| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Brightside Cottage
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| Name: Brightside Cottage | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 6 | $1000/month+ winter* |
| Only a half-mile (an easy walk) to the pristine white sands of Gloucester's Good Harbor Beach, this immaculate 2 bedroom ranch house comfortably sleeps six. Located in a quiet neighborhood the cottage is the perfect place to wind down after a long day at
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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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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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Spindrift
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| Name: Spindrift | Bedrooms: 4.5 | Bathrooms: 2.75 | SleepsMaximum: 10 | $3750/wk or $2500/mo includes util* |
| Direct waterfront, Rockport South End & central air! A spindrift is windblown seaspray which is a regular sighting at this lovely home that is as close to the Atlantic as the ocean will allow...
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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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Wiley's Way
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| Name: Wiley's Way | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/week* |
| A charming cottage located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. Two bedrooms and 1.5 baths. Enjoy the great room and the private and enclosed outside area with seating for four and a grill.
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Ipswich Bay House
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| Name: Ipswich Bay House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 8 | $1900/month + winter* |
| This spacious, beautiful contemporary home (2500 sf) in an estate setting in Gloucester's coveted Annisquam district has private sandy beaches (shared by a lucky few), boating and a fresh water pond just outside the door.
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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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Red Roof
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| Name: Red Roof | Bedrooms: 5 | Bathrooms: 2.75 | SleepsMaximum: 10 | Speak to your realtor* |
| A.Piatt Andrew Jr.(1873-1936) visionary, statesman, Harvard Economist, officer of WWI as well as architect and designer of the waterfront gem he called “Red Roof” on Gloucester’s Eastern Point. The visitor is offered a glimpse of his intensity of vision...
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