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Holiday Rentals and Homes in Gloucester, MA

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    Travellers to Gloucester are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 26
    5 of 5 stars (4) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    4.5 of 5 stars (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
    Location Information
    Gloucester, Cape Ann 01930
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    From our convenient in-town location enjoy restful refinement while also delighting in being part of the Gloucester experience. Our 2800 sq ft, easy-to-live-in home is perched above the sparkling waters of Gloucester's inner harbor. Watch the gulls soar and fishing boats return home from the... View all property information
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    Gloucester, Cape Ann 01930
    1 / 26
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    UNPLUG, UNWIND & UPLIFT YOUR SPIRITS! For those seeking to truly rest, relax and rejuvenate (no TV or Internet) - we can't wait to meet you! Decorated in charming, boho style with creative objects d'art and romantic, atmospheric lighting. A petite solarium brings strong morning light.... View all property information
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    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 27 January 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 25 January 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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    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
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Gloucester, Cape Ann 01930
    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
    Location Information
    Gloucester, Cape Ann 01930
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
    • Waterfront
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    • Ocean Views
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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
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Cozy two bedroom late 1800's home with updated big kitchen and two bathrooms. TV room, sitting room downstairs. Two bedrooms, full bath and walk in closet upstairs. Shared yard with BBQ grill, outdoor shower. Conv. store and gas station across the street. East Main is a busy street during the... View all property information
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    Gloucester, Cape Ann 01930
    1 / 26
    5 of 5 stars (11) 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. Open living space - large living room with sliding door onto large private deck overlooking the... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 8 July 2015
    I have stayed in a dozen or so vacation rentals over the years, including several in the Cape Anne area, and this one was by far the best maintained, best outfitted, most...
    5 of 5 stars Reviewed 6 October 2013
    My wife and I stayed a week at Summerwind in September. The house overlooks Gloucester harbor, and although close to the center of town and near restaurants and shops, it is...
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    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    About this property
    At the edge of 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 with great on-beach... View all property information
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    Gloucester, Cape Ann 01930
    1 / 19
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Captain John Stephens House is a stylish and sparkling, newly remodeled studio condominium unit located in the heart of Gloucester. This bright and modern studio makes a perfect summer vacation home for an individual or couple and a cozy retreat in the off-season. This beautifully furnished studio... View all property information
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    Gloucester, Cape Ann 01930
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    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 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This newly renovated, fully furnished,1 bedroom apartment is in a lovely, turn of the century home on Rocky Neck. It includes a full size sleep sofa in the living room, an eat-in kitchen, a large private deck with a gorgeous view of Smiths Cove, and a small office area with desk, phone and hi speed... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Waterfront
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    • Ocean Views
    • DVD Player
    • Hot Tub
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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
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Turn of the century home located two blocks from Atlantic shoreline and close to wedding venues including Elks, Cruiseport, & Anninsquam Yacht Club. 7 day minimum stay Sat. To Sat. Large modern fully equipped kitchen with double oven, 6 burner stove, dishwasher, washer, dryer. Three fireplaces,... 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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    • Air Conditioning
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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 20 July 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 / 6
    4 of 5 stars (1) Very good
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    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
    Location Information
    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed 27 September 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
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    • Waterfront
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    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
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 3 February 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 / 29
    5 of 5 stars (10) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Pet-friendly
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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
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 28 July 2013
    My husband and I have vacationed in Gloucester for over 20 years. Our children (now adults) have so many wonderful memories of this beautiful town. This house took our experience...
    5 of 5 stars Reviewed 28 July 2013
    We have just come back from a wonderful week here. Tom & his family met us & made us feel really welcome. The house was even better than we had hoped. It was beautifully clean...
