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Holiday Rentals in Boston

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    Travellers to Boston are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 576 Rentals in Boston
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    East Boston / Logan Airport
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Beacon Hill -- 'the Nest' sunny studio1 / 12
    (53)Excellent
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Excellent Washington Street Apartment by Stay Alfred1 / 35
    (123)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Extraordinary Canal Street Apartment by Stay Alfred1 / 32
    (78)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2018
    This apartment was outstanding. Clean, beautiful and amazing location. Great pubs, DD across the street, train right there too. Ubers to everywhere about $7-10. The apartment...
    Reviewed 15 May 2017
    We stayed at the Avenir for our trip to Boston for the Boston Marathon. It was such a great location--within walking distance for everything! It was also very close to the...
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    About this property
    This gorgeous West End condo makes a wonderful Boston home base, as long as you enjoy rooftop terraces, contemporary decor, and all the comforts of home. This fully-equipped two-bedroom provides modern amenities like fast WiFi, in-unit laundry, and a kitchen with fancy stainless steel appliances....
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    Boston, Massachusetts 02114
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Location and Luxury North End 2 Bedroom Apartment - 1,000 Sq. ft!1 / 22
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    This place is fantastic! Walking distance to everything, very clean and host was wonderful. I would definitely stay here again and again. My 3 teenagers absolutely adored this...
    Reviewed 3 June 2018
    We wanted to move in to this amazingly beautiful apartment. Boston is such a gorgeous city and everything is walking distance. It is stunningly decorated and has so much space...
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    About this property
    Beautifully renovated & right in the heart of the city! Spread out in 1,000 sq. ft. Designed to feel like a 5 star luxury hotel with all the comforts of home. 4K TV, Netflix, wifi. Exposed brick. Hardwood floors & new recessed LED lights throughout. Bedroom 1 has a king size bed. Bedroom 2 has two...
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    Boston, Massachusetts 02109
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Summer group reunion •4mil to DT•BCEC•FreePk•Steps to T1 / 24
    (7)Very good
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Cable/satellite TV
    • Balcony
    • Grill
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2018
    We were three families with 6 adults and 7 kids that stayed at this rental for 3 nights. Very clean and well decorated place. A short drive to Boston City Center. Very...
    Reviewed 27 April 2018
    Enjoyed our stay in Boston. Eder was so great to work with and helpful! Property was neat, clean and well cared for, would recommend this rental to anyone going to Boston!
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    About this property
    • Newly renovated, Sunny and cozy 1000 sq ft •3br/2Ba, living room,large kitchen/dining area & deck/backyard. •Great for families. Business Travellers and group gathering. •Fits 13 •4 miles to BCEC ,downtown •14mn to Logan Airport •Free street pk.Free wifi •12mn to Savin Hill T. Bus across the...
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    Boston, Massachusetts 02122
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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    New lux. Apt.private roof deck harbor/skyline1 / 60
    (20)Excellent
    East Boston / Logan Airport
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Grill
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Great space. Just as described. Plenty of room. We had a family of 4. 2 adults, 2 kids. The kitchen was well equipped with pots/pans, toaster oven, coffee maker, high end...
    Reviewed 16 July 2018
    Beautiful condo-bright and airy, spacious and well appointed-great hardwood floors. Beautiful views of downtown Boston from the decks. Access to downtown by nearby subway or...
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    About this property
    Brand new luxury apt square footage is 1350 over looking the Boston Harbor. Spectacular views of the skylines of Boston. Watch the boats go by or relax on your oversized private deck. Beautiful white table and four adirondack chairs sits on the deck. There is also a gas Weber grill for outdoor...
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    Boston, Massachusetts 02128
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Entire Private 2Bd Apartment/Condo Near Airport Blue Line Train Station Boston1 / 16
    (1)Excellent
    East Boston / Logan Airport
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our condo/apartment is a 2 minute walk to great restaurants, convenience stores, the Blue Line airport T-subway station, only two stations away from downtown Boston. There is a Free shuttle bus between the Airport T-station and the airport terminals. You will not need a car if you fly into Boston...
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    Boston, Massachusetts 02128
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Amazing Canal Street Apartment by Stay Alfred1 / 34
    (60)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Internet Access
    • Patio
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2017
    This apartment is well located, clean, secure and spacious. It's definitely one of those "you get what you pay for" type of rentals: pricey, but worth it.
    Reviewed 14 April 2017
    With a large family, getting away can get pretty pricey, pretty fast so staying where there is a kitchen to prepare meals makes getting away possible. The 2 bedrooms aren't...
