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Holiday Homes in Marblehead

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    Travellers to Marblehead are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    All 15 Rentals in Marblehead
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    Special -See Gardens of Marblehead Bloom, 4 min Walk to Beach, Private Patio-Bra1 / 46
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    ChestnutSweet, for a sweet New England get-away!1 / 25
    (52)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Patio
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Try to imagine a cozy home on a quiet side street in the heart of Marblehead's historic center - that's Leeward! Marblehead Harbor, Boston Yacht Club, Abbot Hall, Jeremiah Lee Mansion, King Hooper Mansion, & Crocker (Seaside) Park are all within a 5 minute walk. This location cannot be beat!...
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    Marblehead, Massachusetts 01945
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
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    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sailor's Loft sits in the heart of Marblehead's vibrant downtown surrounded by restaurants, pubs and boutiques, across from a movie theatre. Sailor's Loft is <5 minutes walk to the harbor, local yacht clubs, seaside parks and beaches. Sailor's Loft honors the long tradition of monks providing...
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    Marblehead, Massachusetts 01945
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 7
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the heart of historic old town Marblehead, King's Rook is a mere stairway to shops and restaurants. A 2-minute walk takes you to State Street Landing on Marblehead's famous harbor. Grab a seat and while away a perfect day, watching sailboats and schooners soar past while sipping that...
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    Marblehead, Massachusetts 01945
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Relax and enjoy the summer in Marblehead1 / 16
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 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 15 August 2015
    Wow! Great summer stay and family reunion in Marblehead, thanks in no small part to this absolutely pristine home. The photos do NOT do this home justice. The feel is...
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brewer's Rest sits in the heart of Marblehead's vibrant downtown surrounded by restaurants, pubs and boutiques, across from a movie theatre. Brewer's Rest is <5 minutes walk to the harbor, local yacht clubs, seaside parks and beaches. Brewer's Rest honors the long tradition of monks providing...
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    Marblehead, Massachusetts 01945
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All new! Both newly renovated and newly furnished condo in the heart of downtown Marblehead. From your front door, you are next to a restaurant, across the street from a craft beer tap room, steps to a movie theater, and in the middle of all that Marblehead has to offer. Great food, great...
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    Marblehead, Massachusetts 01945
    Condo/Apartment - 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Washer
    • Parking
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on Marblehead Neck, just a short walk to the harbour, you'll find all you need to enjoy a luxurious stay in this grand New England home. All the comforts you need are provided in a clean and functional home. Top quality outfitting for everything. I'll personally make sure you have all you...
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    Marblehead, Massachusetts 01945
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Beautifully Renovated Antique Home1 / 21
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/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
    Cozy Beach Cottage in Marblehead1 / 21
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Grill
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    • Grill
    • Patio
    • Balcony
    • Terrace
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Water views from virtually every room in the house. Views of Doliber's Cove, Little Harbor, Crowninshield Island and Salem Sound. A spectacularly renovated home located in the private enclave on Peach's Point peninsula. Just a short distance from Marblehead old town. A very private 15 room,...
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    Marblehead, Massachusetts 01945
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming cape cod cottage with beautiful harbor view on exclusive Marblehead Neck. Available after August 31, 2019. Walk to lighthouse and beach. Short drive to center of Marblehead. Fully equipped with linens, galley kitchen fully equipped. Perfect couple get away or with child. Outdoor deck...
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    Location Information
    Marblehead, Massachusetts 01945
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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