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Holiday Rentals in Manchester-by-the-Sea, MA

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    ₹ 19,635 Average
    ₹ 67,000+
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    1 / 17
    Manchester-by-the-Sea
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 (23) 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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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Parking
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 19 May 2016
    Our group was extremely pleased with our stay at Pratt House. We enjoyed the large and immaculate living room, dining room, deck and yard. The location across the street from...
    4 of 5 stars Reviewed 10 May 2016
    We are so fortunate that Marilyn shared here beautiful house with us for our annual girl get together. The spacious dinning room, living room and back deck afforded plenty of...
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    1 / 26
    4.5 of 5 stars (3) Very good
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 3 | 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 and uplift your spirits! For those seeking to truly rest, relax and rejuvenate. For the more adventurous traveler: Step back in time with this 60's Boho, funky-style studio. Creative objects d'art and romantic lighting creates a very cozy, dark atmosphere (a petite solarium off... View all property information
    Location Information
    Gloucester, Cape Ann
    4 of 5 stars Reviewed 5 days ago
    This unit was a great location! It was easy to get to the train to go into Boston as well as to travel to other sites in and around Boston. My daughter and I loved to sit on the...
    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...
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    1 / 16
    Marblehead
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    1 / 7
    5 of 5 stars (2) Excellent
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Grill
    • Private Garden
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 2 weeks ago
    A big, comfortable home, surrounded by woods, a short walk to the ocean, and a short ride to downtown Gloucester or Rocky Neck. A beautiful, well appointed place. Home for a...
    5 of 5 stars Reviewed 3 weeks ago
    The Dragonfly is a great place to stay for a big group! It is a beautiful home, with so much character and is clearly well loved by Patricia, the owner. It is even better than...
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    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
    • Wi-Fi
    • Outdoor Dining Area
    • Waterfront
    Suitability
    • 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
    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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    1 / 40
    5 of 5 stars (5) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
    • Waterfront
    • Wi-Fi
    • Balcony
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    5 of 5 stars Reviewed 2 weeks ago
    Great place. Very clean, comfortable beds, well supplied kitchen and the location is something that will no longer exist. Hanging off the harbor, you felt transported by the...
    5 of 5 stars Reviewed 2 weeks ago
    When planning our long Labor Day weekend, I was looking for a place to be away from the hustle of the usual crazy days of life. We found that at our little Condo on the Gloucester...
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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
    • Grill
    • Ocean Views
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    • 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
    5 of 5 stars Reviewed 15 July 2016
    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 / 14
    5 of 5 stars (1) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Walk to the water from this cozy peaceful cottage with ocean views. This bright and cheerful recently updated vintage cottage is just minutes from nearby beaches. Enjoy beautiful sunrises, birds chirping, and leisurely strolls along the rugged coast. Stunning views of the Thacher’s Island Twin... View all property information
    Location Information
    Rockport, Cape Ann
    5 of 5 stars Reviewed 4 weeks ago
    This simple seaside cottage is well situated to some lovely views of the coast, including the light houses of Thatcher Island. The cottage itself is well-maintained with a very...
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    1 / 12
    4.5 of 5 stars (2) Very good
    Gloucester
    6 Bedrooms, Sleeps 12 | Quick View
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    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Waterfront
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    4 of 5 stars Reviewed 2 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 / 18
    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Washer
    • Grill
    • Patio
    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
    Location Information
    Gloucester, Cape Ann
    1 / 22
    4 of 5 stars (4) Very good
    Gloucester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Washer
    • Balcony
    • Parking
    • Outdoor Dining Area
    • Terrace
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    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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    1 / 20
    Rockport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Patio
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located in the heart of Bearskin Neck this comfortable 2 bedroom condo is 20 ft to Rockport Harbor. You can sit in the living room, or your deck and watch the comings and goings of Rockport Harbor, and the famous Motif #1. Walk through the nicely renovated 2 bedroom condo, and you can view all the... View all property information
    Location Information
    Rockport, Cape Ann
    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
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    4 of 5 stars Reviewed 27 June 2016
    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 18 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 / 16
    5 of 5 stars (1) Excellent
    Marblehead
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Grill
    • Patio
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 15 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 / 13
    5 of 5 stars (2) Excellent
    Ipswich
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
    • Shared Garden
    • Parking
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    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 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 / 23
    5 of 5 stars (26) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Satellite TV
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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. (You can only reserve Unit #1 on this site). UNIT #1; --Unfortunately, we are NOT able to accommodate pets of any... View all property information
    Location Information
    Rockport, Cape Ann
    5 of 5 stars Reviewed 2 weeks ago
    Everything you need is already here except your toothbrush. Wonderful place to stay. Quick walk into town. Try it...you will love it.