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    1 / 11
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
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    • Terrace
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    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 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This sweet two bedroom vacation rental apartment has views of Ipswich Bay from its second floor vantage point. It has an open plan living/dining room/kitchen and spacious tiled bathroom. One bedroom has a queen bed and a single; the second bedroom has a single. There is a large fenced-in yard... View all property information
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    Gloucester, Cape Ann 01930
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Welcome, cher ami ('dear friend'), to this gleaming and immaculate, second floor vacation rental. Cher Ami is available as a summer rental and an off-season rental, with a minimum 2-week rental period. Comprising the upper half of the owner's home (a walk up a flight of stairs is required to... View all property information
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    Gloucester, Cape Ann 01930
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Featuring a waterfront location, 2 bedrooms, and 2 baths, Water’s Edge Too makes for the perfect family getaway. As you sit out on the screen porch, peacefully gazing out over gorgeous Goose Cove, you will sense the stressors of your everyday life melting away. You are now on vacation! Step into... 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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    About this property
    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 / 13
    1 Bedroom, 2 Bathrooms, 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 / 35
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Enjoy this comfortable recently renovated 3 bedroom, 1 bath vacation home conveniently located a block away from Gloucester's scenic outer harbor. You'll love being just steps away from Gloucester's historic Stage Fort Park, once a landing place for pirates, now home to two public beaches, tennis... View all property information
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    Gloucester, Cape Ann 01930
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This delightful 3 bedroom, 1.5 bath Queen Anne-style vacation rental home is bright and cheery and just waiting for you! Enter the house into the kitchen from the verdant and sizable back yard (or choose one of the other 2 doors). The sunny kitchen has plenty of storage, a gas range, and a small... View all property information
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    Gloucester, Cape Ann 01930
    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 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    4 week minimum rental required. Within sight of the famous footbridge leading to the white sands of Good Harbor Beach. This bright and sunny 2 bedroom, 1.5 bath vacation rental condo at the Thorwald Condominiums offers an ideal summer retreat after a day in the surf and sand. Complete with 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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    • Satellite TV
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    • Internet Access
    • Waterfront
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 37
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Patio
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A tastefully renovated vacation home, Victorian House on Rocky Neck (Gloucester’s fabled artist colony) has three bedrooms and a gorgeous front porch overlooking the water. From the porch, step into the home’s front hall and formal living room, complete with a custom delicately-tiled fireplace.... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 54
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Porch
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    RENT 6 NIGHTS AND GET YOUR 7TH NIGHT FREE! BOOK A WEEK OR MORE AT BEACHMONT AND GET A FREE NIGHT. NO COUPON CODE NEEDED! THE DISCOUNTED PRICE WILL APPEAR IN YOUR QUOTE. Located above the western shore of Gloucester’s historic harbor and lovingly renovated in 2011, this beautiful and spacious five... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Internet Access
    • DVD Player
    • Porch
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 32
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 30
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Porch
    • Grill
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This large, comfortable family-oriented vacation home is just steps from the white sands of Long Beach--a perfect summer location! Built in the early 1900's, much of its early charm still remains but is augmented with an updated kitchen and many amenities. On the ground floor there is living... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 19
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • DVD Player
    • Internet Access
    • Satellite TV
    • Patio
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 38
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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 sophisticated, yet... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Just 10 yards from the white sands and lively surf of Long Beach, this condo sleeps 8+ in centrally air conditioned comfort and offers 4 floors of living space with 3+ bedrooms and 2.5 baths. The aptly named beach is one mile long spanning both the community of Gloucester and Rockport - take your... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 37
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Porch
    • Balcony
    • DVD Player
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This bright and open contemporary vacation rental home was custom-designed and built by the architect owner. The care and skill is reflected in the soaring ceilings, multitudes of windows and skylights, and warm pine floors, all of which bring the outside in -- yet all is kept cool with central air... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Internet Access
    • Waterfront
    • Grill
    • DVD Player
    • Satellite TV
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Perched overlooking the Wonson Cove’s prismatic waters, this 4 bedroom, 2.5 bath vacation rental home situated in Gloucester’s cultural district known as Rocky Neck will take your breath away. From Eastern Point to the Dog Bar Breakwater, from lighthouses to glorious sunrises, the views from Wonson... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 29
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Porch
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    RENT 6 NIGHTS AND GET YOUR 7TH NIGHT FREE! BOOK A WEEK OR MORE AT ANNIQUAM SINGING PINES AND GET A FREE NIGHT. NO COUPON CODE NEEDED! THE DISCOUNTED PRICE WILL APPEAR IN YOUR QUOTE. Enjoy the best sunsets on the East Coast from this classic riverfront Victorian summer retreat. Annisquam Singing... View all property information
    Location Information
    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
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 29
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This delightful and charming vacation rental home is ideally situated just one block from Good Harbor Beach overlooking the sand and the surf. Four bedrooms and two full baths, the house is well laid out and has fantastic views of the beach. Enter into the center stair foyer and on your left is a... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Grill
    • Porch
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 53
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Waterfront
    • Satellite TV
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Your familiy 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 sophisticated, yet... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Payment Protection
    Amenities & Details
    • Secure Parking
    • Central Heating
    • Balcony
    • Waterfront
    • Wi-Fi
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Not just near the harbor. ON the harbor. A perfect scene all year-round across the bay of the Harbor, Ten Pound Island and the Paint Factory. Walk easily to harbor restaurants, supermarket, train, THE BEACH. A casual home with exceptional views. The Space Large kitchen and dining area with a view... View all property information
    Location Information
    Gloucester, Cape Ann 01930