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

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    1 / 4
    Manchester-by-the-Sea
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 17
    Manchester-by-the-Sea
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    Manchester-by-the-Sea
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 15
    Manchester-by-the-Sea
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Completely renovated 2 bedroom, 1.25 bath. Spacious designer kitchen w/ stainless steel appliances. Large Living room and wonderful master bedroom suite. Close to town center, commuter rail, and Singing Beach. 4 minute drive to Singing beach, 20 minute walk (1.2 mile) 2 minute drive to Train... View all property information
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    Manchester-by-the-Sea, Cape Ann 01944
    1 / 15
    Manchester-by-the-Sea
    4 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    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... View all property information
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    Manchester-by-the-Sea, Cape Ann 01944
    1 / 14
    Manchester-by-the-Sea
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Completely renovated 2+ bedroom, 1.25 bath. Second floor unit. Spacious designer kitchen w/ stainless steel appliances. Large Living room and wonderful master bedroom suite. Close to town center, commuter rail, and Singing Beach. 4 minute drive to Singing beach, 20 minute walk (1.2 mile) 2 minute... View all property information
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    Manchester-by-the-Sea, Cape Ann 01944
    1 / 43
    Manchester-by-the-Sea
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Completely renovated 4 bedroom, 2 bath. Extraordinary home build in 1917. Incredible workmanship. Spacious designer kitchen w/ stainless steel appliances. Large Living room, Dining Room, and fours bedrooms (second floor). Central A/C! Close to town center, commuter rail, and Singing Beach. 4... View all property information
    Location Information
    Manchester-by-the-Sea, Cape Ann 01944

    The following rentals are within 15 kilometers of Manchester-by-the-Sea, Cape Ann, Massachusetts.

    1 / 25
    5 of 5 bubbles (29) Excellent
    Marblehead
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • x
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    About this property
    Chestnut Sweet, in Marblehead's historic Shipyard neighborhood, is a romantic, private hideaway offering new, top-drawer cottage furnishings and services, easy access to town and beach, and hosts who will welcome you like family. We're within sight, sound, and salt-water smell of the ocean for... View all property information
    Location Information
    Marblehead, Massachusetts 01945
    5 of 5 bubbles Reviewed 1 November 2016
    Francie and Bob have created a delightful pied a terre in Sweet Chestnut, beautifully pulled together with the furnishings and decor...we loved the place! We stayed 2 nights and...
    5 of 5 bubbles Reviewed 29 October 2016
    We really liked this place. Modern amenities, very comfortable, and quiet. Perfect for 2-3 people. Walking distance to restaurants, harbor, and key sites. Quick drive to...
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    1 / 5
    Salem
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Private Garden
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    • x
    About this property
    Beautiful hardwood floors in the living room, study and bedroom. Walk to cafes, restaurants and the sea. Minutes to bus and commuter rail. In the heart of the city! Modest unit but cozy and convenient. Rustic in a good way. Comes with towels, bed-linens and toiletries. There is a microwave,... View all property information
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    Salem, Massachusetts 01970
    1 / 21
    5 of 5 bubbles (5) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    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 01966
    5 of 5 bubbles 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 bubbles 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 / 8
    5 of 5 bubbles (1) Excellent
    Swampscott
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    My oceanfront, artsy one bedroom house on 2 levels is a true hideaway. It's located completely off the street, only 12 miles from Boston. It comfortably fits two. Fully renovated custom chef's kitchen, brand new 1.5 baths (one with Jacuzzi), a large bedroom. Cathedral ceilings, skylights,... View all property information
    Location Information
    Swampscott, Massachusetts 01907
    5 of 5 bubbles Reviewed 25 October 2016
    We stayed at the house for only two nights whilst visiting Salem and Boston. It was our first ‘non-hotel’ experience in New England and were very happy with it. From the point...
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    1 / 25
    5 of 5 bubbles (10) Excellent
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • x
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    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 01930
    5 of 5 bubbles Reviewed 3 December 2016
    Nine of us gathered for a family Thanksgiving weekend in this lovely, roomy, comfortable home in Gloucester. Location was perfect - close to walking paths, beach and unique shops...
    5 of 5 bubbles Reviewed 18 November 2016
    Ambience,location, Comfort. this house is a true Home and has everything You could want or need. It was rented for a 10 year Reunion of a Marine squad. Four couples attended from...
