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Holiday Rentals in Cape Ann, MA

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    All 64 Rentals in Cape Ann
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    Travellers to Cape Ann are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    $159
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    1 / 22
    4 of 5 stars (4) Very good
    Gloucester
    4 Bedrooms / 7 Bathrooms / Sleeps 8
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    $166
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    1 / 36
    5 of 5 stars (22) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (22) Make Enquiry
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    $255
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    1 / 10
    5 of 5 stars (1) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    $115
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    1 / 8
    4 of 5 stars (1) Very good
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Enjoy all that Gloucester has to offer in this charming 1BD cottage by the harbor in East Gloucester. Sunny, furnished, adorable 1BD Living Room/Kitchenette downstairs, Bedroom/Bath upstairs. Discounted for longer stays. Nestled among yacht yards, Gloucester Stage Co., Pirate's Lane, and Rocky Neck... View all property information
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    Location Information
    Gloucester, Cape Ann
    4 of 5 stars Reviewed 16 August 2014
    Recommend it to couples only, quaint, very clean cottage in a busy area. Take caution pulling out of driveway. Bathroom upstairs a little small not much head room for those over...
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    $1,784
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    1 / 26
    5 of 5 stars (10) Excellent
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 5
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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
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    Gloucester, Cape Ann
    5 of 5 stars Reviewed 3 September 2013
    Have just spent a week at the cottage and it was was absolutely lovely. It is exactly like the pictures, beautifully decorated and very well equipped. The owners, Linda and Hank...
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    $319
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    1 / 19
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This delightfully summer cottage, overlooking broad stretches of the Atlantic and Rockport's Hoop Pole Cove, is a perfect retreat for anyone looking to experience the best of what New England has to offer. Complete with two air conditioned bedrooms, an expansive yard, and a wraparound porch, one... View all property information
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    $796
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    1 / 7
    5 of 5 stars (3) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Just as sweet as icing on a cupcake - This downtowner located in a court yard makes a perfect getaway since you can stroll to the beach and to all the cultural and seafood eateries located within a stones throw of your front door. The CORNERed INn is designed for those wanting to get away... View all property information
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    5 of 5 stars Reviewed 12 October 2014
    An oasis in the middle of an oasis. Discrete, quiet, safe, and convenient. Can't ask much more. From the beginning, it was like coming home. The owner has made this a labor of...
    5 of 5 stars Reviewed 4 September 2014
    This cottage is a little gem located in the heart of Rockport right across the street from the beach. Walking distance to everywhere. Very clean, with a responsive host who pays...
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    $414
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    1 / 28
    5 of 5 stars (2) Excellent
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Spacious 5 Bedroom Brick Colonial Home located on the Historic Stacey Boulevard with picturesque views of Gloucester's Harbor and the Atlantic Ocean. Look out at the stunning views of local schooners, the light houses, fishing vessels and feel the cool sea breeze that provides refreshment from the... View all property information
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    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 3 November 2014
    We rented this lovely home for our annual "Cousins Weekend". We are a group of seven women who travel to someplace in New England every October. We had a wonderful time at the...
    5 of 5 stars Reviewed 25 August 2014
    We had such a wonderful stay here! We came with our five kids, ages 11-24, for a last hurrah together before 2 of our older kids left home for college and living abroad. We were...
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    $497
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    1 / 21
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Walk to Gloucester's best beach - Good Harbor, located just 0.2 miles from this wonderful duplex, which offers three air conditioned bedrooms and two full custom tile baths with showers. Enter into the open concept living, dining and kitchen areas complete with parquet floors, which make the... View all property information
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    Location Information
    Gloucester, Cape Ann
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    $185
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    1 / 14
    5 of 5 stars (2) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Reserve now for summer 2015 or enjoy a quiet fall 2014 get-away. DEDICATED OFF-STREET PARKING FOR ONE CAR. BEST LOCATION IN ROCKPORT steps away from everything! Ground floor studio boasts comfortable and clean efficiency with AC, cable TV and microwave kitchenette, private entrance, private... View all property information
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    5 of 5 stars Reviewed 30 April 2015
    This studio apartment is perfectly located within a minute's walk to the beach and to the unique shops located along the north end of Main Street in Rockport. I enjoyed morning...
    5 of 5 stars Reviewed 5 September 2014
    This studio apt. was well equipped , very clean, within walking distance to everywhere I needed to go. Lovely side garden. Owners were on site, exceedingly kind but never...
