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Vacation Rentals in Manchester-by-the-Sea, MA and nearby

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    Manchester-by-the-Sea
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    The following rentals are within 15 kilometres of Manchester-by-the-Sea, Cape Ann, Massachusetts.

    1 / 25
    5 of 5 stars (22) Excellent
    Marblehead
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    1 / 25
    5 of 5 stars (6) Excellent
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Marblehead
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Fabulous one bedroom first floor condo with all brand new furnishings and full size stainless steel appliances. Beautiful gas fireplace and brand new air conditioning and heating system. This unique cottage type condo comes outfitted with everything from towels to bed sheets and blankets. There is... View all property information
    Location Information
    Marblehead, Massachusetts 01945
    1 / 15
    5 of 5 stars (4) Excellent
    Rockport
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Grill
    • Balcony
    • Outdoor Dining Area
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    BOOKING ACCEPTED NOW FOR SUMMER 2016!!. 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 bathroom all on the ground... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 20 September 2015
    My husband and I stayed in the studio and loved it. The location is great. You are near all the shops in town and the beach is a block away. The train station is nearby and we...
    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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    Gloucester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Washer
    • Ocean Views
    • DVD Player
    • Hot Tub
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Location, Location, Location! Get ready to do some serious relaxing at this beautiful and comfortable, 4 bedroom house just steps from the private end of Good Harbor Beach. Open and airy living space with spectacular views of the beach, modern kitchen with all the amenities, large dining area for... View all property information
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    Gloucester, Cape Ann 01930
    1 / 40
    5 of 5 stars (3) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
    • Waterfront
    • Wi-Fi
    • Balcony
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    All utilities are included. Heat, electricity, water, basic cable. Full hi-speed wifi Sq. footage 1200 sq ft. Full Bathroom with shower Walk in closet Parking: off street Pets Policy: no pets preferred but exceptions upon request Kitchen has a Range/oven and Refrigerator, toaster, coffeemaker,... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 1 week ago
    This apartment is totally off the beaten path -- in the back of the second floor of an ancient office building, and right on the commercial harbor. You walk up the stairs and...
    5 of 5 stars Reviewed 19 April 2016
    Every window offers a stellar view of the water. In fact, the balcony is actually over the water. This is the best location Glouscester could ever offer. It's a large, weirdly...
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    Beverly
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Balcony
    • Parking
    • Waterfront
    • Wi-Fi
    • Porch
    • Air Conditioning
    • Grill
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Welcome to the Harborfront House, located at historic Independence Park and Beach on Lothrop Street, recently recognized by the Boston Globe as one of the “20 Best Streets in Boston and Beyond'.<BR>You will be instantly captivated by the waterfront activity just steps from the front... View all property information
    Location Information
    Beverly, Massachusetts 01915
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Grill
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • 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
    Location Information
    Gloucester, Cape Ann 01930
    1 / 8
    4.5 of 5 stars (4) Very good
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Air Conditioning
    • Parking
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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, quiet at night. Close to everything by foot or bicycle. $1,150 off season monthly rate from Nov to April. 30 day minimum off season. New gas... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 9 September 2015
    This place is so well-located, well-designed, comfortable and easy! It allowed us a much needed break with access to all the beauty of Gloucester. I loved rocky neck, biking to...
    5 of 5 stars Reviewed 5 August 2015
    This is the perfect cottage for a couple retreat. It is a home away from home. Conveniently located for walks and picture taking. We will defintely stay here again when we...
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    Marblehead
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    Enjoy our charming two bedroom just steps from the beach. Witness amazingly colorful sunsets right outside our door. Our master bedroom features a king size bed and ocean views. In our additional bedroom, we have a twin and double sized beds. Our property also includes a newly renovated stand up... View all property information
    Location Information
    Marblehead, Massachusetts 01945
    1 / 26
    5 of 5 stars (2) Excellent
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Patio
    • Central Heating
    • Ocean Views
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    UNPLUG, UNWIND & UPLIFT YOUR SPIRITS! For those seeking to truly rest, relax and rejuvenate - we can't wait to meet you! Decorated in charming, boho style with creative objects d'art and romantic, atmospheric lighting. A petite solarium brings strong morning light. Beautifully designed outdoor... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 27 January 2015
    I had a chance to stay at this wonderful studio for 2 weeks and couldn't my believe good luck. This property, a former Unitarian Church and sexton's residence, has been...
    5 of 5 stars Reviewed 25 January 2015
    We stayed here and had a delightful week in Gloucester ~ a cozy, romantic and uniquely decorated apartment ~ very aesthetic with extra ammenties ( ie, a washer & dryer) and a...
