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Marblehead Holiday Homes

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    Don't let other travellers get your favourite Marblehead area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 37 Rentals in Marblehead
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    ChestnutSweet, for a sweet New England get-away!1 / 25
    (37)Excellent
    Marblehead
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Relax and enjoy the summer in Marblehead1 / 16
    (2)Excellent
    Marblehead
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Marblehead
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Marblehead
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend the summer in Marblehead by the sea! Available July 1st-Sept 1 $950/wk completely furnished, includes dishes, towels, sheets, desk, computer, 32" Flat screen TV, cable, etc. This charming 1 bedroom condo was the primary residence of Ben Andrews who was the Master of the first navy ship,...
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    Marblehead, Massachusetts 01945
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautifully Renovated Antique Home1 / 21
    (1)Excellent
    Marblehead
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Patio
    • Central Heating
    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Marblehead
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently completed furnishing and redecorating our Old Town Marblehead 'gem' and would like to offer you the perfect location. Ideal for a couple, a couple of couples or a family with younger children. Tucker St is 2 minutes from Lee Mansion ( in the photos) and Abbot Hall in Washington Square, in...
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    Marblehead, Massachusetts 01945
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 15 kilometres of Marblehead.
    Romantic Ocean & Boston Skyline Views1 / 8
    (1)Excellent
    Swampscott
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Housekeeping Included
    • DVD Player
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    Pet friendly
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    Smoking allowed
    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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    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,...
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    Swampscott, Massachusetts 01907
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Hillcrest Cottage By The Sea1 / 18
    (2)Very good
    Nahant
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy your stay in our freshly renovated cottage with ocean views located in the beautiful seaside town of Nahant. Within walking distance of three beaches, the cottage sits on a dead end street and has a private yard and large deck. The cottage also boasts brand new southern pine flooring, a...
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    Nahant, Massachusetts 01908
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    The Harborfront, Beverly/Salem, Boston North Shore1 / 26
    (2)Excellent
    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
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2017
    Beautiful views and wonderful accommodations. Convenient to everything in Beverly and Salem and so cute. It felt just like home. Kathy was so welcoming and we highly recommend...
    Reviewed 28 June 2017
    Our family of four enjoyed our 3-night stay at Kathy's Harborfront. The spacious 2Br apartment was clean, tastefully decorated, and in a perfect location. The view from the MBR...
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    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...
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    Beverly, Massachusetts 01915
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Nahant
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    image 14image 15image 16image 17image 18image 19 © craigslist - Map data © OpenStreetMap 46 Breezy Hill Terrace (google map) 2BR / 2Ba available jan 01 furnished apartment w/d in unit carport Completely remodeled gorgeous home with incredible views of the...
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    Nahant, Massachusetts 01908
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Manchester-by-the-Sea
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    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...
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    Manchester-by-the-Sea, Cape Ann 01944
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Spacious 6 Bedroom Home in Downtown Historic Salem1 / 15
    (145)Very good
    Salem
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Very nice house. Plenty of room for 5 women to spread out. Enough bathrooms for all of us to get ready in the morning. Never ran out of hot water. Owner was available to fix...
    Reviewed 10 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...
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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...
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    Salem, Massachusetts 01970
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Victorian in Greater Boston 50 yards from beach1 / 12
    (12)Excellent
    Lynn
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2016
    We stayed in the condo that had a first and second floor. The place was absolutely beautiful and extremely large! I would have loved to spend an entire month there. The location...
    Reviewed 31 October 2015
    This place is magical! The spot is perfect, the house is wonderful, but more importantly, the owners, George and Cornel, are the most special people to know and to do business...
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    About this property
    2 bedrooms (1 king bed, 1 full bed) with ocean views, living/dinning with queen size sofa, full kitchen, internet, TV cable and parking at no extra cost. Can accommodate up to 6 persons, public transportation by bus (2 minutes walking) and by train (10 minutes walking), 20 minutes driving to...
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    Lynn, Massachusetts 01902
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Essex
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Satellite TV
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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." Enjoy air...
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    Essex, Cape Ann 01929
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Essex
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Waterfront
    • Grill
    • Satellite TV
    • Internet Access
    • Patio
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available for rentals year round, Clamshell Landing is perfect for family vacations, family reunions, wedding accommodations, corporate outings or other events. This one-of-a-kind vacation rental home is perfect for sports enthusiasts or nature lovers and is complete with squash & tennis courts, a...
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    Essex, Cape Ann 01929
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Wenham
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Secure Parking
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Wenham, Massachusetts 01984
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beverly
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    • Air Conditioning
    • Waterfront
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    Pet friendly
    Kid friendly
    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 relaxing place to sit or dine in either sun or shade, thanks to an exterior awning that was newly...
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    Beverly, Massachusetts 01915
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Revere
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Patio
    • Ocean Views
    • Waterfront
    • Housekeeping Included
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This adorable bungalow is close to Revere Beach (less than 1/2 mile). Nearby Blue line Wonderland T stop will take you directly to Logan Airport and downtown Boston. There are great restaurants within a mile and dozens within 5 miles. Great location for a romantic getaway or business traveler.. My...
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    Revere, Massachusetts 02151
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We can now offer Apartment B to our options at Cedar Hill Farm B & B. This apartment is identical to Apt. A also located in our lower barn. The bedroom is on second floor with open to living area and cathedral ceiling. 8 Foot sliders open to open pastures, woods and meadows. Guests can enjoy...
