| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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Upper House
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| Name: Upper House | Bedrooms: 2 | Bathrooms: 2 | SleepsMaximum: 3 | $1600/mo plus util* |
| This brand new waterfront home, located on a private family compound in Gloucester's Bay View district, was built to the highest standard. it boasts exceptional views of Ipswich Bay, with its glorious sunsets, from both levels.
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Harborfront Condominium
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| Name: Harborfront Condominium | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 4 | $1600/wk* |
| Manchester waterviews! This aptly named 2 bedroom/1.5 bath condominium overlooks picturesque Manchester Harbor and is within steps of everything the village has to offer great restaurants, shops, galleries...
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Magnolia Sunsets
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| Name: Magnolia Sunsets | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 6 | $3500/week* |
| Waterfront & walk to beach! This direct oceanfront 3 bedroom/2.5 bath charmer was conceived in 1847 but completely, and beautifully, reconceived in 2004 retaining its old world ambiance with the modern amenities and details a discerned guest should expect.
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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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Robin's Nest
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| Name: Robin's Nest | Bedrooms: 4 | Bathrooms: 3 | SleepsMaximum: 10 | $2500/week summer, $2000 spring/fall* |
| This 1850 colonial is tucked away on Rockport's famous Bearskin Neck. Nestle into a one-of-a-kind four bedroom home that affords glorious views of "Old Harbor" and Sandy Bay from three decks.
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Front Beach Condo
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| Name: Front Beach Condo | Bedrooms: 2 | Bathrooms: 1.5 | SleepsMaximum: 6 | $2400 for 2 week minimum rental* |
| Rockport! This delightful sunny two bedroom condominium has views of the beach and the ideal location with off street parking for one car, just steps from Front Beach in Rockport as well as in the heart of the best that the village has to offer...
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Rockport Village House
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| Name: Rockport Village House | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 8 | $1600/wk* |
| This immaculate and charming village gem offers versatility, style and convenience. A short walk to all that Rockport has to offer this 3 bedroom/ 2.5 bath home has quaint historic details, yet offers all modern conveniences and comforts with newly remode
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Sea Street
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| Name: Sea Street | Bedrooms: 3 | Bathrooms: 1.5 | SleepsMaximum: 6 | $1750/wk summer* |
| 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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The Bright Side Cottage
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| Name: The Bright Side 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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Addison Proctor House Condo
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| Name: Addison Proctor House Condo | Bedrooms: 3 | Bathrooms: 2.5 | SleepsMaximum: 9 | $2500/wk or $2000/multiple wks* |
| Enjoy stunning views of Gloucester’s outer harbor from this recently restored, elegant 3 bedroom/2.5 bath condominium located on historic Stacey Boulevard. Tastefully furnished with all the modern amenities-you'll never want to leave Cape Ann!
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