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    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy the beauty of Cape Ann at this romantic cottage. Direct ocean front in America's oldest seaport. Immaculate 2 bedroom cottage brings back memories of long ago. At the end of a dirt road, the cottage offers a wrap around porch, rolling green grass, granite steps leading to a flat rocky... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
    • ?
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    • x
    About this property
    Enjoy a peaceful retreat in coastal New England by staying at this lovely Gloucester vacation rental cottage! Featuring a bright and welcoming interior, splendid waterfront views and terrific access to nearby beaches, this residence will surely become a place you love returning to at the end of... View all property information
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    Gloucester, Cape Ann 01930
    1 / 18
    5 of 5 stars (2) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • Porch
    • Grill
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • 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 magical evening sunsets and stars. Galleries, restaurants, shops,... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 1 week ago
    Steps to the shops and the beach but on a quiet courtyard, the Round House is a great getaway in a fun space! Phyllis generously offered to pick me up from the station and even...
    5 of 5 stars Reviewed 23 August 2015
    The round house is PERFECT if you are a single or couple looking to enjoy Rockport. My wife and I spent a week in August here. We were lucky enough to have amazing weather for...
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    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
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    • Grill
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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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    Gloucester, Cape Ann 01930
    1 / 21
    5 of 5 stars (3) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • x
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    • 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
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 17 August 2015
    We had a terrific two weeks staying at this property. The studio was very comfortable, and the location is the best in town. Renata could not have been a better hostess. We...
    5 of 5 stars Reviewed 15 August 2015
    Everything was fine! Thank you so much! My guest was very happy! It was great place for staying in Rock Port!
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    Salem
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Experience the North Shore like a local! This 3rd floor apartment was recently renovated to have a clean, modern feel while retaining its New England charm. It features a small kitchenette that includes a two burner cook-top and microwave as well as all items that you will need for cooking,... View all property information
    Location Information
    Salem, Massachusetts 01970
    1 / 16
    5 of 5 stars (1) Excellent
    Marblehead
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Located only three blocks from Devereux beach and ln a quiet neighborhood, our house, renovated in 2014, is the perfect getaway for the summer. It is walking distance to downtown Marblehead, restaurants to a movie theater...The house, fully renovated in 2014 can comfortably accomodate 6 people. The... View all property information
    Location Information
    Marblehead, Massachusetts 01945
    5 of 5 stars Reviewed 14 August 2015
    Wow! Great summer stay and family reunion in Marblehead, thanks in no small part to this absolutely pristine home. The photos do NOT do this home justice. The feel is "Ralph...
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    1 / 18
    5 of 5 stars (1) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Formerly Seaward Inn, "The Seaward" continues to offer a spectacular setting and charming accommodations. Here you can fully relax while listening to the ocean waves. Experience the charm, serenity, and unspoiled beauty that is The Seaward. Suite 205, also known as Gully Point, offers... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 1 week ago
    The Seaward is the perfect getaway! I travelled from Boston to Rockport to take a little break from the city with my boyfriend. It's about a 50 minute drive or you can take the...
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    1 / 26
    5 of 5 stars (13) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • 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. <BR><BR>Open living space - large living room with sliding door onto large private deck overlooking... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 4 weeks ago
    We had such a great experience staying at Summerwind two years ago that we recently returned. With three teenage boys we found it extremely convenient to have boogie boards...
    5 of 5 stars Reviewed 20 June 2016
    Summerwind Cottage is an absolute jewel! We loved the beautiful, artistic decor, and our hosts, Linda and Hank are just the best. Linda's suggestions were all fantastic. We fell...
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    1 / 17
    5 of 5 stars (4) Excellent
    Rockport
    4 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Grill
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    • Outdoor Dining Area
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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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    Rockport, Cape Ann 01966
    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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    1 / 11
    5 of 5 stars (1) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beachcomber Room, at Changing Tides Bed and Breakfast, features a comfortable king sized bed or 2 twin beds! The large sunny room has 2 sky lights, a ceiling fan, AC, a sitting room with a small refrigerator, and a shared bathroom. Stay includes daily multi-course gourmet breakfast. Beaches,... View all property information
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    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed 1 week ago
    It was wonderful to be with Stephanie and Jay - their home is beautiful and welcoming. Stephanie's breakfast is not to be missed! I especially enjoyed the outdoor spaces - the...
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    1 / 17
    5 of 5 stars (3) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Waterfront
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 stars Reviewed 4 weeks ago
    All you would want, comfort, convience, excitement, and beauty. You cannot miss here. The view is spectacular.
    5 of 5 stars Reviewed 3 May 2016
    Loved this place. Looks out over the water and was very comfortable. The owner was super, she made sure we had everything we needed and even left a binder full of places in the...