    5 of 5 stars Reviewed 2 weeks ago
    Quiet, laid back. Coffee, cream and other snacks upon arrival. Homey and comfortable. 5 star accommodations ;-)
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    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
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 21 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 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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    1 / 11
    5 of 5 stars (1) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Air Conditioning
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Rockport, Cape Ann
    5 of 5 stars Reviewed 20 July 2016
    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 / 26
    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
    • ?
    • Smoking allowed
    • 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
    1 / 12
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
    • Waterfront
    • Parking
    • Wi-Fi
    • Ocean Views
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Imagine yourself walking across the lawn to the ocean, sweetly lapping the rocks. You take off your sandals and put your feet into the cool water. Second thought, jump right in! Great space for activities; near beaches, restaurants, galleries. The Space this cottage has been hosting travelers and... View all property information
    Location Information
    Gloucester, Cape Ann
    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
    • ?
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 17 July 2016
    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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    1 / 26
    5 of 5 stars (14) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    4 of 5 stars Reviewed 3 weeks ago
    The owners Linda and Hank are really nice folks and very responsive. We loved this cottage especially the deck and the living spaces are nicely decorated and very comfortable.
    5 of 5 stars Reviewed 29 June 2016
    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...
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    1 / 18
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
    • Washer
    • Balcony
    • Terrace
    • Patio
    • Ocean Views
    Suitability
    • 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
    1 / 9
    Ipswich
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Garden
    • Outdoor Dining Area
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The Carriage House bedroom has two queen beds, a large private bath, television, air conditioning, and telephone. There is a mini kitchen with the addition of a second sink, microwave, and refrigerator. This is a very comfortable large room with all of the amenities you would need to stay for more... View all property information
    Location Information
    Ipswich, Massachusetts
    1 / 27
    Essex
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
    • Satellite TV
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 vacation rental apartment, it also refers to a nautical sailing term which means "a stop along the way, or a place to change course."... View all property information
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    Essex, Cape Ann
    1 / 17
    Beverly
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
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    About this property
    A newly renovated, bright and sunny 2BR apartment that is just across from Dane Street beach and Lyons Park. Views of the ocean when leaves are down as it's on the 3rd floor. Full kitchen appliances. 1 bathroom. Living area and small dining area. It's 700 yards (650 meters) from the key downtown... View all property information
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    Beverly, Massachusetts
    1 / 17
    5 of 5 stars (4) Excellent
    Rockport
    4 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    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
    Location Information
    Rockport, Cape Ann
    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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    1 / 29
    5 of 5 stars (10) Excellent
    Gloucester
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • 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
    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 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 / 12
    Salem
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    Experience the North Shore like a local! Whether you're in town for the history, beaches, a nearby event, or work, this centrally located (near the Waterfront, Hospital, University) apartment is sure to make your stay comfortable and convenient. This 3rd floor apartment was recently renovated... View all property information
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    Salem, Massachusetts
    1 / 10
    Rockport
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Porch
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    • Pet-friendly
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    • x
    • ?
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    • x
    About this property
    This updated and well-cared for Victorian home with its captivating ocean views sits high on two private acres at the end of a secluded lane. The handsome wrap-around porch provides a relaxing spot to enjoy mature manicured gardens, the iconic twin lighthouse towers on Thacher Island, scenic... View all property information
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    Rockport, Cape Ann
    1 / 21
    5 of 5 stars (3) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    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. This is the only rental residence right in downtown and right next to the entrance... View all property information
    Location Information
    Rockport, Cape Ann
    5 of 5 stars Reviewed 18 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 16 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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    1 / 17
    Gloucester
    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Terrace
    • Wi-Fi
    • Secure Parking
    • Private Garden
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    At the edge of Good Harbor Beach, one of the very best beaches in all of New England. Good Harbor Beach, less than 1 hour north of Boston, has a fine white sandy bottom, is cleaned daily, beautiful surf. little undertow, incorporates a saltwater creek. Great for children. 1890s 2-storey cottage... View all property information
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    Gloucester, Cape Ann
    1 / 24
    5 of 5 stars (3) 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
    5 of 5 stars Reviewed 10 August 2016
    We enjoyed the accomodation and location very much, The locals were very welcoming and helpful. The accommodation was well laid out, the quality was excellent and we would...
