* |
| Rockport! Steps off of Front Beach! Sleeps 10! This 4 bedroom 4 bath home is located on a lovely historic street in the picturesque village of Rockport within walking distance to the many shops, restaurants and galleries. Each bedroom has a kitchenette an
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Ivy Cottage
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| Name: Ivy Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1500/mo+ util winter* |
| East Gloucester. This delightful two bedroom English country-style cottage on an estate setting in has high ceilings, an oversized fireplace, a large and private yard with flower gardens, and lots of light.
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Sea Street
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| Name: Sea Street | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1800/mo + utilities* |
| Manchester-by-the-Sea! This bright, newly renovated 3 bed/1.5 bath half a house is a short walk to the white sands of Singing Beach and 1 block from Manchester-by-the-Sea's famous sailboat-filled harbor.
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Lenart House
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| Name: Lenart House | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 7 | $1200-2100/wk 2 week minimum* |
| This turn of the century farmhouse is set on over an acre of privacy in Rockport's peaceful and salty South End. It has the ambiance of rural country with its classic New England fieldstone walls and interior fireplace.
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