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    1 / 21
    5 of 5 stars (1) Excellent
    Marblehead
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Vacation in beautiful Marblehead in this wonderfully updated furnished Victorian. Located on a quaint side street only a stones throw to downtown, this 4 bedroom, 2 bath beautiful single family home is sure to help create lasting vacation memories. Carefully renovated chefs kitchen, beautifully... View all property information
    Location Information
    Marblehead, Massachusetts 01945
    5 of 5 stars Reviewed 20 September 2015
    A week was not long enough! We had a wonderful time staying here. Spaciaous, clean, lovely inside and out. Salem is a hop, skip, and jump away, and we also took the train into...
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    1 / 43
    4 of 5 stars (1) Very good
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • 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
    Location Information
    Gloucester, Cape Ann 02116
    4 of 5 stars Reviewed 20 July 2015
    Great beach get away. Walk to private beach. Cottage was very cute and clean with nice deck, outdoor shower, and pretty gardens. Cottage was well equipped with linens, towels...
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    1 / 24
    Essex
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    New in 2016! Life is a voyage, and Way Point is the perfect place to launch part of your voyage. Way Point is not only the name of this adorable two bedroom, one full bath vacation rental apartment in the heart of historic waterfront Essex village, it also refers to a nautical sailing term which... View all property information
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    Essex, Cape Ann 01929
    1 / 28
    Prides Crossing
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    On a gorgeous estate, this Beverly Farms 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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    Prides Crossing, Massachusetts 01915
    1 / 22
    4 of 5 stars (4) Very good
    Gloucester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    LAST MINUTE CANCELLATION allows summer RATE DISCOUNT on authentic English Manor Home reminiscent of the Cotswolds. 'Misselthwaite Manor' is a a quiet respite in a busy world, yet close to everything Historic Gloucester has to offer. Located in the heart of the private peninsula of Eastern... View all property information
    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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    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    **There is a possibility that construction will ongoing near the property during the summer of 2016** Welcome to your very own summer beach home! Located across the street from the North Shore's best beach, this two family home offers five bedrooms, two bathrooms, two separate living spaces as... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Formerly Seaward Inn, "The Seaward" continues to offer a spectacular setting and charming accommodations. Here you can fully relax while listening to the ocean waves. Experience the charm, serenity, and unspoiled beauty that is The Seaward. Suite 206, also known as Loblolly Cove, offers... View all property information
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    Rockport, Cape Ann 01966
    1 / 24
    Rockport
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    New in 2016! This fabulous 5BR/3.5BA vacation rental home is steps from Old Garden Beach as well as the seaside village of Rockport with many choices of restaurants, galleries, shops and world-class performance center. Make this delightful, immaculate, spacious and comfortable property your home... View all property information
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    Rockport, Cape Ann 01966
    1 / 18
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Songbird, a darling antique vacation rental 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... View all property information
    Location Information
    Rockport, Cape Ann 01966
    Rockport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Down a quaint lane you will find an Artists cottage and guest suite. The smaller of the two buildings contains a private double bed retreat with en suite, cable TV & Wi fi. The Main house boasts a charming loft bedroom with 2 ex-long twin beds. The ceiling of the second floor bathroom is a large... View all property information
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    Rockport, Cape Ann 01966
    1 / 25
    Prides Crossing
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Located in desirable Beverly Farms this delightful larger unit of the estate's carriage house, includes shared use of the swimming pool, tennis court, private beach and hot tub. Just half a mile away is West Beach, which is open only to residents of Beverly Farms. Enjoy the amazing outdoor... View all property information
    Location Information
    Prides Crossing, Massachusetts 01915
    Marblehead
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Satellite TV
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    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    Come enjoy our 3 bedroom Marblehead home located in a quiet, private neighborhood that is full of sun. Just a few houses down from Salem Harbor, the house is situated near a boating beach where you can enjoy the beautiful views or take a kayak out right into the harbor. Beautiful swimming beaches... View all property information
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    Marblehead, Massachusetts 01945
    1 / 24
    5 of 5 stars (2) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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. <BR><BR>The Mariner, a 2nd floor apartment, is located at 35 Bearskin Neck. The front entrance is on Bearskin... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 stars Reviewed yesterday
    My family of 4 are here now. Not sure if my "Homeaway" review went through so I will leave same sentiments and findings here. Justin's "The Mariner" is outstanding...
    5 of 5 stars Reviewed 12 January 2016
    I grew up in Rockport and went home to visit family and friends. Could have stayed with family, however, checked on what was available in town. This newly renovated furnished...
