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House Rentals and Beach Rentals in Gloucester, MA

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    1 / 25
    5 of 5 stars (6) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    1 / 13
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    1 / 12
    4.5 of 5 stars (2) Very good
    6 Bedrooms, Sleeps 12 | Quick View
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    1 / 12
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Imagine yourself walking across the lawn to the ocean, sweetly lapping the rocks. You take off your sandals and put your feet into the cool water. Second thought, jump right in! Great space for activities; near beaches, restaurants, galleries. The Space this cottage has been hosting travelers and... View all property information
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    Gloucester, Cape Ann 01930
    1 / 22
    4 of 5 stars (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    LAST MINUTE CANCELLATION allows summer RATE DISCOUNT on authentic English Manor Home reminiscent of the Cotswolds. 'Misselthwaite Manor' is a a quiet respite in a busy world, yet close to everything Historic Gloucester has to offer. Located in the heart of the private peninsula of Eastern... View all property information
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    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed November 17, 2014
    Beautiful home. Open beam construction. Impressive wooden entry door with iron work fixtures. Soothing relaxing music playing in the breakfast room. Walled in yard with gated...
    4 of 5 stars Reviewed September 6, 2014
    We found the house to be in good order. The kitchen had everything we needed to cook once in a while when we didn't dine out. The bathrooms and bedrooms were nice and clean. Lois...
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    1 / 8
    4.5 of 5 stars (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Enjoy all that Gloucester has to offer in this charming 1BD cottage by the harbor in East Gloucester. Located on East Main street, so busy during the day, quiet at night. Close to everything by foot or bicycle. $1,150 off season monthly rate from Nov to April. 30 day minimum off season. New gas... View all property information
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    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed September 9, 2015
    This place is so well-located, well-designed, comfortable and easy! It allowed us a much needed break with access to all the beauty of Gloucester. I loved rocky neck, biking to...
    5 of 5 stars Reviewed August 5, 2015
    This is the perfect cottage for a couple retreat. It is a home away from home. Conveniently located for walks and picture taking. We will defintely stay here again when we...
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    1 / 40
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
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    About this property
    All utilities are included. Heat, electricity, water, basic cable. Full hi-speed wifi Sq. footage 1200 sq ft. Full Bathroom with shower Walk in closet Parking: off street Pets Policy: no pets preferred but exceptions upon request Kitchen has a Range/oven and Refrigerator, toaster, coffeemaker,... View all property information
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    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed July 20, 2016
    This apartment is totally off the beaten path -- in the back of the second floor of an ancient office building, and right on the commercial harbor. You walk up the stairs and...
    5 of 5 stars Reviewed April 19, 2016
    Every window offers a stellar view of the water. In fact, the balcony is actually over the water. This is the best location Glouscester could ever offer. It's a large, weirdly...
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    1 / 26
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Unplug, unwind and uplift your spirits! For those seeking to truly rest, relax and rejuvenate. For the more adventurous traveler: Step back in time with this 60's Boho, funky-style studio. Creative objects d'art and romantic lighting creates a very cozy, dark atmosphere (a petite solarium off... View all property information
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    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed January 27, 2015
    I had a chance to stay at this wonderful studio for 2 weeks and couldn't my believe good luck. This property, a former Unitarian Church and sexton's residence, has been...
    5 of 5 stars Reviewed January 25, 2015
    We stayed here and had a delightful week in Gloucester ~ a cozy, romantic and uniquely decorated apartment ~ very aesthetic with extra ammenties ( ie, a washer & dryer) and a...
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    1 / 12
    5 of 5 stars (15) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    About this property
    This tastefully decorated, immaculate one-bedroom vacation rental is on the first floor of a landmark Victorian, with private entrance off a grand wrap-around covered veranda, overlooking private fenced-in lawn and garden. The covered veranda provides a great cooling respite from the sun in summer... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed July 2, 2013
    My family and I have stayed at Good Harbor house for the past five or six years. We have been coming to Gloucester every year for more than 20 years. Good Harbor house is, hands...
