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Manchester-by-the-Sea House Rentals

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    Don't let other travelers get your favorite Manchester-by-the-Sea area vacation rental. You're so close to securing your perfect getaway. Book today.
    104 Matching Rentals in the Manchester-by-the-Sea AreaView all 169 rentals
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    Manchester-by-the-Sea
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Manchester-by-the-Sea
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Manchester-by-the-Sea
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Manchester-by-the-Sea
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Pet friendly
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    About this property
    Completely renovated 3-4 bedroom, 1.5 bath. Spacious designer kitchen w/ stainless steel appliances. Large Living room, Dining Room, Family Room (optional bedroom) (first floor) and three bedrooms (second floor). Close to town center, commuter rail, and Singing Beach. 4 minute drive to Singing...
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    Manchester-by-the-Sea, Cape Ann 01944
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    The following rentals are within 10 miles of Manchester-by-the-Sea.
    Relax and enjoy the summer in Marblehead1 / 16
    (2)Excellent
    Marblehead
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 2017
    What a lovely, homey place to stay for 4 adults and 2 children! A beautiful home, well furnished, tastefully decorated, clean and cozy, in a quiet neighborhood. Plenty of...
    Reviewed August 14, 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...
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    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...
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    Marblehead, Massachusetts 01945
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cozy Beach Cottage in Marblehead1 / 21
    (1)Excellent
    Marblehead
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 29, 2017
    The owners were very accommodating, and the ocean is a few houses down the road which made a lovely walk to watch the sunrise and the sunset. It was relaxing sitting in the back...
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    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...
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    Marblehead, Massachusetts 01945
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Charming 2 bedroom Rockport Carriage House1 / 14
    (9)Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 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...
    Reviewed August 3, 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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    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...
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    Rockport, Cape Ann 01966
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Back Beach Cottages - Charming house & guest house1 / 17
    (1)Excellent
    Rockport
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 30, 2017
    There are two cottages located on the same property. The ocean views are amazing and downtown Rockport is just a short walk away.
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    About this property
    Back Beach Cottages are a unique 2 cottage property with stunning views of the ocean. The location offers the best of both worlds: it's a quiet and relaxing spot for enjoying the beach and also close to downtown Rockport. The homes are steps away from Back Beach, a 5 minute walk to Front Beach and...
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    Rockport, Cape Ann 01966
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beachcomber Suite1 / 11
    (2)Very good
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed July 3, 2017
    Fabulous food was awesome, she even irons the sheets! Highly recommend staying here. The breakfast was delicious.
    Reviewed July 19, 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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    About this property
    Beachcomber Room, at Changing Tides Bed and Breakfast, features a comfortable king sized bed or 2 twin beds, and an ensuite bathroom. This 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...
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    Rockport, Cape Ann 01966
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    At the Footbridge entrance to Good Harbor Beach1 / 17
    (2)Very good
    Gloucester
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Terrace
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    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 1, 2017
    This beachhouse is a dream. Classy beautiful old beachhouse yet super comfy and homey. Plenty of room and different spaces to accommodate a family with a variety of interests...
    Reviewed October 25, 2016
    Great place to spend a week or more with your entire family. Large house with big kitchen and dining room for family dinners. Walk across the bridge to the beach or sit on the...
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    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...
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    Gloucester, Cape Ann 01930
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Dragonfly1 / 7
    (2)Excellent
    Gloucester
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed September 6, 2016
    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...
    Reviewed August 30, 2016
    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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    About this property
    Spacious home located two blocks from Atlantic Ocean and close to wedding venues including Elks, Cruiseport, & Anninsquam Yacht Club. 7 day minimum stay Sat. To Sat in July & August. Large modern fully equipped kitchen with double oven, 5 burner Viking cooktop, dishwasher, washer, dryer. Three...
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    Gloucester, Cape Ann 01930
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Back Beach1 / 15
    (2)Excellent
    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2017
    House was wonderful and location perfect. Three generations spending a week making memories and no one was disappointed. Smoke detector battery issue (not something ever...
