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Charlestown Vacation Rentals in Boston

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    Travellers to Boston are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    14 Matching Rentals in BostonView all 618 rentals
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    Luxury Suite, Moroccan Furnishings, Boston1 / 97
    (16)Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Elegance at Salem Court, Boston1 / 59
    (13)Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    LOCATION! 3 BR Modern Home, Downtown, Train, BCEC, Freedom Trail, Whole Foods1 / 20
    (1)Excellent
    Charlestown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Secure Parking
    • Wi-Fi
    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 6, 2017
    Our surprise 60th birthday weekend for my sister and four other female relatives was perfectly carried out from this lovely townhome. Safe, family friendly neighborhood, across...
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    About this property
    Location! Modern house across the street from Whole Foods (1 minute), CVS, Coffee, etc. and the train station, 5 minutes to heart of the city! Next to Museum of Science and 15 minute walk from Galleria Mall. Close to everything. Walk to the freedom trail and downtown by foot. Everything is on...
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    Boston, Massachusetts 02129
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Eco-Chic French Rustic Charlestown Apt~FREE Parking by Bunker Hill/Freedom Trail1 / 31
    (2)Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2018
    I was on a short business trip in Boston and I had a wonderful experience at Sleepy Panda Homes! The apartment is in an amazing location in the middle of Charlestown, quiet and...
    Reviewed July 17, 2018
    This was my first AirBnB experience and I couldn't be happier with my stay. Nika and Tony went above and beyond to provide the best possible experience! They did all the small...
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    About this property
    Located in Charlestown's historic Gas Light District, our eco-chic French Colonial home features hypoallergenic bamboo pillows and bedding, boxed water (boo plastic), tree-free toilet paper, and torture-less toiletries, just a few ways your stay makes our planet a little happier! And we have...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charlestown
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideally hosting four (4), our Panda Zen home can comfortably accommodate a family of up to five (5). Featuring a spacious living/dining area, this floor-through sunny unit has two bedrooms with an additional Zen/Yoga room that can accommodate a 5th person on a traditional Japanese tatami bed....
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    Boston, Massachusetts 02129
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Green Turtle II Yacht in Boston Harbor - #1 B & B -Tripadvisor since 20101 / 9
    (21)Excellent
    Charlestown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Outdoor Dining Area
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 21, 2017
    Awesome stay!!!Beautiful view and wonderful hosts. We very much enjoyed our stay and recommend the Green Turtle!
    Reviewed June 15, 2017
    My family and I stayed at the Green Turtle II Bed and Breakfast on June 9th & 10th, 2017. The boat had plenty of space to accommodate the 5 of us with 2 bedrooms and 2...
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    About this property
    The Green Turtle has been Boston's #1 Bed and Breakfast in Boston every day since August of 2010. We were also chosen as a Tripadvisor Traveler's Choice award in 2014 which is 1 of top 25 in US! The Green Turtle II is a floating bed and breakfast as luxurious as it is unique. Green Turtle II is...
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    Location Information
    Boston, Massachusetts 02129
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charlestown
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Secure Parking
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a large modern, clean 2 bedrooms / 3 beds + bathroom + full kitchen Bus stops, train stations and downtown are all walking distance. Food store across the street, Whole Foods, coffee shops, bars, restaurants, gym and pool all nearby. Historic sites are all walking distance as well: Navy...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Charlestown
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hi! Welcome to my home! You have the entire apartment to yourself! There is coin operated laundry in the basement. One off street parking space can be provided upon request. Charlestown is home to two significant historical sites: the USS Constitution, and the Bunker Hill monument. These...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Spectacular Luxury Super Yacht In Boston Harbor Sleeps Eight In Four Staterooms1 / 14
    (2)Very good
    Charlestown
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Waterfront
    • DVD Player
    • Housekeeping Included
    • Washer
    • Central Heating
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2017
    I stayed for two nights with my son after five nights in NYC. The yacht is beautiful and situated right in the heart of the waterfront. Our twin room was very small but fine...
    Reviewed September 1, 2017
    My family and I had a wonderful experience spending the evening on the Troca One yacht! Many memories were made and we can't wait to go back! Captain Daniel and Stewardess Sarah...
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    About this property
    TROCA ONE - a 108 ft Viking Sports Cruiser, built to exacting standards at Italy's Versilcraft shipyard, is a luxurious and spacious super yacht featuring beautifully appointed staterooms and expansive interior and exterior spaces and decks. The yacht is now available to book for the ultimate...
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    Location Information
    Boston, Massachusetts 02129
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Charlestown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON Tucked off Monument Square on a gas-lit private way, this 3BR/2.5BA single family home townhouse features an ideal layout with sunny...
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    Location Information
    Boston, Massachusetts 02129 3103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideally hosting (2), our world traveler home can comfortably accommodate a family of up to (4). Complete with a luxury lounge daybed and hideaway twin trundle below, the living room can convert into a second bedroom if needed. Please note that because the bathroom is located in the bedroom, we...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charlestown is a beautiful old Boston neighbourhood. This condo is representative of old Boston charm. It is a quiet residential area, but is very close to everything in the city. It has beautiful floor-to-ceiling windows that provide lovely natural light, a working fireplace with a marble...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charlestown
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are planning a trip to Boston consider staying on our very comfortable motor yacht 'Sea Pearl' in historic Charlestown on Boston Harbor. We are located in the new Charlestown Marina close to the USS Constitution, Freedom Trail and Bunker Hill monument. The North End is a very pleasant walk...
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    Location Information
    Boston, Massachusetts 02129
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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