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    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Gloucester Waterfront Waterfront Vacation House with Dock Direct riverfront home with dock overlooking Annisquam River, Lobster Cove, Wingaersheek Beach, and out towards Ipswich Bay. Open living spaces with endless views of both the river and marshland. This is true waterfront living! So... View all property information
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    Gloucester, Cape Ann 01930
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    1 / 29
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Location, Location, Location! Get ready to do some serious relaxing at this beautiful and comfortable, 4 bedroom house just steps from the private end of Good Harbor Beach. Open and airy living space with spectacular views of the beach, modern kitchen with all the amenities, large dining area for... View all property information
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    Gloucester, Cape Ann 01930
    1 / 43
    4 of 5 stars (1) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Lovely cottage set high up on a hill overlooking the private section of Wingaersheek Beach, this lovingly restored 3 bedroom home has been in the same family for over 55 years. The cottage boasts one of the most spectacular hilltop views on the entire beach with meticulously maintained lawn and... View all property information
    Location Information
    Gloucester, Cape Ann 02116
    4 of 5 stars Reviewed July 20, 2015
    Great beach get away. Walk to private beach. Cottage was very cute and clean with nice deck, outdoor shower, and pretty gardens. Cottage was well equipped with linens, towels...
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    1 / 33
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Direct waterfront on picturesque Goose Cove, this immaculate vacation home provides endless delights, both inside and out. This sunny and welcoming home is situated at the water's edge of the cove and offers three large bedrooms and 3 full baths as well as a lovely eat-in kitchen, formal dining and... View all property information
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    Gloucester, Cape Ann 01930
    1 / 17
    3 of 5 stars (1) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    A delightful vacation home situated in Gloucester's charming Bay View neighborhood, Annie's Place radiates an aura of sun and warmth. Only an 8 minute walk to lovely Plum Cove Beach, Annie's Place lets you spend your summer vacation relaxing, discovering local fauna such as hermit crabs, and... View all property information
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    Gloucester, Cape Ann 01930
    3 of 5 stars Reviewed July 29, 2015
    Cute house with a terrible parking/road situation. Poorly maintained exterior and patio made walking around the TINY yard dangerous for kids and those with mobility/vision...
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    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Just 10 yards from the white sands and lively surf of Long Beach, this vacation rental condo sleeps 8 in central air conditioned comfort and offers 4 floors of living space with 3+ bedrooms and 2.5 baths. The aptly named Long Beach is one mile long and spans both Gloucester and Rockport. This... View all property information
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    Gloucester, Cape Ann 01930
    1 / 17
    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    About this property
    At the edge of Good Harbor Beach, one of the very best beaches in all of New England. Good Harbor Beach, less than 1 hour north of Boston, has a fine white sandy bottom, is cleaned daily, beautiful surf. little undertow, incorporates a saltwater creek. Great for children. 1890s 2-storey cottage... View all property information
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    Gloucester, Cape Ann 01930
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Walk to Good Harbor in 7 minutes from this NEW one bedroom apartment. Completed in July of 2015, this vacation home is pristine and waiting just for you. Enter through your own entrance into the bright granite kitchen with an A/C unit, a table for 4, and stainless appliances. Pass through to the... View all property information
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    Gloucester, Cape Ann 01930
    1 / 17
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Vacation at the very edge of the Gloucester Inner Harbor watching the boats and ships passing by. Relax on your private deck over the water and enjoy this extraordinary picturesque setting that can't be matched anywhere on the harbor ! Whale watching or trips around harbor by boat is all within... View all property information
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    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed June 25, 2016
    All you would want, comfort, convience, excitement, and beauty. You cannot miss here. The view is spectacular.
    5 of 5 stars Reviewed May 3, 2016
    Loved this place. Looks out over the water and was very comfortable. The owner was super, she made sure we had everything we needed and even left a binder full of places in the...
