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Charlestown Holiday Rentals

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    Travellers to Boston are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    12 Matching Rentals in BostonView all 582 rentals
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    LOCATION! Modern Boston Apt, Downtown, BCEC, Whole Foods, Train1 / 10
    (1)Excellent
    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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    Elegance at Salem Court, Boston1 / 59
    (13)Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Garden
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2015
    The place is amazing. It's clean and comfortable. The owners are very friendly and willing to accommodate all your needs. We hade such a great time. Highly recommended and we'll...
    Reviewed 1 February 2015
    My wife and I spent a portion of our honeymoon at this Bed & Breakfast and it was absolutely amazing!!! I can't say enough good things about Elizabeth and how well she...
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    About this property
    Romantic, comfortable, and elegant! 3-room luxury art suite with authentic Moroccan furnishings, in beautifully-renovated & historic Boston townhouse close to the Freedom Trail, downtown, Boston Garden. King feather bed with canopy tent. Elegant living room with fireplace. Marble bath with...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 2 October 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 2 September 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
    Tucked off Monument Square on a gas-lit private way, this 3BR/2.5BA single family home townhouse features an ideal layout with sunny corner exposure! The main level features an open living room with gas fireplace with handsome white mantel, crown molding, and gleaming, walnut stained hardwood...
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    Location Information
    Boston, Massachusetts 02129 3103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Charlestown
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay aboard our motor yacht. The really fun way to visit the city of Boston. Spend a busy day seeing the sites and return to your quiet spot on the water. Many of my guests comment on how they can not wait to return every night. The yacht works well for a family or two couples. Extra...
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    Location Information
    Boston, Massachusetts 02129
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 22 September 2017
    Awesome stay!!!Beautiful view and wonderful hosts. We very much enjoyed our stay and recommend the Green Turtle!
    Reviewed 16 June 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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    ★French Province★ Charlestown★FREE Parking ★Bunker Hill & Freedom Trail1 / 32
    (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 9 August 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 18 July 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 Provincial French home ideally hosts 2, but can comfortably accommodate up to 4 guests. ★ FREE Parking (area rate $45/day) ★ FREE High-Speed 5G WiFi ★ FREE Hulu, Netflix ★ HUGE 950sf (88m2) ★ Eco-Friendly Products ★ Private Deck...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Room is located in a nice apartment (duplex) in a historic building with elevator in Charlestown Navy Yard. The bedroom (loft style) and bathroom are located on the second floor. Cozy shared kitchen (Microwave food only). Also access to a coffee maker. One bedroom with a queen bed and 32' Roku TV....
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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