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Vacation Rentals in Cape Ann, MA

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    All 83 Rentals in Cape Ann
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    Travellers to Cape Ann are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    $314
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    1 / 28
    5 of 5 stars (1) Excellent
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 7
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    $454
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    1 / 28
    5 of 5 stars (2) Excellent
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    $284
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    1 / 14
    4.5 of 5 stars (3) Very good
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    $442
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    1 / 17
    5 of 5 stars (4) Excellent
    Rockport
    4 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • TV
    • DVD Player
    • Cooker
    • Refrigerator
    • Water Views
    • Waterfront
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 31 October 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 5 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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    $631
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    1 / 13
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 11
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    Amenities & Details
    • Patio
    • Dryer
    • Wi-Fi
    • Washer
    • Refrigerator
    • Fireplace
    • Grill
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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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    Gloucester, Cape Ann 01930
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    $820
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    1 / 31
    Gloucester
    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Satellite TV
    • Patio
    • Air Conditioning
    • Hot Tub
    • Deck
    • Water Views
    • Fireplace
    • Internet Access
    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 10+ 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
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    Gloucester, Cape Ann 01930
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    1 / 24
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Rockport, Cape Ann 01966
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    $145
    / Night
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    1 / 16
    5 of 5 stars (1) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Refrigerator
    • Air Conditioning
    • Towels Provided
    • Soap/Shampoo...
    • Linens Provided
    • Satellite TV
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    ABSOLUTELY THE BEST LOCATION IN ROCKPORT - STUDIO RIGHT IN DOWNTOWN AND WITH THE ENTRANCE TO FRONT BEACH just across the street: you are in the middle of everything in our beautiful rental residence. Check the map. More quiet Back and Old Garden Beach are just five minutes away. This is the only... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 4 August 2014
    My wife and I decided to take a different type of vacation this year, contrary to the typical "resort and beach" trip. We decided to go to Rockport MA and take in the salt air...
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    $505
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    1 / 55
    Rockport
    4 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Internet Access
    • Refrigerator
    • Satellite TV
    • Deck
    • Grill
    • Fireplace
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming summer cottage features gorgeous vista water views from two large second story decks. With the new addition, there are 4 bedrooms and 3 bathrooms. Beautifully landscaped with perennial garden, the house is located in the coveted 'south end' of Rockport, about 1.5 miles from the... View all property information
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    Location Information
    Rockport, Cape Ann 01966
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    $789
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    1 / 7
    4.5 of 5 stars (6) Very good
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Fireplace
    • Air Conditioning
    • Deck
    • Horse Riding Nearby
    • There Are Tennis...
    • DVD Player
    • Wi-Fi
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 15 June 2015
    A little gem located a short walk to the beach, shops and restaurants that make up the lovely town of Rockport. I stayed with my adult daughter and we had plenty of space. We...
    5 of 5 stars Reviewed 25 May 2015
    Stayed here for a week in May on my own. The place was meticulous and exactly as described. It is small, but has everything one needs - towels, pots, pans, utensils, a...
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    $183
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    1 / 15
    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
    • Balcony
    • Satellite TV
    • Grill
    • Porch
    • Refrigerator
    • Air Conditioning
    • Watersports Nearby
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 10 May 2015
    We come every year! It's a wonderful homey place- attractive, clean and convenient to everything. We don't even need a car when we come. This year we used the top floor guest...
    5 of 5 stars Reviewed 29 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...
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    $189
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    1 / 22
    4 of 5 stars (4) Very good
    Gloucester
    4 Bedrooms / 7 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Washer
    • Fireplace
    • TV
    • Refrigerator
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    English Manor Home reminiscent of the Cottswolds, 'Misselthwaite Manor' is a a quiet respite in a busy world, yet in the middle of everything Historic Gloucester has to offer. Currently booking for July and August at special rates for two week blocks. Located in the heart of the private peninsula... View all property information
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    Location Information
    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed 17 November 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 6 September 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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    $158
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    1 / 9
    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
    • Grill
    • Water Views
    • Air Conditioning
    • Waterfront
    • TV
    • Refrigerator
    • Wi-Fi
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • 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. Located on East Main street, so busy during the day, but close to everything by foot or bicycle. Sunny, furnished, adorable 1BD. Living Room/Kitchenette downstairs, Bedroom/Bath upstairs.... View all property information
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    Location Information
    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed 15 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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    $189
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    1 / 5
    Gloucester
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Washer
    • Satellite TV
    • Air Conditioning
    • Shared Tennis Court
    • Dryer
    • Refrigerator
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 01930
    From
    $1,325
    / Week
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    1 / 20
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Grill
    • Deck
    • Stereo System
    • Water Views
    • Cooker
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This sweet 2 bedroom/1 bath cottage is a 5 minute walk to two of Rockport's finest beaches - Cape Hedge and Long Beach. The cozy summer cottage has lovely views, from the back deck and lush yard, of the marsh and Saratoga Creek which handles the glittering tidal flow from the beaches. You will... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $541
    / Night
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    1 / 19
    Gloucester
    5 Bedrooms / 2 Bathrooms / Sleeps 13
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Deck
    • Washer
    • Satellite TV
    • Stereo System
    • Internet Access
    • Dryer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    **There is a possibility that construction will ongoing next door during the summer of 2015** 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 well as two... View all property information