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    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This Friday to Friday vacation rental is right at Good Harbor Beach. Step out the door, walk over the Good Harbor Beach footbridge and you are on one of Gloucester’s most highly rated beaches enjoying the sun, sand, and surf. Leave your car in the driveway and enjoy the best of summer; run home for... View all property information
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    Gloucester, Cape Ann 01930
    1 / 26
    5 of 5 stars (13) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Picture a romantic, seaside cottage with a lovely large deck, set on a hillside overlooking the harbor... catching the summer wind, salt air and sounds of seagulls as they drift up from the harbor. <BR><BR>Open living space - large living room with sliding door onto large private deck overlooking... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed June 29, 2016
    We had such a great experience staying at Summerwind two years ago that we recently returned. With three teenage boys we found it extremely convenient to have boogie boards...
    5 of 5 stars Reviewed June 20, 2016
    Summerwind Cottage is an absolute jewel! We loved the beautiful, artistic decor, and our hosts, Linda and Hank are just the best. Linda's suggestions were all fantastic. We fell...
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    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed waterfront. Stacey Boulevard is home to the iconic "Gloucester Fisherman at the Wheel" sculpture -- a symbol of the fishing port's rich history as a working waterfront and as the subject of poets,... View all property information
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    Gloucester, Cape Ann 01930
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Sitting directly on the the beautiful port of Gloucester Harbor, this light and airy 3 room apartment offers full private bath, fully applianced kitchen, king bed and wonderful sitting porch. Walk or bike to local restaurants, museums, theatre and beach, and enjoy all that is Gloucester. The... View all property information
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    Gloucester, Cape Ann 01930
    1 / 19
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Wingarsheek Beach and the Annisqaum Yacht Club just across the river. Don't forget the incredible sunsets that await you every evening from this 3 bedroom/3.5 bath vacation rental home, which... View all property information
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    Gloucester, Cape Ann 01930
    1 / 54
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Located above the western shore of Gloucester’s historic harbor and lovingly renovated in 2011, this beautiful and spacious five bedroom Victorian vacation rental home has been in the same family since the 1880's. From the side entrance on a quiet lane, you will step into a bright back hall with... View all property information
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    Gloucester, Cape Ann 01930
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Relax and take in wonderful views of Gloucester's beautiful Good Harbor Beach, with Thatcher Island beyond, from this bright and delightfully furnished two bedroom vacation rental apartment. It is the perfect place to stay during your New England summer getaway! Both the living room and the... View all property information
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    Gloucester, Cape Ann 01930
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Situated on the shores of the tidal Mill River on a shaded lot of nearly one acre on Gloucester's Wheeler's Point, this vacation home has its own dock and float. This three bedroom, two bath house is on one level and features an open plan concept with cathedral ceiling and lovely water views. The... View all property information
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    Gloucester, Cape Ann 01930
    1 / 24
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    New in 2016! Captain John Stephens House is a stylish and sparkling, newly remodeled studio condominium unit located in the heart of Gloucester. There are 4 units in this building and Unit 3 is on the ground floor. This bright and modern studio makes a perfect summer vacation home for an individual... View all property information
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    Gloucester, Cape Ann 01930
    1 / 17
    5 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    About this property
    **There is a possibility that construction will ongoing near the property during the summer of 2016** Welcome to your very own summer beach home! Located across the street from the North Shore's best beach, this two family home offers five bedrooms, two bathrooms, two separate living spaces as... View all property information