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    1 / 24
    5 of 5 bubbles (5) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Waterfront
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    • Terrace
    • Ocean Views
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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 bubbles Reviewed 3 January 2017
    Justin is very helpful. The rental is right in the middle of the action in Rockport. The rental is completely modern with all amenities. The internet is even fast! This is a great...
    5 of 5 bubbles 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...
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    1 / 14
    5 of 5 bubbles (1) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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 01966
    5 of 5 bubbles Reviewed 24 August 2016
    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 / 15
    5 of 5 bubbles (5) Excellent
    Rockport
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Porch
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    • Pet-friendly
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    • x
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    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 bubbles Reviewed 2 weeks ago
    We so much enjoyed this cozy little apartment! It is a great find and well kept with everything you need to enjoy your stay in Rockport. Walk to Bearskin Neck in the heart of the...
    5 of 5 bubbles 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...
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    1 / 23
    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 / 21
    5 of 5 bubbles (1) Excellent
    Marblehead
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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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... View all property information
    Location Information
    Marblehead, Massachusetts 01945
    5 of 5 bubbles 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 / 21
    Marblehead
    3 Bedrooms, 1 Bathroom, Sleeps 7 | 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
    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
    Location Information
    Marblehead, Massachusetts 01945
    1 / 40
    5 of 5 bubbles (5) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
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    About this property
    All utilities are included. Heat, electricity, water, basic cable. 1 1/2 bedrooms, 22'' thick queen air mattress so host 7 people on beds including 1 queen, 1 twin, 1 sofa bed and 1 air mattress Full hi-speed wifi Sq. footage 1200 sq ft. Full Bathroom with shower Walk in closet Parking: off... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 bubbles Reviewed 7 September 2016
    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 bubbles Reviewed 6 September 2016
    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 / 21
    5 of 5 bubbles (1) Excellent
    Rockport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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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
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 bubbles Reviewed 27 October 2016
    We just completed our first visit here and plan to return to this house. A Very clean, historic home that more than met our expectations. It is off the beaten path with both...
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    1 / 22
    4 of 5 bubbles (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 bubbles 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 bubbles 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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    1 / 17
    Gloucester
    5 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    • x
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    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
    1 / 11
    5 of 5 bubbles (1) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • x
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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... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 bubbles Reviewed 19 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 / 15
    5 of 5 bubbles (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 01966
    1 / 17
    5 of 5 bubbles (4) Excellent
    Rockport
    4 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • 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
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 bubbles 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 / 18
    Gloucester
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • 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 01930
    1 / 14
    5 of 5 bubbles (1) Excellent
    Rockport
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Captain's Quarters,at Changing Tides Bed and Breakfast, features a queen-sized bed, two skylights and a shared bath, sleep well and look forward to a gourmet breakfast. Beaches, downtown shops and galleries are all within a short walk of our home. This room is located in the front of our home.... View all property information
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 bubbles Reviewed 31 May 2016
    My mom and me enjoyed our stay in the Captain Quarters. Stephanie and her husband were very nice to us and make us feel comfortable. The breakfast was amazing. The B&B is in a...
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    1 / 7
    5 of 5 bubbles (2) Excellent
    Gloucester
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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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
    5 of 5 bubbles Reviewed 6 September 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...
    5 of 5 bubbles Reviewed 30 August 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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    1 / 15
    4.5 of 5 bubbles (144) Very good
    Salem
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    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 bubbles 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 bubbles 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 / 15
    Wenham
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Mountain Views
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Tucked in the private woods of Wenham, a luxury home awaits you each day. Richly planned and decorated; everything you need for a place of solace. The downstairs studio is yours with all its privacy and upstairs common area. All utilities included. 900sq ft of private open space, designed and... View all property information
    Location Information
    Wenham, Massachusetts 01984
    1 / 8
    4 of 5 bubbles (5) Very good
    Gloucester
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • ?
    • x
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    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, busy during the day, quiet at night. Close to everything by foot or bicycle. Sunny, furnished, adorable 1BD. Living Room/Kitchenette downstairs, Bedroom/Bath... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    5 of 5 bubbles 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 bubbles 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 / 15
    5 of 5 bubbles (2) Excellent
    Rockport
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Internet Access
    • Private Garden
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    • Terrace
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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
    Location Information
    Rockport, Cape Ann 01966
    5 of 5 bubbles Reviewed 1 week ago
    I had a wonderful stay at this lovely charming bed and breakfast. Location, accommodations and hostess were excellent. Highly recommend!