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    Location Information
    Gloucester, Cape Ann 01930
    From
    $3,786
    / Week
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    1 / 7
    Gloucester
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Stereo System
    • Deck
    • Washer
    • Internet Access
    • DVD Player
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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 01930
    From
    $450
    / Night
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Just Listed - July and August dates available. A newer beach home located in the private Diamond Cove area of Annisquam in Gloucester. Even though it is not directly on the water, it is the perfect location. You have the use of two (semi-private, association members only) beaches. It is only... View all property information
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    Location Information
    Cape Ann, Massachusetts 01930
    From
    $6,057
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    1 / 19
    Rockport
    6 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Watersports Nearby
    • Stereo System
    • Satellite TV
    • Internet Access
    • Washer
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located across from Rockport's Front Beach, Beach & King Beach House is an intimate Cape Ann home located on the North Shore in Massachusetts. Accommodations at our Rockport home offer a picturesque setting with stunning ocean views and a 5-minute stroll to historic Bearskin Neck and the village.... View all property information
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    Location Information
    Rockport, Cape Ann 01966
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    $2,019
    / Week
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    1 / 10
    Rockport
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Horse Riding Nearby
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • TV
    • Dryer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Rockport, MA. Three hundred yards from the ocean, this charming home is located on lovely Cape Ann on the North Shore of Massachusetts. There is a small, secluded beach with a panoramic view of the coastline that can be reached by following a short country lane that passes by a salt water farm.... View all property information
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    Location Information
    Rockport, Cape Ann 01760
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    $252
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    1 / 10
    5 of 5 stars (1) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Water Views
    • Satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Mary's By The Sea offers a 1 bedroom ocean view apartment just sixty feet to the sand at Rockport's beautiful Front Beach. Only one block from downtown, our location is nicely situated for short walks to all the attractions Rockport offers. This clean and modern apartment is available for short or... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 4 September 2013
    First vacation to New England shore and we hit a home run! Mary’s by the Sea is a great place to stay. As others have mentioned across the street from the beach, and close to...
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    $309
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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
    • Internet Access
    • Horse Riding Nearby
    • Satellite TV
    • There Are Tennis...
    • Washer
    • DVD Player
    • Air Conditioning
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 22 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 3 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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    $2,839
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    1 / 18
    Gloucester
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Boat Available
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    Location Information
    Gloucester, Cape Ann 01930
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    $189
    / Night
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    1 / 15
    5 of 5 stars (14) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Water Views
    • Internet Access
    • DVD Player
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    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 24 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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    $1,136
    / Week
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    1 / 18
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Ocean Views
    • Deck
    • DVD Player
    • TV
    • Water Views
    • Central Heating
    • Wi-Fi
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Unique round house in quiet private courtyard just behind 40 main St. just steps to Front Beach. The outstanding feature is the rooftop deck with wonderful ocean views and breezes. Have your dinner up there and stay for the majical evening sunsets and stars. Galleries, restaurants, shops,... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $221
    / Night
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    1 / 17
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Stereo System
    • Water Views
    • DVD Player
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 01930
    From
    $2,965
    / Week
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    1 / 43
    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Stereo System
    • Water Views
    • Waterfront
    • Internet Access
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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 02116
    From
    $410
    / Night
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    1 / 9
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Parking
    • Dryer
    • Ceiling Fans
    • Washer
    • Deck
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Awesome East Gloucester house with picture perfect view! Sip cocktails and watch the boats go by. Walk to Rocky Neck for great dining, art galleries, and more. Enjoy the music from the Neck while sitting on your own deck. A short walk to Niles Beach, bring your bikes or running shoes and run or... View all property information
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    Location Information
    Gloucester, Cape Ann 01930
    From
    $202
    / Night
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    1 / 21
    Rockport
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Linens Provided
    • Wi-Fi
    • Parking
    • Terrace
    • Ocean Views
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    From
    $189
    / Night
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    1 / 22
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Freezer
    • Internet Access
    • DVD Player
    • Cooker
    • Satellite TV
    • Linens Provided
    • Microwave
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location, location, location! This adorable ground floor unit has it! In a historic Rockport home, it has been lovingly updated with new furnishings, appliances, paint and details, but retains the antique charms of a large bay window, attractive slate floors and exposed beams. The unit boasts... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $252
    / Night
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    1 / 5
    Manchester-by-the-Sea
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Manchester-by-the-Sea, Cape Ann 01944
    From
    $1,767
    / Week
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    1 / 26
    5 of 5 stars (10) Excellent
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Deck
    • Washer
    • Water Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 2 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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    From
    $164
    / Night
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    1 / 36
    5 of 5 stars (23) Excellent
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Air Conditioning
    • Refrigerator
    • Grill
    • TV
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    PERIWINKLE COTTAGE - truly a place to call 'a home away from home'. This 2-unit, townhouse cottage offers guests privacy and an updated seaside decor with today's modern amenities. --Rates based on Double Occupancy - 2 guests only (no pets, non-smoking only) --Each unit sleeps a maximum of 2... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 27 June 2015
    My wife & I spent a week here from June 17th to June 24th 2015. We were very, very pleased with everything that was here at Periwinkle # 2. Everything that was shown and described...
