| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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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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Little Red House
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| Name: Little Red House | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $1200/wk summer; $1200/mo + util. winter* |
| Enjoy this comfortable 3 bedroom, 1 full bath colonial just steps away from Gloucester's historic Stage Fort Park which was once a landing place for pirates, now a venue for free concerts, fireworks and so mucn more!
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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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Arbory Cottage
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| Name: Arbory Cottage | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $1700/wk* |
| This cozy and sweet cottage is in one of the most sought after neighborhoods in Rockport and is newly furbished and stylishly appointed. The Atlantic ocean and a view of the famous twin lighthouses of Thachers Island are a pleasant one minute walk away.
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Eden Lights
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| Name: Eden Lights | Bedrooms: 7 | Bathrooms: 2.5 | SleepsMaximum: 14 | $6000/wk summer* |
| Oceanfront! Welcome to this inviting renovated property built a century ago at the edge of Rockport's rugged Atlantic coastline. Once you enter its spacious living room with fireplace and walk out onto its wraparound porch, you will never want to leave!
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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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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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Look on the Brightside
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| Name: Look on the Brightside | Bedrooms: 2.5 | Bathrooms: 2.5 | SleepsMaximum: 6 | $2000/week* |
| Walk to Good Harbor Beach (3/10 mile) from this luxurious and spacious 2.5 bedroom/2.5 bath condominium/townhouse overlooking the picturesque city of Gloucester. Central air conditioning, hardwood and tile and gleaming granite kitchen and baths...
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Rocky Neck Vista
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| Name: Rocky Neck Vista | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 6 | $1500/wk summer; $1200/month + util. win* |
| This two bedroom two bath home is located in the heart of Gloucester's Rocky Neck which is the oldest art colony in the country. Recent updates to the property only enhance the views from the house which extend over rooftops to Smith's Cove and the harbor
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Cher Ami
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| Name: Cher Ami | Bedrooms: 2.5 | Bathrooms: 1 | SleepsMaximum: 4 | $4000/mo summer* |
| Welcome "dear friends" to this gleaming and immaculate, newly remodeled two plus bedroom unit which is available as a full season rental.
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