    5 of 5 bubbles Reviewed 17 October 2016
    Comfy and clean. You have you own private sitting area w/table, chairs, couch, library, TV. There's Keurig w/breakfast snacks and Wendy stocks the fridge w/drinks. You're right...
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    1 / 17
    5 of 5 bubbles (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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    • Satellite TV
    Suitability
    • 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
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    Gloucester, Cape Ann 01930
    5 of 5 bubbles Reviewed 25 June 2016
    All you would want, comfort, convience, excitement, and beauty. You cannot miss here. The view is spectacular.
    5 of 5 bubbles 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 / 14
    Marblehead
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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
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    Marblehead, Massachusetts 01945
    1 / 18
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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 / 16
    5 of 5 bubbles (1) Excellent
    Marblehead
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • 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 01945
    5 of 5 bubbles 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 / 20
    5 of 5 bubbles (2) Excellent
    Rockport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
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    • 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 01966
    5 of 5 bubbles Reviewed 25 October 2016
    For three years in a row we have taken my parents who are in their late 80's and it is perfect! The kitchen is well equipped so i cook breakfast and supper and we go out for lunch...
    5 of 5 bubbles Reviewed 12 October 2016
    We felt fortunate to find this perfect location overlooking Rockport's harbor, full of active lobster and fishing boats, with a view of pleasure boats in the outside harbor. In...
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    1 / 12
    Gloucester
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
    • Waterfront
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    • 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
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    Gloucester, Cape Ann 01930
    1 / 23
    5 of 5 bubbles (26) Excellent
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • 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 01966
    5 of 5 bubbles Reviewed 12 September 2016
    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 bubbles Reviewed 11 September 2016
    Quiet, laid back. Coffee, cream and other snacks upon arrival. Homey and comfortable. 5 star accommodations ;-)
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    1 / 18
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    Seamist Cottage is located on a private yard in historic downtown Rockport, Massachusetts, a charming seaside community. Short walks to shopping and art galleries on Bearskin Neck, beaches, train station as well as the Shalin Liu Perfomance Center. We, as new owners, welcome inquiries & feedback.... View all property information
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    Rockport, Cape Ann 01966
    1 / 7
    4.5 of 5 bubbles (9) Very good
    Rockport
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
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    • Shared Garden
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    • Pet-friendly
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    • 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 bubbles 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 bubbles 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
    5 of 5 bubbles (15) Excellent
    Gloucester
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • 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 01930
    5 of 5 bubbles Reviewed 23 October 2016
    We have just returned from Summerwind Cottage, it is just beautiful. I can honestly say it is the nicest, best equipped place we have ever stayed in. Fantastic layout and the view...
    4 of 5 bubbles Reviewed 30 August 2016
    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.
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    1 / 18
    5 of 5 bubbles (1) Excellent
    Rockport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    • 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 01966
    5 of 5 bubbles Reviewed 14 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 / 26
    Beverly
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Balcony
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    • Waterfront
    • Wi-Fi
    • Porch
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    • 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
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    Beverly, Massachusetts 01915
    1 / 38
    Rockport
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
    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... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 33
    Gloucester
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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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 01930
    1 / 35
    Rockport
    Studio, 3 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
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    • Waterfront
    • Hot Tub
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    • Pet-friendly
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    • ?
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    • x
    About this property
    This immaculate beachfront 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 originating in Ireland via Nova Scotia to Cape Ann and back to France in 1884. Here is an excerpt from the May, 1884 "New... View all property information
    Location Information
    Rockport, Cape Ann 01966
    1 / 31
    Gloucester
    Studio, 2 Bathrooms, Sleeps 10 | 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
    Enjoy the best sunsets on the East Coast from this classic riverfront Victorian summer retreat. Annisquam Singing Pines is situated on over an acre of waterfront land and has lovely gathering spaces both inside and out. It was built as an impressive yet casual vacation home to entertain the family... View all property information
    Location Information
    Gloucester, Cape Ann 01930
    1 / 17
    4 of 5 bubbles (1) Very good
    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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    • DVD Player
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Gloucester, Cape Ann 01930
    4 of 5 bubbles Reviewed 25 October 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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    1 / 25
    Beverly
    Studio, 2 Bathrooms, Sleeps 6 | 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
    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 relaxing place to sit or dine in either sun or shade, thanks to an exterior awning that was newly... View all property information
    Location Information
    Beverly, Massachusetts 01915