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Holiday Homes and Apartments Essex, MA and nearby

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    All 98 Rentals in the Essex Area
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    From
    $331
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    1 / 20
    5 of 5 stars (1) Excellent
    Essex
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    $2,381
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    1 / 25
    Essex
    4 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Enquiry

    The following rentals are within 15 kilometres of Essex, Cape Ann, Massachusetts.

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    $1,852
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    1 / 26
    5 of 5 stars (10) Excellent
    Gloucester
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    $476
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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
    • Internet Access
    • Air Conditioning
    • Water Views
    • Deck
    • DVD Player
    • Satellite TV
    • Fireplace
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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 01930
    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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    1 / 28
    5 of 5 stars (1) Excellent
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • TV
    • Stereo System
    • Air Conditioning
    • Dryer
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Rockport, Cape Ann 01966
    From
    $860
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    1 / 31
    Gloucester
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    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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    Location Information
    Gloucester, Cape Ann 01930
    From
    $172
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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 28 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 14 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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    1 / 17
    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
    • 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 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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    $321
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    1 / 10
    Rockport
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Grill
    • Refrigerator
    • Wi-Fi
    • Dryer
    • TV
    • Patio
    • 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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    $212
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    1 / 19
    5 of 5 stars (12) Excellent
    Marblehead
    2 Bedrooms / 2 Bathrooms / Sleeps 3
    travellers have booked this property
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • TV
    • Air Conditioning
    • Wi-Fi
    • Staffed Property
    • DVD Player
    • Watersports Nearby
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Chestnut Sweet, in Marblehead's historic Shipyard neighborhood, is a romantic, private hideaway offering new, top-drawer furnishings and services, easy access to town and beach, and hosts who will welcome you like family. We're within sight, sound, and salt-water smell of the ocean for guests... View all property information
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    Location Information
    Marblehead, Massachusetts 01945
    5 of 5 stars Reviewed 25 June 2015
    Francie and Bob were amazing hosts! The accommodations were absolutely beautiful! The location was perfect! I will definitely go back one day!!!!
    5 of 5 stars Reviewed 5 June 2015
    Chestnut Sweet is a terrific place to stay while in Marblehead, MA. It is everything you would think of for a New England cottage. Roomy, charming with perfect amenities. Bob...
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    $298
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    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
    • There Are Tennis...
    • DVD Player
    • TV
    • Washer
    • Horse Riding Nearby
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    Rockport, Cape Ann 01966
    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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    $661
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    1 / 13
    Gloucester
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Make Enquiry
    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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    Location Information
    Gloucester, Cape Ann 01930
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    1 / 24
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Make Enquiry
    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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    Location Information
    Rockport, Cape Ann 01966
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    $152
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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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    $529
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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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    $827
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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 16 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 26 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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    $192
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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 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...
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    $258
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    1 / 50
    Ipswich
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Horse Riding Nearby
    • Housekeeping...
    • Watersports Nearby
    • Water Views
    • Wi-Fi
    • Satellite TV
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A spacious 2BR home with views of Plum Island, the bay and the Atlantic. While the pictures show the house empty, we will put up fully furnished home visuals by around June 14 With a beachside lifestyle, environment is everything. You will experience oceanside grandeur like never before. The home... View all property information
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    Location Information
    Ipswich, Massachusetts 01938
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    $331
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    1 / 15
    Ipswich
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Grill
    • Refrigerator
    • Air Conditioning
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    One of the few seaside old family cottages of Gloucester that is ready to welcome you for a unique experience. Fully equipped with a gorgeous view of colorful sunsets and a home that delivers a great living space near Halibut Point on the water. A very large home with 4 bedrooms and bunk room;... View all property information
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    Location Information
    Ipswich, Massachusetts 01930
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    $1,190
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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
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    $198
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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 18 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 7 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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    $165
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    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 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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    $198
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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
    $567
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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
    $1,389
    / 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
    $3,968
    / 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
    $329
    / Night
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    1 / 6
    Marblehead
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Shared Garden
    • Parking
    • Towels Provided
    • Linens Provided
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Newly renovated and redecorated 3rd floor apartment in heart of historic harbor district. Off street parking and easy walk to public transportation, restaurants, shops, galleries and the famous Marblehead Harbor. New kitchen, bath and all furnishings. Wifi, 'smart' HDTV in living room, HDTV in... View all property information