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    $446
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    1 / 15
    5 of 5 stars (4) Excellent
    Rockport
    4 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Sitting directly on picturesque Long Beach, this is the perfect spot for a romantic get-away or a family retreat. With decks in the front and back of the house, sun-chasers and shade-seekers alike will be pleased at any time of day. The cottage is sunny and open with a large eat-in kitchen and... View all property information
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    5 of 5 stars Reviewed 1 November 2014
    Cozy and casual, sunny and welcoming, this cottage exceeded my expectations the moment I walked in through the back door and saw, out the front windows, a spectacular ocean view...
    5 of 5 stars Reviewed 6 October 2014
    We rented this quaint, pretty cottage to celebrate a birthday weekend. Our only complaint is that we didn't have more time to spend here. Jennifer was great to work with-very...
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    $363
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    1 / 52
    5 of 5 stars (1) Excellent
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    NEW IN 2013: Addition of new windows, insulation, Heat & Central Air Conditioning now extends our season March 1 – December 31.This newly renovated and updated waterfront gem has four bedrooms and 1.5 baths, a deep-water dock (accommodates up to a 20 foot boat) and a wrap-around screened porch... View all property information
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    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 4 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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    $287
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    1 / 14
    4.5 of 5 stars (3) Very good
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Just grab your towel and go! A get-away in Rockport includes beautiful scenery, great beaches, fun shopping, and outdoor activities for all members of the family like kayaking, paddle boarding, walking trails, and shopping and dining on historic Bearskin Neck. This vacation rental provides a... View all property information
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    5 of 5 stars Reviewed 30 September 2014
    We stayed here for 4 days with our young son in September. The place was ideal. Really nicely and practically furnished. Had our 4 best nights sleep of our 2 week holiday here as...
    4 of 5 stars Reviewed 30 August 2014
    Good spacious accommodation close to centre. Ideal for town, beach and coastal walks. Off street parking a plus. Old property therefore some noise from property above, however...
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    $312
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    1 / 14
    5 of 5 stars (9) Excellent
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Rockport, a part of Cape Ann, is one of the most scenic towns in Massachusetts located on Boston’s North Shore, Rockport and nearby Gloucester are filled with attractions: art, music, shopping, beaches, whale watching, boating, fishing, bicycling… you name it! Historic Lexington, Concord & Boston... View all property information
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    5 of 5 stars Reviewed 23 October 2014
    We stayed in this fantastic house for over a week with my husband, my sister and her husband. What a wonderful find and what a beautiful place Rockport is. Cannot recommend it...
    5 of 5 stars Reviewed 4 August 2014
    We stayed in this lovely two bedroom home for two weeks and enjoyed every minute. The location was convenient to down town and various walking trails as well as the other...
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    $2,184
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    1 / 51
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    LUXURY OCEANFRONT ESTATE CLOSE TO BOSTON This truly unique, breathtaking oceanfront circa 1890 estate has been painstakingly renovated and modernized by its current owner. The property consist of close to 4 acres of direct oceanfront access with a 4,000 sf stone house that boasts an attached... View all property information
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    Location Information
    Gloucester, Cape Ann
    From
    $317
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    1 / 28
    5 of 5 stars (1) Excellent
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Built in 1900, this classic New England beach house is located in the Headlands neighborhood in Rockport, Massachusetts. Steps away is the charming Old Garden Beach, secluded enough to remain a hidden jewel of Rockport. Also a short walk away is the Headlands, providing spectacular views of... View all property information
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    $510
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    1 / 15
    5 of 5 stars (2) Excellent
    Rockport
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Brand NEW LISTING!! Perfect location! Old Garden beach just 800 feet away! This newly renovated cape is located in the highly desirable South End of Rockport, on a quiet cul-de-sac and is a short walk to EVERYTHING. A 4 minute walk to Old Garden Beach, the Headlands AND the Atlantic Path AND only... View all property information
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    $152
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    1 / 17
    5 of 5 stars (17) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Sea Mist Cottage is a fully equipped vacation rental in the perfect downtown location, recently remodeled from top to bottom and gorgeously decorated. The ocean and T-Wharf are straight ahead as you approach. Walk everywhere from this great downtown location: 5 minutes to the water, 8 minutes to... View all property information
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    5 of 5 stars Reviewed 6 June 2014
    Pat Mandell has created a gem of a space in an ideal Rockport location with parking. Clean, well-maintained and well-designed, Sea Mist Cottage offers a beautifully appointed...
    5 of 5 stars Reviewed 8 October 2013
    Sea Mist Cottage is one of the nicest places my husband and I have ever rented. It is perfect for a couple, though it will accommodate a family with one or two toddlers or...