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    About this property
    This gorgeous West End condo makes a wonderful Boston home base, as long as you enjoy rooftop terraces, contemporary decor, and all the comforts of home. This fully-equipped two-bedroom provides modern amenities like fast WiFi, in-unit laundry, and a kitchen with fancy stainless steel appliances....
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    Boston, Massachusetts 02114
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely apartment features hardwood floors, fully equipped kitchen and a spacious bedroom. Located in Theater District, just steps to Boston Common and the Back Bay. This apartment features an open space living area, a spacious kitchen, hardwood floors, walking distance to Boston Commons and...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Attractive Longfellow Place Apartment by Stay Alfred1 / 34
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Internet Access
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 2018
    I would really like to thank your team and company for putting us up in your apartment. First of all for rescheduling our stay after our flights were cancelled in January. The...
    Reviewed 6 November 2017
    This unit is on the 33nd floor with amazing views out of every window. Minimal decorations in the unit and there was construction going on in the building but didn't bother us...
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    About this property
    Boston is known for its lush city parks, so why not stay in the middle of one? Longfellow Place is uniquely positioned smack-dab in the center of a green space with tennis and basketball courts, trails, and a swimming pool. And your spacious three-bedroom is just as airy, featuring a well-designed...
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    Boston, Massachusetts 02114
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Attractive Washington Street Apartment by Stay Alfred1 / 41
    (47)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
    • Parking
    • Patio
    • Air Conditioning
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2018
    Very safe, upscale building in a location that is walkable to most of Boston. Terrific views from the 25th floor. Apartment is spacious and generally clean, but could use some...
    Reviewed 3 May 2018
    Nice view, comfortable bed and pillows, clean, well equipped. Walking distance to Chinatown, Boston common, shops and the freedom trail. Enjoyed the stay. Highly recommend.
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    About this property
    This upscale three-bedroom apartment is the ultimate Beantown abode for business travelers, vacationers, and seafood aficionados who want comfort and convenience. Featuring a fully-equipped kitchen, in-unit laundry, and public transportation pretty much on your doorstep, this Boston vacation rental...
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    Location Information
    Boston, Massachusetts 02111
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Relax n 'think' about next business1 / 61
    (1)Excellent
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Sauna
    • Air Conditioning
    • Children's Pool
    • Housekeeping Included
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2018
    Andy, the owner is very kind. The home is a nice place with plenty of rooms and beds for guests to stay in. The parking lot/home is also gated making it safe at night. The place...
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    About this property
    Mission Statement: 1. Offer the unique place with indoor and outdoor living where you can NOT find others Offering in Boston. 2. Location, location and location (Clam Point of Boston). Very easy access to High way, beach (1 min) , downtown Boston (10 min), shopping, restaurant, bar, bostonbowl (...
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    Location Information
    Boston, Massachusetts 02122
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Eco-Chic French Rustic Charlestown Apt~Free Parking by Bunker Hill/Freedom Trail1 / 37
    (2)Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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 4 weeks ago
    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
    Nestled in Charlestown's historic Gas Light District, our restored French Colonial home offers free parking as well as a spacious living room that converts to a second bedroom for parties of 3 or 4! • 8-min ride to the airport • 91 on WalkScore • Steps to 92 T (Bus), Bunker Hill Monument, Freedom...
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    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the hip decor, sleek kitchen, and large windows. Located in Downtown Crossing, right by all the action in Boston's shopping district. Downtown Crossing is a shopping district in downtown Boston. It features large department stores as well as restaurants, retail...
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    Boston, Massachusetts 02111
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Breathtaking Canal Street Apartment by Stay Alfred1 / 32
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Air Conditioning
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2018
    Very good location if you want to walk the Freedom Trail and dine in the North End, or go to the Boston Garden. Updated, secure building. Accommodations were good as expected...
    Reviewed 12 April 2018
    The location of this apartment was PERFECT for our stay - it is close to the TD Bank Center, the train, amazing restaurants in the North End, and the Freedom Trail. We walked...
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    About this property
    This gorgeous West End condo makes a wonderful Boston home base, as long as you enjoy rooftop terraces, contemporary decor, and all the comforts of home. This fully-equipped two-bedroom provides modern amenities like fast WiFi, in-unit laundry, and a kitchen with fancy stainless steel appliances....
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    Location Information
    Boston, Massachusetts 02114
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Boston Vacation Location1 / 8
    (5)Excellent
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Overwhelmed with the kindness of owners Bob and Janice. Everything you might need (including a ride from the airport) waiting for you. Small, comfortable apartment in an 1840s...