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    Essex, Cape Ann 01929
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Manchester-by-the-Sea
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
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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...
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    Manchester-by-the-Sea, Cape Ann 01944
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lynnfield
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Hot Tub
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Disclaimer: We do not host parties. We only host small family reunions and other small gatherings. Longer term (30 days +) rental is available for $25,000 Unique contemporary built by European architect with top of the line industrial grade designers grade materials 5000 sf house on 3 acres...
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    Lynnfield, Massachusetts 01940
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Manchester-by-the-Sea
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Booth Cottage Ocean view, private path to beach. Private mowed path, ten minute walk to village, harbor, 2 parks, on the commuter rail, four bedrooms, three full and one 1/2 bath, extra large lawn for ball playing, large porches, high ceilings, large windows. 3000$ per week, lower rates off...
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    Manchester-by-the-Sea, Cape Ann 01944
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Revere
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    1 minutes walk to subway and beach, 10 minutes to airport and 15 minutes to downtown Boston free wireless internet, free laundry (washer only), free utility, no tax free kitchen. Private bedroom basically furnished with queen or twin size bed. More information: 1. On street parking is free...
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    Revere, Massachusetts 02151
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Revere
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are happy to share our Large spacious home with our guests. We have two Guest bedrooms, each room with a Queen size bed, TV and a small fridge. Nice view from both rooms. OUR BACKYARD VIEW, HAS A BEAUTIFULL CITY RESERVATION, with turkeys and deers, make our home unique. By car: 5 minutes away...
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    Revere, Massachusetts 02151
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Manchester-by-the-Sea
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Known as Booth Cottage, this charming and historic vacation rental home once belonged to actor Junius Brutus Booth, Jr., brother of the infamous John Wilkes Booth. In the later part of the 19th century, the property was part of the grand Masconomo Hotel. What's more, the movie "State and Main" was...
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    Manchester-by-the-Sea, Cape Ann 01944
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Revere
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    Furnished room available. This is 4 bedroom 1 bathroom apt. we can rent 1 to 4 bed room or total apartment depends on guest number. transportation is very convenient and you don't need car to visit Boston. walk one minute to subway station. take subway 10 minutes to airport and 15 minutes to...
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    Location Information
    Revere, Massachusetts 02151
    Private Room - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Salem
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    Smoking allowed
    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,...
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    Salem, Massachusetts 01970
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Manchester-by-the-Sea
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    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...
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    Manchester-by-the-Sea, Cape Ann 01944
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Grill
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    • Private Garden
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A large, bright and cheery front bedroom with two Queen size beds – private bath with clawfoot tub and shower. Newly constructed bathroom with vintage fixtures and repurposed woods. Our breakfast room has old pine cupboards, creeping ivy with twinkling lights, lace tablecloths and original vintage...
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    Essex, Cape Ann 01929
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Essex
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Waterfront
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New in 2017! Perched at the water's edge on Conomo Point, this gracious vacation rental home is lovingly maintained and decorated to evoke the feelings of summer: beach, sea, sand, and blue skies. Once the home of famed Boston restauranteur Jacob Wirth, the home has historic significance and charm....
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    Essex, Cape Ann 01929
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Manchester-by-the-Sea
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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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
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Manchester-by-the-Sea
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cottage was built in the 1920s and recently renovated. At the end of a long driveway on the back of an old estate, it is very private and yet within 10 minutes walk of Singing Beach and less than a mile from the town of Manchester. So there is easy access to shops, restaurants, and even...
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    Manchester-by-the-Sea, Cape Ann 01944
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Revere
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    About this property
    Beautiful and newly constructed home situated only 5 miles away from downtown Boston. Named after the American Revolutionary War patriot Paul Revere, it is a town as close to history as it is to the contemporary Boston. Your spacious bedroom is located on the second floor complete with a double...
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    Location Information
    Revere, Massachusetts 02151
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Essex
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom loft apartment located in the lower barn. Queen size bed, sleep sofa, full kitchen and bath. Back deck open to pristine pastures and hiking trails. Cathedral ceilings with skylights and 8 foot sliding doors bring the outside in. Watch for deer, wild turkey and plenty of birds in the...
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    Location Information
    Essex, Cape Ann 01929
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Essex
    3 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Secure Parking
    • Grill
    • Private Garden
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Bed & Breakfast is located in the small New England coastal town of Essex, MA. on Cape Ann. Historic farmhouse built in 1695 on 18 pristine areas of forest, fields and meadows. First free school in state. Front field used during Revolutionary War for militia training. House completely updated...
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    Location Information
    Essex, Cape Ann 01929
    Private Room - 3 Bedrooms, 1 Bathroom, Sleeps 3
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    Revere
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unbeatable ocean view from your bed!!!This warm and cozy Apartment offers an unbeatable location!Train station is 7 minutes walking away , the sixth stop is downtownBoston and airport is the fourth stop. Plus, from the stairs besides next building, 5 minutes down walk will lead you to beach. We...
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    Location Information
    Revere, Massachusetts 02151
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Lynn
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Amenities & Details
    • Air Conditioning
    • Terrace
    • Washer
    • Internet Access
    • Parking
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very large 11'x16' Room in single family home for 1 person (male) to share with 2 other males. ww carpeting,Luxurious queen size bed,large vanity with 6' counter and sink connecting a large walk in closet, new dressers & entertainment center. Sliding doors & private deck looking onto a tree lined...
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    Location Information
    Lynn, Massachusetts 01905
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
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