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    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...
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    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautifully Renovated Antique Home1 / 21
    (1)Excellent
    Marblehead
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • Central Heating
    • Housekeeping Included
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    • Balcony
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 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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    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...
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    Marblehead, Massachusetts 01945
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedroom Cottage on the Beach!1 / 17
    (5)Excellent
    Rockport
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Outdoor Dining Area
    • Parking
    • Waterfront
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 14, 2017
    We all had a wonderful stay at this ocean front home. The home was very clean and comfortable. The location is great! We had 7 people staying and they all loved it there! The...
    Reviewed October 5, 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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    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...
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    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Ipswich
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Housekeeping Included
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Check out lower prices in beautiful month of September. Surrounded by water views on a peaceful cove. Perfect for children. Private beach for Little Neck. A stones throw to Cranes beach and castle. This is a gated community with lovely cottages and friendly neighbors. Private dock to launch your...
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    Ipswich, Massachusetts 01938
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Rockport
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This inviting family vacation home has bountiful space and is located in the highly desirable area of 'The Avenues' at the northern end of Rockport. Boasting 6 bedrooms, 3.5 baths and the ability to comfortably sleep 10 people, this is a house for the extended family to enjoy. This area of Rockport...
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    Rockport, Cape Ann 01966
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Gloucester, Cape Ann 01930
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gloucester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Located right around the corner from Gloucester’s fabled Stacy Boulevard, this completely renovated vacation rental home provides convenient access to downtown Gloucester. Gloucester Harbor and Stage Fort Park, with its beaches and playgrounds, are just a short stroll away and Main Street's shops,...
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    Gloucester, Cape Ann 01930
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    A Year-Round Vacation Home1 / 15
    (1)Very good
    Rockport
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed October 10, 2017
    5 adultsHouse is in a great location.Very uncomfortable beds unfortunately. (In all rooms!) -wished there was a queen bed instead of a double in ocean view room-) there...
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    About this property
    $1750 (off season) - $2,100 (peak season) per week .... Fresh sea breezes keep the inside cool during the summer and a large fireplace in the living room makes this a cozy winter getaway. The home comfortably sleeps five, has a completely furnished kitchen, a dining room, and a masonry fireplace in...
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    Rockport, Cape Ann 01966
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Vintage Home directly on the Annisquam River1 / 12
    (2)Very good
    Gloucester
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Porch
    • Internet Access
    • DVD Player
    • Grill
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    • Waterfront
    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 1, 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...
    Reviewed July 7, 2013
    House is fully equipped with everything you could possibly need. Views are spectacular. Sleeping arrangements are comfortable
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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...
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    Gloucester, Cape Ann 01930
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Gloucester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This lovely beach house has it all: prime Good Harbor Beach location, views, historic charm and modern comfort and style. The original cottage was built as a stone carriage house to a neighboring estate. A wonderful octagonal addition has created a three bedroom/two full bath home that boasts a...
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    Gloucester, Cape Ann 01930
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rockport
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique beachfront vacation home has been completely remodeled but retains hints of its historical importance; it was the original U.S. base for the first Trans-Atlantic Cable in 1884. Originating in Ireland, the cable went from Nova Scotia to Cape Ann and back to France. Here is an excerpt...
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    Rockport, Cape Ann 01966
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Gloucester
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright and open contemporary vacation rental home was custom-designed and built by the architect owner. The care and skill is reflected in the soaring ceilings, multitudes of windows and skylights, and warm pine floors, all of which bring the outside in -- yet all is kept cool with central air...
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    Gloucester, Cape Ann 01930
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Rockport
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Granite Pier is a traditional Cape Ann home with an unusual history. Built in the mid to late 1800’s, it was part of the Rockport Granite Company housing workmen who mined the nearby quarries. Blending traditional craftsmanship with modern amenities, this home is quintessential New England with...