    5 of 5 stars Reviewed 13 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 / 24
    Gloucester
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    New in 2016! Captain John Stephens House is a stylish and sparkling, newly remodeled studio condominium unit located in the heart of Gloucester. There are 4 units in this building and Unit 3 is on the ground floor. This bright and modern studio makes a perfect summer vacation home for an individual... View all property information
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    Gloucester, Cape Ann
    1 / 15
    5 of 5 stars (1) Excellent
    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Cozy, bright , and ideally located. Unrestricted view of ocean from back of house and large deck. Walk across to Back Beach, 5 minute walk to Front Beach and Main Street downtown. Large fenced yard across from ocean. Beautiful sunrises and sunsets. Train Station 1/2 mile down Granite Street for a... View all property information
    Location Information
    Rockport, Cape Ann
    1 / 20
    5 of 5 stars (1) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Welcome, cher ami ('dear friend'), to this gleaming and immaculate, second floor vacation rental. Cher Ami is available as a summer rental and an off-season rental, with a minimum 2-week rental period. Comprising the upper half of the owner's home (a walk up a flight of stairs is required to... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 1 July 2016
    everything about this place was A+ ,the owners ,the apartment ,the location,the scenery,everything was awesome
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    1 / 31
    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    New in 2016! This charming 4 BR / 2 BA vacation rental home is ideally situated just 300 yards from the waterfront, as well as a short walk (1 mile) to a sandy beach, and the picturesque village of Rockport with its shops, restaurants, galleries and the world class Shalin Liu Performance Center.... View all property information
    Location Information
    Rockport, Cape Ann
    1 / 16
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Walk to Good Harbor in 7 minutes from this NEW one bedroom apartment. Completed in July of 2015, this vacation home is pristine and waiting just for you. Enter through your own entrance into the bright granite kitchen with an A/C unit, a table for 4, and stainless appliances. Pass through to the... View all property information
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    Gloucester, Cape Ann
    1 / 21
    5 of 5 stars (1) Excellent
    Marblehead
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • 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
    5 of 5 stars Reviewed 21 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 / 15
    Rockport
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Are you looking for an affordable place to stay while you enjoy all that Rockport has to offer? Are you traveling with family or friends and would like the privacy of separate rooms? Our top floor guest rooms (2 available) are perfect for travelers on a budget. Clean and comfortable, for one or... View all property information
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    Rockport, Cape Ann
    1 / 28
    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    High-lights of Scandinavian design throughout the house will give a sense of tranquility as the breezes pass through a nice old-fashioned screen porch. Two large long tables for dining inside or out help to bring friends and family together. The kitchen, dining and porch space are the focus of this... View all property information
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    Ipswich, Massachusetts
    1 / 38
    Gloucester
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This spacious and gracious vacation rental home offers incredible versatility to suit your specific vacation needs. The house can accommodate just your family or your extended group of up to 16, making it the perfect summer (or anytime) getaway for family reunions or vacations with friends. The... View all property information
    Location Information
    Gloucester, Cape Ann
    1 / 26
    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Grill
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    Location Information
    Gloucester, Cape Ann
    1 / 21
    5 of 5 stars (5) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Rockport, Cape Ann
    5 of 5 stars Reviewed 27 June 2016
    We really enjoyed our stay. Originally from Massachusetts, we looked for a place that would be interesting and relaxing. The rental is perfect. We were comfortable, had...
    5 of 5 stars Reviewed 19 February 2016
    With two bedrooms, a convenient, well-stocked kitchen, and a homey living room, the Salty Dog was just what we needed for a family getaway to Rockport, MA. Owners were friendly...
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    1 / 24
    Beverly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    • 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 vacation rental home. Start in the foyer which opens to a carpeted living room with... View all property information
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    Beverly, Massachusetts
    1 / 12
    5 of 5 stars (15) Excellent
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This tastefully decorated, immaculate one-bedroom vacation rental is on the first floor of a landmark Victorian, with private entrance off a grand wrap-around covered veranda, overlooking private fenced-in lawn and garden. The covered veranda provides a great cooling respite from the sun in summer... View all property information
    Location Information
    Gloucester, Cape Ann
    5 of 5 stars Reviewed 3 July 2013
    My family and I have stayed at Good Harbor house for the past five or six years. We have been coming to Gloucester every year for more than 20 years. Good Harbor house is, hands...
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    1 / 33
    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Direct waterfront on picturesque Goose Cove, this immaculate vacation home provides endless delights, both inside and out. This sunny and welcoming home is situated at the water's edge of the cove and offers three large bedrooms and 3 full baths as well as a lovely eat-in kitchen, formal dining and... View all property information
    Location Information
    Gloucester, Cape Ann