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    Location Information
    Marblehead, Massachusetts 01945
    From
    $6,348
    / Week
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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
    From
    $265
    / Night
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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 5 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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    $198
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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
    $2,976
    / Week
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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
    From
    $263
    / Night
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    1 / 7
    Marblehead
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Housekeeping...
    • Parking
    • TV
    • Refrigerator
    • Linens Provided
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    One bedroom fully furnished apartment in historic harbor district. Wifi, HDTV's, fully equipped kitchen, living room and full bath. Yard and garden, off street parking and maid service. Walk to everything; shops, restaurants, galleries, harbor and bus service to Boston. View all property information
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    Location Information
    Marblehead, Massachusetts 01945
    From
    $324
    / Night
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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 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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    From
    $924
    / 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
    $946
    / Night
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    1 / 33
    Rockport
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Satellite TV
    • Internet Access
    • Cooker
    • Fireplace
    • Grill
    • Linens Provided
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location, Location Location. This delightful two bedroom/one full bath (plus outside shower) cottage is on a quiet side street in the heart of Rockport. You can park your car here and walk to Front Beach, Bear Skin Neck with shops, galleries and restaurants, the world class Shalin Lui Performance... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $198
    / 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 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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    From
    $231
    / 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
    $3,108
    / 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
    $430
    / 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
    $331
    / 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
    $600
    / Night
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    1 / 24
    South Hamilton
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Water Views
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Offering breathtaking ocean and marina views, this spacious apartment is sure to provide the perfect holiday experience. A large lounge room with modern comfortable furnishings including large screen Plasma Television and Austar allows for relaxation after a busy day on the island. The modern... View all property information
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    Location Information
    South Hamilton, Massachusetts 4803
    From
    $198
    / Night
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    1 / 52
    Ipswich
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Dryer
    • Deck
    • Central Heating
    • Water Views
    • Ocean Views
    • Swingset
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    A great view that has open, open, open space inside. Cozy for 2 (applying base rate) and can fit in a whole gang of up to 8 or squeeze in a 9th or 10th on the sofas (per person cost). Winterized and renovated. Ready for year-round stays. From this home you overlook Plum Island Sound to Plum... View all property information
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    Location Information
    Ipswich, Massachusetts 01938
    From
    $198
    / Night
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    1 / 25
    Ipswich
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Waterfront
    • Deck
    • Dryer
    • Stereo System
    • Internet Access
    • Water Views
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    About this property
    Right on the beachfront of the Ipswich Channel, with a view of the Atlantic Ocean, the Channel, Crane Beach and reaching around you can see Plum Island. You can walk right out onto the beach and rocks to meet the water, hear the waves. Enjoy natural marine surroundings. Walk along the beach. Go... View all property information
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    Location Information
    Ipswich, Massachusetts 01938
    From
    $1,984
    / 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 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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    From
    $926
    / Night
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    1 / 31
    Rockport
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Hot Tub
    • Waterfront
    • Water Views
    • Satellite TV
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Rockport ocean and beachfront! This immaculate 3 bedroom 2.5 bath home has been completely remodeled in the highest standard but retains hints of the interesting historical importance of the home that was the original U.S. base established in 1884 for the first Trans-Atlantic Cable originating in... View all property information
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    Location Information
    Rockport, Cape Ann 01966
    From
    $529
    / Night
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    1 / 13
    5 of 5 stars (2) Excellent
    Ipswich
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Patio
    • Linens Provided
    • Parking
    • Towels Provided
    • Air Conditioning
    • Soap/Shampoo...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely, historic home B&B refurbished to offer guests modern amenities and a stylish comfortable stay. Conveniently located in the center of all to see. A few miles from 'Crane Beach', a five mile long bird sanctuary and top 10 ranked family beach. A short drive to Rockport, Gloucester, Essex,... View all property information
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    Location Information
    Ipswich, Massachusetts 01938
    5 of 5 stars Reviewed 9 June 2015
    Our stay at Rogers and Brown's B&B was fantastic. You feel like you have stepped back in time. Extremely comfortable beds and the attention to all the details one experts...
    5 of 5 stars Reviewed 24 April 2014
    Charming home with hosts who really care, and are very knowledgeable about the history. Very comfortable home and bed, breakfast of quiche and fresh fruit, better than average...
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    $377
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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 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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    From
    $331
    / Night
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    1 / 15
    Prides Crossing
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • TV
    • Grill
    • Water Views
    • Refrigerator
    • DVD Player
    • Linens Provided
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    On a gorgeous estate, this Beverly Cove Carriage house has been lovingly renovated and made into 3 tasteful and comfortable units. This air conditioned rental includes use of the estate swimming pool, tennis court, private beach, and hot tub. It is located just a half a mile from West Beach which... View all property information
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    Location Information
    Prides Crossing, Massachusetts 01915
    From
    $463
    / Night
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    1 / 10
    Beverly
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Fireplace
    • Waterfront
    • Internet Access
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Toast the glow of another gorgeous day on the riverfront wraparound deck of Afternoon Delight in historic Beverly. A decorative columned portico and farmer's porch welcome you into to this immaculate and restful abode. Start in the foyer which opens to a carpeted living room with windows on 3... View all property information
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    Location Information
    Beverly, Massachusetts 01915
    From
    $727
    / Night
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    1 / 51
    Rockport
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Patio
    • Waterfront
    • Deck
    • Satellite TV
    • Water Views
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Rockport, Cape Ann 01966