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    Rockport, Cape Ann 01966
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beverly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Nestled in a cul de sac and fronting on the Crane River, Afternoon Delight in historic Beverly is the perfect place to watch the river currents glide by. The riverfront wraparound deck offers a blissful place to sit or dine in either sun or shade, thanks to an exterior awning. In the garden, the...
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    Beverly, Massachusetts 01915
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rockport
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Enjoy the comforts of modern day living while you step back in time in this updated colonial-era vacation rental home. From the moment you turn the brass door knob, which is original to the house, you will feel steeped in history. Filled with light from the large windows throughout, and with 4...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Marblehead
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Home originally built in 1923. Purchased and completely renovated in 2004. 1600 sq. ft. As you step onto a mahogany front porch, you open a walnut wood front door into a spacious open floor plan. Diningroom, livingroom and kitchen are bright and cheerful. First floor private guest bedroom with...
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    Marblehead, Massachusetts 01945
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    This large and comfortable vacation home is just steps from the white sands of Long Beach--a perfect summer location! Built in the early 1900's, much of its early charm still remains but is augmented with an updated kitchen and many amenities. On the ground floor there is living room with plenty...
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    Location Information
    Gloucester, Cape Ann 01930
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Rockport
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    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...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    This comfortable recently renovated 3 BR vacation home is conveniently located a block away from Gloucester's scenic outer harbor. You'll love being just steps away from Gloucester's historic Stage Fort Park, once a landing place for pirates, now home to two public beaches, tennis courts, newly...
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    Location Information
    Gloucester, Cape Ann 01930
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine a summer of bliss, swimming from the dock at high tide, or from the sandy beach at low tide, when you stay at Annisquam Singing Pines. Or easily paddle to one of the nearby islands or to Wingaersheek Beach for a day in the sand and surf. Annisquam Singing Pines is situated on over an...
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    Gloucester, Cape Ann 01930
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Gloucester
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Direct waterfront on picturesque Goose Cove, this 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 living...
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    Gloucester, Cape Ann 01930
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Pet friendly
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    Smoking allowed
    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...
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    Gloucester, Cape Ann 01930
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 13
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    Captain's Cottage: Traditional setting with a private footbridge to the beach1 / 16
    (1)Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed July 30, 2016
    We stayed here for a week and Loved it!! It's soo private and quite the only thing we could hear at night were the crickets and crashing waves of the Atlantic! The Captain's...
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    About this property
    This delightful vacation rental cottage is located on a quiet Rockport lane less than 100 yards from the sands of Cape Hedge Beach. Just cross the lane and walk over the footbridge and you're on the beach! This cozy two bedroom beach house is pine-paneled, in the traditional summer cottage...
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    Rockport, Cape Ann 01966
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Gloucester
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Waterfront on Gloucester’s Rocky Neck. Swim from your private beach or from your tidal dock and enjoy the waters of scenic Gloucester Harbor. Nestled close to the shore, vistas abound from its ample deck and most interior rooms. The view of sailboats, Gloucester’s fabled boulevard and the “Greasy...
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    Gloucester, Cape Ann 01930
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Rockport
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    This spacious 5 BR vacation rental home is steps from Old Garden Beach as well as a short stroll into the seaside village of Rockport. Make this delightful house your home base for your beach escape this summer. The main level of the home consists of the gracious and architecturally stunning sun...
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    Rockport, Cape Ann 01966
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Beach &  King Street Inn / Beach House Rental1 / 20
    (4)Excellent
    Rockport
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2017
    Parking was a little tricky and I have to say I was quite concerned when we first arrived. However, Tim was there to greet us and made sure we found appropriate parking for all...
    Reviewed August 7, 2017
    The Beach & King is the perfect vacation home for our four generation family. The house is spacious and beautifully decorated. The front porch is a lovely spot to enjoy...
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    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....
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    Rockport, Cape Ann 01966
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Central Heating
    • Ocean Views
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My ocean view house with beautiful vistas was built by the Rockport Granite Company in 1817. It is a comfortable and bright 3 story house that can sleep 8, it has 4 bedrooms, 2 bathrooms, and 3 decks. The house in the scenic New England coastal town of Rockport, MA. P.S. The interior of the house...