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    $178
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    1 / 15
    5 of 5 stars (14) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveller have booked this property
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Great location in seaside town. Walk to Bear Skin Neck shopping, art galleries and restaurants and the just opened Shalin Liu Performance Center in the heart of Rockport. Walk to Old Garden Beach. Rockport Train Station is located within a 5 minute drive drive. It is one hour train ride to Boston... View all property information
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    5 of 5 stars Reviewed 7 November 2014
    My husband and I spent 3 nights at the Carriage House and would love to return for a week. Great apartment, lovely decorations, very friendly host. Just a short stroll to harbor...
    5 of 5 stars Reviewed 25 August 2014
    First time we stayed here and we immediately booked it for two weeks next summer. Meg is a real sweetheart and the apartment was immaculate and supplied with everything we needed...
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    $2,995
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    1 / 43
    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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
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    Location Information
    Gloucester, Cape Ann
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    $1,911
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    1 / 29
    5 of 5 stars (10) Excellent
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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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    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 3 October 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 2 May 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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    1 / 4
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Title Travelers see this first while they are browsing properties, so be sure your title stands out. Description Give travelers an idea of what to expect from a stay in your rental. What is the space like? What's nearby? What makes it special? Give travelers an idea of what to expect from a stay... View all property information
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    Location Information
    Gloucester, Cape Ann
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    $382
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    1 / 21
    Rockport
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This Rockport guesthouse is right on the harbor and features scenic water views and a terrace. Halibut Point State Park is 3 miles away. The Halyard Guest House features rooms with cable TV and a private bathroom. Select units have a private terrace with harbor views, and some have a kitchenette... View all property information
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    $830
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    1 / 7
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • 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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    Location Information
    Gloucester, Cape Ann
    From
    $223
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    1 / 17
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    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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    Location Information
    Gloucester, Cape Ann
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    $255
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    1 / 5
    Manchester-by-the-Sea
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Summer Rental in Manchester by the Sea MA Enjoy beautiful gardens in this in-town retreat. Right in the center of Manchester by the Sea walking distance to Singing Beach, shops, restaurants and the train station, this rental offers exceptional opportunities for exploring the area. Take the train... View all property information
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    $191
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    1 / 5
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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, queen 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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    Location Information
    Gloucester, Cape Ann
    From
    $317
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    Rockport
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Inviting 5+ room townhouse located just a couple of blocks from popular Bearskin Neck, the village, Motif #1, beaches and great shops. This property is has 4 decorative fireplaces, pretty pine floors, applianced kitchen, 2 large bedrooms, dressing room, 1.5 baths and private entrances. There's... View all property information
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    $636
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    1 / 9
    Rockport
    3 Bedrooms / 1 Bathroom / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Designed in an “Oceanside Modern” decor, our colorful and stylish deluxe cottage rental offers three bedrooms,with a king, a queen, and twin beds respectively, and one full bath (shower only), one half bath. A large great room features comfy living space, a fireplace, and a dining table and... View all property information
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    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Mariner is a custom-furnished, luxury apartment with a panoramic harbor view and providing all the amenities and comfort that one may need to enjoy time in Rockport, Massachusetts. The Mariner, a 2nd floor apartment, is located at 35 Bearskin Neck. The front entrance is on Bearskin Neck and... View all property information
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    1 / 13
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 11
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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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    Location Information
    Gloucester, Cape Ann
    From
    $280
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    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A delightful home situated in Gloucester's charming Bay View neighborhood, Annies Place radiates an aura of sun and warmth. Only an 8 minute walk to lovely Plum Cove Beach, Annies Place lets you spend your summer vacation relaxing, discovering local fauna such as hermit crabs, and swimming to your... View all property information
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    Location Information
    Gloucester, Cape Ann
    From
    $319
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    1 / 25
    Rockport
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This sweet and comfortable four bedroom, 1.5 bath cottage is just across the street from one of the most striking coves on Cape Ann - or anywhere for that matter - Folly Cove. This is the sister cottage to Cove View cottage and both cottages may be rented together for larger groups (together would... View all property information
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    $701
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    1 / 42
    Rockport
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    From its waterfront perch this 4 bed/2.5 bath 3 level home overlooks Rockport's picturesque Pigeon Cove harbor and has unobstructed 180 degree views of the working cove, open Atlantic, Sandy Bay, and the twinkling lights of the village of Rockport in the distance. The location of the home is ideal,... View all property information