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    1 / 19
    Gloucester
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • DVD Player
    • Internet Access
    • Satellite TV
    • Patio
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Enjoy the views of the sparkling waters of the Annisquam River and Ipswich Bay beyond as well as Wingarsheek Beach and the Annisqaum Yacht Club just across the river. Don't forget the incredible sunsets that await you every evening from this 3 bedroom/3.5 bath vacation rental home, which... View all property information
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    Gloucester, Cape Ann 01930
    1 / 22
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • 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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    Rockport, Cape Ann 01966
    1 / 12
    4.5 of 5 stars (2) Very good
    Gloucester
    6 Bedrooms, Sleeps 12 | Quick View
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    • Porch
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    • DVD Player
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    • Satellite TV
    • Waterfront
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    This six bedroom comfortable house has a large full equipped kitchen with two seating areas. The livingroom has wicker furniture and a stone fireplace. Enjoy the large wrap around deck watching the boat activity from sun up to sun down. Park of the wrap around porch is covered which is great for... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    4 of 5 stars Reviewed 1 November 2014
    We had a great time. A couple things you might find helpful. There is a shower in the basement bathroom. This house is not handicapped friendly. All the bedrooms are upstairs...
    5 of 5 stars Reviewed 7 July 2013
    House is fully equipped with everything you could possibly need. Views are spectacular. Sleeping arrangements are comfortable
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    1 / 27
    Rockport
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    About this property
    A splendid 3 bedroom, 3 bath vacation rental home located in Rockport’s serene South End, Whale Cove Gardens provides guests with an unforgettable experience. Surrounded by vibrant, award-winning gardens and incredible water views, Whale Cove has something for everyone, just 1.5 miles away from... View all property information
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    Rockport, Cape Ann 01966
    1 / 24
    Rockport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage Hill is the perfect vacation destination! Walk to Long Beach (it’s about a 5 minute walk), or take a short drive to Good Harbor Beach. Sage Hill is well appointed, with a... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 15
    4.5 of 5 stars (144) Very good
    Salem
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The Henry Derby House was converted from a B&B into a full house rental in 2016. This space is perfect for families or large groups traveling together looking to explore Historic Salem. Our house is located downtown in walking distance to all of Salem's attractions, but off the beaten path not in... View all property information
    Location Information
    Salem, Massachusetts 01970
    4 of 5 stars Reviewed 9 November 2015
    My wife and I traveled to Salem for a weekend getaway and stayed at the Henry Derby House Bed and Breakfast. We had a terrific visit and really enjoyed our stay. The Derby House...
    5 of 5 stars Reviewed 5 November 2015
    We just left from a 3 night stay for our honeymoon and we didn't want to leave! We checked in late Monday evening and Phillip gave us a tour. He was very sweet and helpful!! The...
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    1 / 13
    5 of 5 stars (2) Excellent
    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    • 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
    Location Information
    Ipswich, Massachusetts 01938
    5 of 5 stars Reviewed 8 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 23 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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    1 / 41
    Rockport
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Grill
    • Patio
    • Porch
    • Air Conditioning
    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This waterfront vacation rental home overlooks Rockport's picturesque Pigeon Cove harbor with unobstructed 180 degree views of the Atlantic, Sandy Bay, and the twinkling lights of the village of Rockport. The location of the home is ideal, away from all the hustle of town, but a 10 minute walk to... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 27
    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Terrace
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Enjoy the views, breezes and scent of the sea from this lofty perch overlooking Gloucester's famed waterfront. Stacey Boulevard is home to the iconic "Gloucester Fisherman at the Wheel" sculpture -- a symbol of the fishing port's rich history as a working waterfront and as the subject of poets,... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 7
    4.5 of 5 stars (9) Very good
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Inquire Winter Rates Specials 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... View all property information
    Location Information
    Rockport, Cape Ann 01966
    4 of 5 stars Reviewed 4 weeks ago
    The owner of this property covered it all - stocked the kitchen with fruit and cheese, eggs, milk,cheerios,English muffins and ice in the freezer to get you started until you...
    5 of 5 stars Reviewed 17 August 2015
    I booked this property based on a few reviews form other vacationers. The location and cottage itself truly exceeded our expectations. The owner, Judy, was wonderful and so very...
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    1 / 26
    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Just 10 yards from the white sands and lively surf of Long Beach, this vacation rental condo sleeps 8 in central air conditioned comfort and offers 4 floors of living space with 3+ bedrooms and 2.5 baths. The aptly named Long Beach is one mile long and spans both Gloucester and Rockport. This... View all property information
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    Gloucester, Cape Ann 01930
    1 / 29
    5 of 5 stars (10) Excellent
    Gloucester
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Grill
    • Internet Access
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    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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    1 / 71
    Gloucester
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Grill
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Dale's Cove House is a stunning 6BR vacation rental home directly on a private beach on prestigious Eastern Point. The professionally-designed decor takes advantage of and enhances the natural beauty surrounding the home. The home has all the modern amenities you can think of. There is central... View all property information
    Location Information
    Gloucester, Cape Ann 01930