| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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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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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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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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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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Magnolia Pied a Terre
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| Name: Magnolia Pied a Terre | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2000/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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Annisquam Lookout
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| Name: Annisquam Lookout | Bedrooms: 4 | Bathrooms: 1 | SleepsMaximum: 7 | $1200/month plus utilities* |
| This is a delightful find tucked into a lovely corner of Gloucester's Annisquam district. The bright and airy ground floor has lots of light and great views of Ipswich Bay.
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Windward
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| Name: Windward | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 8 | $7000/wk summer* |
| Beachfront! The white sands of Long Beach await you just steps from this spectacular four bedroom three bath contemporary treasure! Boasting expansive views of the world famous Twin Lighthouses of Rockport and beyond to the open Atlantic...
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The Links
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| Name: The Links | Bedrooms: 4.5 | Bathrooms: 3 | SleepsMaximum: 10 | $3800/week* |
| Pool! Pristine contemporary great for entertaining or just relaxing. 4.5 bedrooms 3 full baths 1.5 miles to Good Harbor Beach.
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Parker House
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| Name: Parker House | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 6 | $1900/mo plus utilities* |
| This newly renovated 4 bedroom Gloucester home is located within a stone's throw of the shores of the Mill River. The neighborhood beach is steps away where you can swim or put in your kayak.
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