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    $586
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    1 / 37
    Rockport
    6 Bedrooms / 4 Bathrooms / Sleeps 10
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    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This wonderful inviting family home has bountiful space and is located in the highly desirable area of 'The Avenues' at the northern end of Rockport. Boasting 6 bedrooms/3.5 baths and the ability to comfortably sleep 11 people, this is a house to bring the extended family to gather and relax in a... View all property information
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    1 / 43
    Rockport
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Walk to Old Garden beach from this immaculate 4 bedroom home that was built in 2008, complete with its own HOT TUB. Just 0.7 Miles from the village of Rockport (and Old Garden Beach) with all its restaurants, galleries and shops, this is the perfect launching pad for your Rockport summer adventure.... View all property information
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    $548
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    1 / 42
    Rockport
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Caleb's Beach House, a 3 bedroom/3 bath home is a 3 minute walk to Old Garden Beach and only 3/10 of a mile to the picturesque village of Rockport with it's shops, restaurants and concert hall. Enter through the formal foyer into the open floor plan living room (with fireplace), dining room and... View all property information
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    $3,377
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    1 / 31
    Rockport
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This gorgeous in-town Victorian offers the best of all worlds being beautifully and recently renovated retaining the old world charm of 14 foot ceilings, huge windows and large rooms with the modern conveniences of all new baths, windows, refinished hardwood floors, walls and woodwork. The house... View all property information
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    $535
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    1 / 8
    Gloucester
    5 Bedrooms / 2 Bathrooms / Sleeps 9
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    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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 house 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 full bath and... View all property information
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    Location Information
    Gloucester, Cape Ann
    From
    $758
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    1 / 42
    Rockport
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    NEW in 2015 central AIR CONDITIONING! Enjoy ocean views of Rockport's famous twin lighthouses and walk to one of Rockport's best beaches in 6 minutes. This amazing 3+ bedroom vacation home allows you to sit anywhere on the main floor or deck and enjoy incredible ocean views of the Atlantic and... View all property information
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    $299
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    1 / 24
    Gloucester
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    Location Information
    Gloucester, Cape Ann
    From
    $637
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    1 / 21
    Rockport
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This wonderful Rockport house, formerly an artist's studio, has been completely renovated into a luxury vacation home with harbor views. High ceilings, individually controlled high-end air conditioning units in each spacious room, and ample off-street parking are just some distinguishing features... View all property information
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    $446
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    1 / 30
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This well appointed 3 bedroom/ 2 bath pied a'terre is perched above the picturesque waterfront Stacey Boulevard which is one of the most scenic spots on all of Cape Ann- best known for the iconic Man-at-the-Wheel sculpture of the Gloucester Fisherman facing the elements of the sea depicting 'Those... View all property information
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    Location Information
    Gloucester, Cape Ann
    From
    $319
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    1 / 20
    Essex
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Newly remodeled luxury air conditioned townhome with views of the Great Marsh and Essex river from every room. New master bathroom with separate freestanding soaking bathtub and large shower, heated floors, and granite counter top. The master bedroom has a king size bed, ceiling fan, individual air... View all property information
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    $637
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    1 / 26
    Rockport
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A splendid 3 bedroom, 3 bath home located in Rockport’s serene South End, Whale Cove Gardens provides each of its guests with a breathtaking and unforgettable experience. Surrounded by vibrant, award-winning gardens and jaw-dropping water views, and located only 1.5 miles away from both downtown... View all property information
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    $409
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    1 / 14
    Rockport
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Brand NEW LISTING!! Perfect location! Old Garden beach just 800 feet away! This newly renovated cape is located in the highly desirable South End of Rockport, on a quiet cul-de-sac and is a short walk to EVERYTHING. A 4 minute walk to Old Garden Beach, the Headlands AND the Atlantic Path AND only a... View all property information
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    $637
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    1 / 9
    Rockport
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This waterfront historic home in centrally located in the village of Rockport and was home to John Oakes in the late 18th and early 19th centuries. Completely renovated in 2015 and brought up to the highest modern standard yet retaining the old world charm - furnished with antiques hand picked... View all property information
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    $400
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    1 / 6
    Gloucester
    4 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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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    Location Information
    Gloucester, Cape Ann
    From
    $8,410
    / Week
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    1 / 35
    Gloucester
    3 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    RENTING FOR AUGUST 2015. Ocean Whisper House is the high end, waterfront, air conditioned home you have been waiting for. The house has everything you could wish for with 3 ensuite bedrooms and 4.5 baths, AND it comes with a parking pass to park on Beach Street at Good Harbor Beach. Or if you... View all property information
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    Location Information
    Gloucester, Cape Ann
    From
    $484
    / Night
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    1 / 32
    Gloucester
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Direct waterfront on picturesque Goose Cove, this immaculate property 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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    Location Information
    Gloucester, Cape Ann