    Reviewed 4 July 2018
    We are a world traveled senior couple who enjoyed a week long stay in Boston this past June. Fortunately we booked with Robert and Janice at their apartment above their...
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    About this property
    Comfy 1 bedroom apartment in original neighborhood house in South Boston. Walk to downtown or Seaport. Bus transportation on the corner. Subway Red Line, Broadway Station, just down the street. Available this spring just in time for the Marathon. Bookings begin middle of April. Looking forward to...
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    Location Information
    Boston, Massachusetts 02127
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Garden
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 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 31 January 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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    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice studio in the heart of it all. Located on Tremont Street, across street from Boston Common, the Theater District, and Downtown. Studio includes full-size bed, pull out couch, dresser, TV/wifi, renovated kitchen, full bathroom. **KINDLY NOTE:** The discounted price you see above is due to the...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Beautiful Garrison Street Apartment by Stay Alfred1 / 35
    (1)Very good
    Back Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Parking
    • Patio
    • Balcony
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2018
    We enjoyed our stay at the apartment. King-sized bed was comfortable. Ample pillows and towels. which is always a plus in a rental property. Our only disappointment was the...
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    About this property
    Offering the best of old-world Boston and the newest 21-century conveniences, this charming Garrison Street two-bedroom might take you back in time. But the modern interior, featuring a full kitchen and fast WiFi, will bring you right back to today. The spacious layout and stylish decor make this...
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    Boston, Massachusetts 02116
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Back Bay
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the beautiful architectural details, expansive windows, and sleek fully-equipped kitchen. Located in the Back Bay neighborhood, near river-side walkways and excellent restaurants. House Rules 1. All bookings require a security deposit of $300 or more. You will not be...
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    Location Information
    Boston, Massachusetts 02115
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    The LedderHouse5 -2 Double Bed/2 Bath near city/Subway W/Free Parking1 / 26
    (1)Excellent
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Balcony
    • Sauna
    • Terrace
    • Waterfront
    • Central Heating
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2017
    It was a great stay! Very professional yet homey. Access to the place itself was smooth and it was close to the train, making it easy to get around the city.
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    About this property
    Your next private room. Renovated House located on the 3rd fl with 5 bedrooms. 2 double bed in a private room . Mini Fridge in the room. Patio/backyard for you to relax, cook and enjoy. 2 bathroom and a full kitchen with coffee maker, toaster, blender and all cookware. We provide free linens,...
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    Location Information
    Boston, Massachusetts 02122
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Gorgeous Garrison Street Apartment by Stay Alfred1 / 35
    (1)Excellent
    Back Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Patio
    • Terrace
    • Balcony
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2017
    We loved this apartment. Very well appointed ,spacious ,centrally located , close to the T and very clean and comfortable . Th apartment owner emailed us with access details...
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    About this property
    Offering the best of old-world Boston and the newest 21-century conveniences, this charming Garrison Street two-bedroom might take you back in time. But the modern interior, featuring a full kitchen and fast WiFi, will bring you right back to today. The spacious layout and stylish decor make this...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boston is known for its lush city parks, so why not stay in the middle of one? Longfellow Place is uniquely positioned smack-dab in the center of a green space with tennis and basketball courts, trails, and a swimming pool. And your spacious two-bedroom is just as airy, featuring a well-designed...
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    Location Information
    Boston, Massachusetts 02114
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Beautiful A Street Apartment by Stay Alfred1 / 30
    (67)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Balcony
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Many great experiences in Boston supported by an equally great apartment! Yes, StaAfred mighg not be the cheapest but in my humble opinion it’s totally worth the price with all...
    Reviewed 16 April 2018
    This apartment was great. Two large bedrooms and two good sized bathrooms along with a kitchen/dining area and living room. Comfortably suited five adults. Great location...
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    About this property
    This stunning two-bedroom, two-bath apartment will definitely wow any vacationer or business traveler with its beautiful architecture, state-of-the-art fitness center, and scenic rooftop area. Within walking distance of some of Boston's best eateries and most exciting things to do, this Beantown...