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    Gloucester, Cape Ann 01930
    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Taking its name from the glorious sunsets one has the privilege of viewing from each of its rooms and both of its decks, Sunset Cottage is a renovated 2 bedroom, 1 bath cottage in Gloucester’s Thurston Point district. Sunset Cottage sits directly on the tidal Annisquam River and boasts air... View all property information
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    Gloucester, Cape Ann 01930
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Location, location, location! Waterviews & a short walk to Good Harbor Beach. This four bedroom/2.5 bath vacation home is large and comfortable and is just steps to the white sands and surf of Good Harbor Beach. The location offers the best of all worlds as it is so close to Cape Ann's most... View all property information
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    Gloucester, Cape Ann 01930
    1 / 32
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    New in 2016! Enjoy the best sunsets on the East Coast from this classic riverfront Victorian summer retreat. Annisquam Singing Pines offers everything you could want in a vacation rental home, with five bedrooms, two full bathrooms and a tidal dock.The house is situated on over an acre of... View all property information
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    Gloucester, Cape Ann 01930
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy the beauty of Cape Ann at this romantic cottage. Direct ocean front in America's oldest seaport. Immaculate 2 bedroom cottage brings back memories of long ago. At the end of a dirt road, the cottage offers a wrap around porch, rolling green grass, granite steps leading to a flat rocky... View all property information
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    Gloucester, Cape Ann 01930
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Captain's Watch House is a Gloucester vacation rental located just a lane away from iconic Stacey Boulevard. This 3 bedroom/1.5 bath gem is steps away from the harbor, two beaches, glorious Stage Fort Park and the vibrant downtown with a huge array of restaurants, galleries, shops, museums and... View all property information
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    Gloucester, Cape Ann 01930
    1 / 29
    5 of 5 stars (10) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This oceanfront year round home was recently constructed to maximize spectacular ocean views and sunsets. Enjoy the views of the water outside while sitting on the glassed in balcony just off of the master bedrooms , the screen/glass windows across the front or on the stone patio or dock. Inside,... View all property information
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    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed October 2, 2012
    We were two families (four adults, 3 children and a toddler), and everyone had a wonderful time. Wingarsheek and Crane Beaches are reasonably convenient, as are some great...
    5 of 5 stars Reviewed May 1, 2012
    We were eight women celebrating over 50 years of friendship with a long weekend getaway. We were delighted with The Landry Cottage. The spacious house is brightly and...
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    4 of 5 stars (1) Very good
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Updated seasonal waterfront cottage ideal for swimming or kayaking right from the property. It is located on the Northeast shore of Cape Ann, affording sweeping views of Ipswich Bay, with gorgeous summer sunsets over the water. It is nestled in among three other waterfornt cottages in a quiet... View all property information
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    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed September 27, 2015
    We stayed at this glouster harbor house for a wedding weekend. Ten of us stayed comfortably. The house is furnished with everything you need. Dr. Rick was wonderful with prior...
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    1 / 52
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
    • Porch
    • Grill
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Addition of new windows, insulation, Heat & Central Air Conditioning now extends our season March 1 to December 31. This newly renovated and updated waterfront gem has four bedrooms and 1.5 baths, a deep-water dock (accommodates up to a 30 foot boat, with our new extended dockage in 2014) and a... View all property information
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    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed February 3, 2015
    We try to stay here every year because we love the comfortable quality of a vacation home that's been in the family since 1929. The roomy screened in porch wraps around 3 sides...