    5 of 5 stars Reviewed 13 October 2014
    Form: The artwork, architecture and landscaping were aesthetically pleasing. Function: The rental was conveniently... centrally located, felt comfortable and safe, and had quality...
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    From
    $882
    / Night
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    1 / 9
    Rockport
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Water Views
    • Internet Access
    • Satellite TV
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    From
    $315
    / Night
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    1 / 17
    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Cooker
    • Stereo System
    • Refrigerator
    • Porch
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 01930
    From
    $1,893
    / Week
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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
    • Satellite TV
    • Stereo System
    • Deck
    • Internet Access
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 01930
    5 of 5 stars Reviewed 2 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 1 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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    From
    $360
    / Night
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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
    • Satellite TV
    • Deck
    • Stereo System
    • Water Views
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 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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    From
    $315
    / Night
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    1 / 20
    5 of 5 stars (1) Excellent
    Essex
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Dryer
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Essex, Cape Ann 01929
    5 of 5 stars Reviewed 17 June 2015
    I booked this accommodation for my in-laws who had never been on the North Shore before. The location can't be beat. Every morning we had breakfast (sometimes brunch!) overlooking...
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    From
    $252
    / Night
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    1 / 22
    Rockport
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Central Heating
    • Deck
    • Internet Access
    • Stereo System
    • Waterfront
    • Satellite TV
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Ocean Front Cottage Directly on the Boardwalk of Scenic Long Beach – Cape Ann Ocean front row cottage (152 Long Beach) has a 270-degree ocean front view and is the last house facing east on the boardwalk of beautiful & sandy Long Beach. Location allows full views of the twin lighthouses of... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $852
    / Night
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    1 / 48
    Rockport
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Fireplace
    • Water Views
    • DVD Player
    • Internet Access
    • Grill
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This waterfront gem is a wonderful inviting family home with bountiful space, located in the highly desirable area of 'The Avenues' at the northern end of Rockport. Boasting 5 bedrooms/3.5 baths and the ability to comfortably sleep 12 people, this is a house to bring the extended family to gather... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $901
    / Night
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    1 / 8
    Rockport
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Deck
    • Internet Access
    • Stereo System
    • Central Heating
    • Waterfront
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Perched over the Atlantic with spectacular views of ocean meeting sky. At the end of a cul de sac, this peaceful and quiet home on a private cove is only an hour north of Boston in a charming and historic beach town. Four bedrooms, three baths, newly renovated, two decks and sprawling lawn with... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $246
    / Night
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    1 / 26
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Water Views
    • DVD Player
    • Satellite TV
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Mary's by the Sea in Rockport is located less than one block from downtown and directly across the street from Rockport's best attraction, Front Beach. Walk to shopping, restaurants and the many art galleries that old Rockport is known for. Enjoy excellent privacy from our spacious Ocean View... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $2,163
    / Night
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    1 / 51
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Washer
    • Satellite TV
    • Stereo System
    • Waterfront
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 01930
    From
    $352
    / Night
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    1 / 9
    Gloucester
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Internet Access
    • Washer
    • Satellite TV
    • Dryer
    • Stereo System
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Gloucester, Cape Ann 01930
    From
    $284
    / Night
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    1 / 19
    Rockport
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Microwave
    • Internet Access
    • Freezer
    • Cooker
    • Refrigerator
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Songbird, a darling antique cottage nestled on a lovely lot in the heart of Rockport Village makes the perfect vacation home base, and is an easy walk to all of the town’s shops, restaurants, galleries, and two beautiful beaches. Watch and listen as the lush, verdant lawn comes alive with birds... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $396
    / Night
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    1 / 6
    Gloucester
    4 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Internet Access
    • DVD Player
    • Satellite TV
    • Water Views
    • Washer
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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 01930
    From
    $2,271
    / Week
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    1 / 25
    Essex
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Refrigerator
    • Fireplace
    • Stereo System
    • Patio
    • DVD Player
    • Porch
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This delightful 4 bedroom/ 2 updated bath, in-town home offers gracious comfort and easy access to all the riverfront town of Essex has to offer with its multitude of antique shops and restaurants, including the inventor of the fried clam - Woodman's. Enter the home via the stately front porch... View all property information
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    Location Information
    Essex, Cape Ann 01929
    From
    $763
    / Night
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    1 / 21
    Gloucester
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Stereo System
    • Grill
    • Deck
    • DVD Player
    • Internet Access
    • Satellite TV
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 01930
    From
    $315
    / Night
    View Details
    1 / 34
    Rockport
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Satellite TV
    • Water Views
    • Grill
    • DVD Player
    • Deck
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Rockport, Cape Ann 01966
    From
    $568
    / Night
    View Details
    1 / 8
    Gloucester
    5 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • Satellite TV
    • Internet Access
    • Fireplace
    • Refrigerator
    • DVD Player
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 01930