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Sort By: NameBedroomsBathroomsSleepsMaximum 
Wiley's Way
Name: Wiley's WayBedrooms: 2Bathrooms: 1.5SleepsMaximum: 4$1600/week*
A charming cottage located in Gloucester's fabled artist colony of Rocky Neck, on a quiet side street. It has 2 bedrooms and 1.5 baths. A charming enclosed outside area with seating for four and a grill.  Learn more...
Ipswich Bay House
Name: Ipswich Bay HouseBedrooms: 4Bathrooms: 2SleepsMaximum: 8$1900/month + winter*
This spacious, beautiful contemporary home (2500 sf) in an estate setting in Gloucester's coveted Annisquam district has private sandy beaches (shared by a lucky few), boating and a fresh water pond just outside the door.  Learn more...
Rockend
Name: RockendBedrooms: 5Bathrooms: 2SleepsMaximum: 9$2200/wk summer*
This one-of- a kind property in the tranquil South End of Rockport, has been a family retreat for over a century. Walk to two beaches within 5 minutes. There are peekaboo views of the water from the deck and upstairs. Wireless high speed internet.  Learn more...
Magnolia Sunsets
Name: Magnolia SunsetsBedrooms: 3Bathrooms: 2.5SleepsMaximum: 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.  Learn more...
Ivy Cottage
Name: Ivy CottageBedrooms: 2Bathrooms: 1SleepsMaximum: 4$1600/wk sum $1500/mo+ util winter*
East Gloucester. This delightful two bedroom English country-style cottage on an estate setting in has high ceilings, an oversized fireplace, a large and private yard with flower gardens, and lots of light.  Learn more...
Eden Lights
Name: Eden LightsBedrooms: 7Bathrooms: 2.5SleepsMaximum: 14$5500-$6000/wk summer*
Oceanfront! Welcome to this inviting renovated property built a century ago at the edge of Rockport's rugged Atlantic coastline. Once you enter its spacious living room with fireplace and walk out onto its wraparound porch, you will never want to leave!  Learn more...
Garden Ledges
Name: Garden LedgesBedrooms: 2Bathrooms: 2SleepsMaximum: 3$1650 plus Year Round*
Just steps from Rockport's Cape Hedge Beach, this newly renovated two bedroom two bath home awaits a year round tenant. It's oversized sunny living room with brick fireplace opens onto a large deck with ocean views...  Learn more...
Plum Cove
Name: Plum CoveBedrooms: 5Bathrooms: 3.5SleepsMaximum: 10$3000/wk (sleeps 8) $3500/wk (sleeps 10)*
This recently renovated colonial a short walk from Plum Cove beach has four bedrooms, 2.5 full baths AND a guest unit with bedroom and full bath on the lower level. Large screen porch on the rear and a pleasant yard add to the charm.  Learn more...
Sea Street
Name: Sea StreetBedrooms: 3Bathrooms: 1.5SleepsMaximum: 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.  Learn more...
Harbor View Suite
Name: Harbor View SuiteBedrooms: 1Bathrooms: 1SleepsMaximum: 2$1200/wk*
This delightful pied-a-terre will please the most discerning guest. Spectacular views of Rockport Harbor, and the world famous Motif Number One.  Learn more...
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