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    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Rockporter is a charming waterfront vacation rental home that sits on a quiet lane in Rockport's Pigeon Cove. You'll be as close to the ocean as one can be on Cape Ann, enjoying sweeping views of Sandy Bay from most rooms in the house. Set up to comfortably sleep 7, the house has an eat-in...
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    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Rockport
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This waterfront historic vacation home is centrally located in the village of Rockport and was home to John Oakes in the late 18th and early 19th centuries. Completely renovated in 2015, it retains its old world charm. It has wonderful architectural details like an oversized (ornamental) fireplace,...
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    Rockport, Cape Ann 01966
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Rockport
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Straitsmouth Cove is a classic seaside 'cottage' in a sublime location on Rockport’s Gap Cove. This elegant vacation home has the rambling, comfortable feel of a vintage country manor by the sea. The expansive green lawn, with its incredible waterfront view, is a most serene and awe-inspiring...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Gloucester
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched overlooking the Wonson Cove’s prismatic waters, this 4 bedroom, 2.5 bath vacation rental home situated in Gloucester’s cultural district known as Rocky Neck will take your breath away. From Eastern Point to the Dog Bar Breakwater, from lighthouses to glorious sunrises, the views from Wonson...
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    Location Information
    Gloucester, Cape Ann 01930
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Quarry Crest House: Includes swimming rights to Little Parker quarry1 / 29
    (1)Excellent
    Rockport
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 22, 2017
    We had a really nice vacation staying at Quarry Crest House in Rockport with our daughter, son-in-law and 23-month old grandson for nine days. The house was perfect for us with...
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    About this property
    Enjoy the best of all worlds in this spacious and bright vacation rental home overlooking Rockport's stunningly picturesque Flat Ledge Quarry. Not only can you walk to town or to the beach in a few minutes, but the property includes full deeded swimming rights to Little Parker Quarry – a second...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Quaint cozy pre-Revolutionary house with priceless view of picturesque Rockport village and Atlantic Ocean. Located on quiet dead-end lane next to tranquil pond and small town park. Two-minute walk to beach and town's attractive Main street with shops, art galleries and restaurants.The new...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Friendship House. The front porch invites you to sit and chat with neighbors and friends. As you enter through the antique front door, you are greeted by a home that cherishes history while celebrating modern conveniences. Hang your coats at the entryway, and settle into the huge...
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    Salem, Massachusetts 01970
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Rockport
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious and fully air conditioned vacation home boasts a lovely landscaped in-ground pool in a private, fenced-in yard. In the center of charming Rockport, the home is only two blocks from Old Garden Beach and Rockport harbor. A short stroll takes you to Bearskin Neck and its shops,...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Essex
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Waterfront
    • Grill
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch spectacular sunsets over the Essex River from the expansive deck of this one-of-a-kind vacation home. Clamshell Landing sits on 22 acres of pristine conservation land and overlooks the green grasses of the Essex salt marsh. Swim or kayak to the beach or out to lunch in Essex by way of the...
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    Essex, Cape Ann 01929
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Rockport
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    This aptly named home defined as an arrival at land on a sea or air journey offers a welcome respite for the visitor. Tucked away on a quiet side street in the picturesque Village of Rockport, Landfall offers privacy and calm, yet it’s just a short walk to Old Garden Beach and only 3/10 of a mile...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river and of Ipswich Bay. You will never forget the sunsets seen from the deck or from the delightful gazebo. This home has a brand new custom kitchen, spacious open concept living/dining...
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    Gloucester, Cape Ann 01930
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rockport
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for a beach house, this is it. Walk to Long or Cape Hedge beaches in 5 minutes or just relax at this fun vacation rental home and enjoy the water views from one of two decks. Sea Vagabond House is actually two houses in one; the original cottage downstairs (which was built in...
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    Location Information
    Rockport, Cape Ann 01966
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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