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    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
    • Satellite TV
    • Ocean Views
    • Internet Access
    • Patio
    • Balcony
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This charming, romantic one bedroom townhouse is located in a quiet, seaside neighborhood on the desirable Rocky Neck in Gloucester Harbor. It has water views and boating access and is just steps away from the water. Water/small beach access is around the corner. Rocky Neck is a fun, festive art... View all property information
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    Gloucester, Cape Ann 01930
    1 / 8
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Grill
    • DVD Player
    • Patio
    • Parking
    • Internet Access
    • Air Conditioning
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    On the peak of a hill on Cape Ann with spectacular panoramic, outside views of the beach,back shore, and even outer Boston Harbor. Secluded, but close to everything. Walk to the beach. Located between Bass Rocks and Brier Neck. Close to Rockport.Sleeps 2 -4. Bright, ground level,walk out basement... View all property information
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    Gloucester, Cape Ann 01930
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    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Satellite TV
    • Balcony
    • Internet Access
    • Terrace
    • Grill
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The cottage is an updating of the original Coggeshall artist camp overlooking a grassy acre of land leading to its own point of land jutting into Ipswich Bay. With prevailing calm water the shorefront is usable for swimming and boating (boat launch 1/2 mile at Lane's Cove). The cottage is at the... View all property information
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    Gloucester, Cape Ann 01930
    1 / 33
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • DVD Player
    • Patio
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Make this immaculate 3 bedroom/2.5 bath town home your vacation home for the summer! This home is a 3-month minimum rental. The main floor has gleaming hardwood throughout the formal foyer and open floor plan kitchen, living and dining areas as well as a half bath. The custom fully applianced... View all property information
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    Gloucester, Cape Ann 01930
    1 / 9
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
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    • Grill
    • Washer
    • Internet Access
    • Satellite TV
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    One acre up on quiet bluff, with new view deck and windows overlooking the best beach north of Boston, is our four bedroom, two bath house with lots of parking and just 1500 yards from the ocean. Come and stay with your family or friends and enjoy Good Harbor Beach and all of historic and original... View all property information
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    Gloucester, Cape Ann 01930
    1 / 32
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New in 2016! Your Point of View will be forever changed, for the better, once you have had the opportunity to stay in this magnificently situated beachfront vacation rental home. This contemporary, fully air-conditioned home is perched on a waterfront rocky shelf, which you can navigate to get onto... View all property information
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    Gloucester, Cape Ann 01930
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
    • Terrace
    • Balcony
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Brand New Listing. The apartment is located on the top floor of my home, located in the picturesque and quaint neighborhood of Rocky Neck, home of the oldest working art colony in the US. The space is light and airy with skylights throughout. The large deck has beautiful views of the water. There... View all property information
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    Gloucester, Cape Ann 01930
    1 / 34
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New in 2016! You can have it all with Ships Bell House, as this immaculate 3 bedroom/ 2 full bath vacation rental home enjoys amazing water views, including fantastic sunsets. The home has the added bonus of a pass to swim at the fresh water swimming quarry which is the neighborhood's private and... View all property information
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    Gloucester, Cape Ann 01930
    1 / 52
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • Waterfront
    • Satellite TV
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New in 2016! Your family will love this extraordinary waterfront 4 bedroom/3 full bath vacation rental home with spectacular views set on a bluff over picturesque Strawberry Cove and the open Atlantic. Views abound from almost every light-filled room of the house which offers three levels of... View all property information
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    Gloucester, Cape Ann 01930
    1 / 42
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    New in 2016! Your family will love this extraordinary waterfront 3 bedroom/2 full bath vacation rental with spectacular views set on a bluff over picturesque Strawberry Cove and the open Atlantic! Views abound from almost every light-filled room of the house which offers two levels of... View all property information
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    Gloucester, Cape Ann 01930
    1 / 34
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This immaculate beach house has it all: prime Good Harbor Beach location, views, historic charm and modern comfort and style. The original cottage was built as a stone carriage house to a neighboring estate. A wonderful octagonal addition has created a three bedroom/two full bath home that boasts a... View all property information
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    Gloucester, Cape Ann 01930
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Internet Access
    • Waterfront
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This sweet and comfortable waterfront cottage with spectacular sunset views over the Annisquam River offers a wonderful New England retreat. Swim and kayak from the property or even fish off the deepwater dock, which can accommodate boats up to 18' and has a ladder on the side to make it easy to... View all property information
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    Gloucester, Cape Ann 01930
    1 / 41
    11 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Grill
    • Patio
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    From the instant one enters StoneAcre through its massive, intricately carved and electronically controlled outer gates, the estate evokes the romance and luxury of an opulent, bygone era while offering virtually every modern convenience and amenity imaginable. Perched at the edge of the sea and... View all property information
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    Gloucester, Cape Ann 01930
    1 / 36
    6 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • DVD Player
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This luxurious vacation rental home is situated on the highest point of Brier Neck with astounding ocean views from every angle. Ascend the outside steps of this Tudor-style home and observe the rolling lawn on one side and take in the spectacular 240 degree views (and sounds of the surf) of... View all property information
    Location Information
    Gloucester, Cape Ann 01930