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Sort By: NameBedroomsBathroomsSleepsMaximum 
Magnolia Sunsets
Name: Magnolia SunsetsBedrooms: 3Bathrooms: 2.5SleepsMaximum: 6$3800/week call re:off season rates*
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...
Lily Pond Farm
Name: Lily Pond FarmBedrooms: 3Bathrooms: 2SleepsMaximum: 6$1500/mo+ win OR $1800/mo yr $1800/wk*
This lovelythree bedroom/ two bath victorian brings you back to the era when life was more serene and relaxed. Set in an idyllic and private area with woods on two sides and overlooking a glimmering pond forget it is the twenty first century!  Learn more...
West Wind
Name: West WindBedrooms: 4Bathrooms: 2SleepsMaximum: 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!  Learn more...
Little Red House
Name: Little Red HouseBedrooms: 3Bathrooms: 1SleepsMaximum: 5$1200/wk summer; $1200/mo + util. winter*
Enjoy this comfortable 3 bedroom, 1 full bath colonial just steps away from Gloucester's historic Stage Fort Park which was once a landing place for pirates, now a venue for free concerts, fireworks and so mucn more!  Learn more...
Friendly Views
Name: Friendly ViewsBedrooms: 3Bathrooms: 2.5SleepsMaximum: 6$2000/wk sum/$400 nite off 3 nite min*
This gleaming, immaculate home is perched above the sparkling waters of Gloucester's inner harbor. From the comfort of your sun porch or deck, watch the gulls following the fishing boats home with their catch and enjoy the lively nautical scene.  Learn more...
Eden Lights
Name: Eden LightsBedrooms: 7Bathrooms: 2.5SleepsMaximum: 14$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...
Harry's Hideaway
Name: Harry's HideawayBedrooms: 2Bathrooms: 1SleepsMaximum: 2$1000/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...  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...
The Grey House
Name: The Grey HouseBedrooms: 5Bathrooms: 4SleepsMaximum: 8$2750/wk summer*
This completelly renovated house in lovely Manchester-by-the-Sea has hardwood floors throughout, 5 bedrooms and 4 full sparkling new baths, a new granite kitchen, living room with two sided fireplace, dining area, and a large screen porch.  Learn more...
Babcock Cottage
Name: Babcock CottageBedrooms: 2Bathrooms: 2SleepsMaximum: 5$1200/month + winter; $1400/week summer*
Just steps from Rockport's Old Garden Beach, this sweet Cape Ann property awaits you! Set up for simple summer living, its location is perfect for a casual stroll to town or over to the school complex for a game of tennis.  Learn more...
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