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Sort By: NameBedroomsBathroomsSleepsMaximum 
Sunset Cottage
Name: Sunset CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 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.  Learn more...
Bass Rocks
Name: Bass RocksBedrooms: 1Bathrooms: 1.5SleepsMaximum: 2$4800/mo, $1200/wk summer*
Tucked away behind the friendly owner's home, this attached East Gloucester cottage is a perfect retreat after a day of lounging on Good Harbor Beach, less than 1/4 mile away. Its separate driveway, perennial gardens and lawn provide shade and privacy.  Learn more...
Wingaersheek Summertime
Name: Wingaersheek SummertimeBedrooms: 3Bathrooms: 1.5SleepsMaximum: 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.  Learn more...
Wonson Cove Front
Name: Wonson Cove FrontBedrooms: 2Bathrooms: 1SleepsMaximum: 5$1800/wk sum $1500/mo+ winter*
From the shaded porch of this newly renovated property, you can enjoy your al fresco meals with the shores of Wonson's Cove just beyond. Newly polished hardwood floors and open floor plan give this a light and sunfilled feeling. The living room has a firep  Learn more...
Rockport Village House
Name: Rockport Village HouseBedrooms: 3Bathrooms: 2.5SleepsMaximum: 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  Learn more...
Upper House
Name: Upper HouseBedrooms: 2Bathrooms: 2SleepsMaximum: 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.  Learn more...
Gull Cottage
Name: Gull CottageBedrooms: 3Bathrooms: 1.5SleepsMaximum: 6$2500/wk*
Views abound from this beautiful home in Gloucester's quiet Magnolia district which has been graciously decorated with style and flair and a constant mind for comfort. Floor to ceiling windows, three air conditioned bedrooms and 1.5 baths.  Learn more...
Upper Beach Walk
Name: Upper Beach WalkBedrooms: 3Bathrooms: 1SleepsMaximum: 3$1200/mo+ util. avail. winter only*
Winter! Steps away from the Good Harbor Beach foot bridge, this bright and sunny second floor three bedroom, one bath unit offers comfort and convenience.  Learn more...
Wonson Cove
Name: Wonson CoveBedrooms: 4Bathrooms: 2SleepsMaximum: 8$3,500/wk*
Waterfront! Swim from house! Views of Eastern Point and picturesque Dog Bar Breakwater! Lighthouses! Sunrise!You can experience all of these exclamations and never leave the Rocky Neck waterfront vacation home!  Learn more...
Mon Altre Cove House
Name: Mon Altre Cove HouseBedrooms: 6Bathrooms: 3.5SleepsMaximum: 11$2900/wk*
This wonderful inviting family home has bountiful space and is located in highly desirable area of "the avenues" at the northern end of Rockport with 6 bedrooms/3.5 baths just steps from the ocean. WINTER available at $1200+ for 2 bedrooms & 1.5 baths.  Learn more...
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