| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum |   |
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Magnolia Pied a Terre
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| Name: Magnolia Pied a Terre | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1800/month including util.* |
| Magnolia! 2 minute walk to a sandy beach, this sparkling modern 2 bedroom, 1.5 bath townhouse is in the perfect location for a New England beach vacation. Enjoy breathtaking views of Magnolia Harbor and Gray Beach. Available as a winter rental September 1
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Cottage on the Lane
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| Name: Cottage on the Lane | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 6 | $2500 for 2 weeks or $2750 for one week* |
| 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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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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Look on the Brightside
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| Name: Look on the Brightside | Bedrooms: 2.5 | Bathrooms: 2.5 | SleepsMaximum: 6 | Please inquire about availability/rates* |
| 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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The Red House
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| Name: The Red House | Bedrooms: 3 | Bathrooms: 2 | SleepsMaximum: 5 | $1800/wk summer* |
| Walk to Singing Beach (1/2 mile) or into town (1 mile) from this sweet, newly refurbished comfortable home in the incomparable Smith's Point area of lovely Manchester-by-the Sea.
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The Enclave
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| Name: The Enclave | Bedrooms: 4 | Bathrooms: 2.5 | SleepsMaximum: 6 | $3000/mo plus utilities* |
| This stunning waterfront four bedroom contemporary is situation directly on the eastern shore of Gloucester Harbor and is available for year round rental. Swim from the property or paddle your kayak right from home.
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Breakwater House
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| Name: Breakwater House | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 8 | $4000/wk summer $2750/wk spring/fall* |
| Direct Waterfront! This spectacularly situated 3 bedroom/3 bath immaculate home is perched on the edge of the Atlantic Ocean in the serene "Avenues" section of Rockport.
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Buoy 23
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| Name: Buoy 23 | Bedrooms: 4 | Bathrooms: 1.5 | SleepsMaximum: 7 | $2750/week summer* |
| Waterfront with dock this gem has four beds and 1.5 baths, a deepwater dock (for up to a 20' boat) and a wrap around screened porch. Swim from dock, shore or sand bar.
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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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Stowe Farm
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| Name: Stowe Farm | Bedrooms: 3 | Bathrooms: 3 | SleepsMaximum: 7 | $6,000/mo summer $5,000/mo shoulder* |
| Pastoral and privately situated on 200 rolling acres this newly built, 3 bed/3 bath high quality home is part of an historic estate in Essex and close enough to Route 128 to be an easy commute to Boston.
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