| Sort By: | Name | Bedrooms | Bathrooms | SleepsMaximum | |
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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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Good Harbor Getaway
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| Name: Good Harbor Getaway | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $650/wk summer* |
| This simple but private apartment is located on the ground floor of a summer home in Gloucester's prestigious Briar Neck neighborhood. From its shaded patio, you look out to its lovely perennial garden.
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West Wind
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| Name: West Wind | Bedrooms: 4 | Bathrooms: 2 | SleepsMaximum: 9 | $3500/wk summer/ $2200/mo+ winter* |
| Overlooking the Ipswich Bay in Annisquam, this tastefully renovated ranch is comfortable and pretty with some of the best views on Cape Ann!
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Wonson Cove Back
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| Name: Wonson Cove Back | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1100 month plus utilities Year Round* |
| Enjoy the privacy of a cul de sac on Rocky Neck with access to the water. This newly refurbished condo unit is attached to Front Cove.
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Bearskin Cove Escape
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| Name: Bearskin Cove Escape | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo + winter* |
| Tucked away behind Rockport's quaint shops and restaurants, the perfect oasis awaits you! This perfectly renovated waterfront hideaway has everything you will need for your vacation--summer breezes, a quiet perch to enjoy sunsets over the water,
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Garden by the Sea
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| Name: Garden by the Sea | Bedrooms: 2 | Bathrooms: 1 | SleepsMaximum: 4 | $1000/mo + winter; $1250/wk summer* |
| Relax and enjoy the wonderful views looking out over Gloucester's beautiful Good Harbor Beach and Thachers Island from this bright and delightfully furnished two bedroom apartment.
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Belle View Suite
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| Name: Belle View Suite | Bedrooms: 0.5 | Bathrooms: 1 | SleepsMaximum: 4 | $1200/mo includes util. or $1200/wk* |
| This delightful and sunny guest suite sleeps up to four in the queen sleeper and double futon. Efficiently compact the suite offers many of the amenities of a home including a full kitchen, a full bathroom with a shower, private deck...
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Spindrift
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| Name: Spindrift | Bedrooms: 4.5 | Bathrooms: 2.75 | SleepsMaximum: 10 | $3750/wk or $2000/mo + 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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Driftwood Back Bay at Niles Beach
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| Name: Driftwood Back Bay at Niles Beach | Bedrooms: 1 | Bathrooms: 1 | SleepsMaximum: 6 | $1200/month + util. winter* |
| Rent the property featured in the Globe summer spectacular! This brand new East Gloucester cottage is less than 100 steps to sandy Niles Beach. It offers a large living room with cathedral ceiling with door to deck, one bedroom, a loft and a full bath.
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Bearskin Neck Suite
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| Name: Bearskin Neck Suite | Bedrooms: 3 | Bathrooms: 1 | SleepsMaximum: 5 | $1200/wk, $200/night off season* |
| Nestled in the heart of charming Rockport village, this second floor suite of rooms is cozy and comfortable. There are views of the harbor and Motif #1, and parking for 1 car.
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