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    Location Information
    Boston, Massachusetts 02210
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern studio in the heart of it all. Located on Tremont Street, across street from Boston Common, the Theater District, and Downtown. **KINDLY NOTE:** The discounted price you see above is due to the fact that this is an old building - and although we have professionally designed each unit, the...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This apartment features an open-space , living area, a spacious kitchen, hardwood floors. Located in the Theater District, walking distance to Boston Common and the Back Bay. All bookings instantly confirmed. Every call or message answered in minutes. The apartment is equipped with clean linens,...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Captivating Longfellow Place Apartment by Stay Alfred1 / 31
    (58)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    Awesome location! We walked everywhere in Boston – no subway, Uber or taxi needed. We parked in the garage next door and didn't get in the car until it was time to leave. The...
    Reviewed 15 April 2017
    Great location.close to North End where there is plenty of eating places and live activities.Easy walking distance to attractions and history walk.
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    About this property
    Boston is known for its lush city parks, so why not stay in the middle of one? Longfellow Place is uniquely positioned smack-dab in the center of a green space with tennis and basketball courts, trails, and a swimming pool. And your spacious two-bedroom is just as airy, featuring a well-designed...
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    Location Information
    Boston, Massachusetts 02114
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    About this property
    At this Sonder, you'll love the beautiful fireplace, an open-concept living area, and sophisticated design. Located in Boston's Theater District, known for its array of delicious restaurants and cafes. House Rules 1. All bookings require a security deposit of $300 or more. You will not be...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These newly constructed, luxury apartments allow our guests to truly enjoy all beauty Boston has to offer. Whether you are admiring the Boston skyline from the unit’s floor to ceiling windows or taking a quick walk past Fenway Park to Kenmore Square, you can’t help but become a part of this...
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    Boston, Massachusetts 02215
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Beautiful, light-filled, 3rd floor apartment with hardwood floors and open layout kitchen can accommodate 4 guests. Two small bedrooms with a queen bed in one bedroom and a full size bed in the other bedroom. There's also a full size sofa bed in living area. ($25 per person per day over 4...
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    Location Information
    Boston, Massachusetts 02113
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Boston North End, Little Italy, Beautiful new 3BR 3BA apt. (M1G)1 / 58
    (52)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 24 April 2017
    Instructions for key and access were very simple and clear. Rental was exactly as stated. Very clean and comfortable. Basic items were all there and in working order. Bedrooms...
    Reviewed 30 September 2016
    Firstly, the apartment pictured and confirmed via email is NOT the apartment we were allocated. Secondly we specifically requested a 2 bathroom apartment and this was also...
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    About this property
    A rare find! Brand new three bedroom, three bathroom duplex. This unique duplex is beautifully decorated, with a spacious living-room that has a full size sleeper sofa connected to a state-of-the-art kitchen with granite top and stainless steel appliances . The upper floor has a living room with...
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    Location Information
    Boston, Massachusetts 02113
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Best priced 2 beds in the Heart of Boston (m4)1 / 7
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 18 May 2017
    This apartment was very quaint with lots of original features. It was good being at the top of the house (although some may struggle with the stairs) and we had some lovely...
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    About this property
    Light-filled, 4th floor apartment with hardwood floors and open layout kitchen. Nice view of Boston's sky line at night. can accommodate 4 guests. night view of the Boston skyline, Two small bedrooms with queen size beds , one in each bedroom. a full size sofa bed in The living room that can be...
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    Location Information
    Boston, Massachusetts 02113
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • Shared Garden
    • Air Conditioning
    • DVD Player
    • Housekeeping Included
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 November 2017
    I stayed for a week in Boston and the location was ideal to get away from the hustle and bustle of downtown. Charlestown is easily accessible from the airport by taxi and...
    Reviewed 28 February 2017
    My fiance and I have stayed at The Moroccan Suites five times over the last two years and it is our favorite place to stay in Boston! We have stayed in all of the rooms, but the...
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    About this property
    Comfortable, elegant, and romantic! Three-room luxury art suite with authentic European furnishings. In beautifully restored, award-winning historic townhouse located in Boston's oldest neighborhood of Charlestown! Lovely, walkable district near Freedom Trail, Bunker Hill, USS Constitution,...
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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to Harvard Business School, Boston University, Harvard University, Trader Joe's, Green Line, Red Line, Commuter Rail and bus. Located in lower Allston, 5 to 10 mins walk to Harvard Business School, 15 to 20 mins walk to Harvard Square, 5 mins drive to Boston University. Bus 66,...
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    Location Information
    Boston, Massachusetts 2134
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beacon Hill -- 'The Federal Rose' antique house1 / 15
    (8)Excellent
    Beacon Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed 29 June 2017
    They say "love is in the details," and that was my predominant thought regarding the Federal Rose.The most charming historic home with every modern amenity. The owner...
    Reviewed 1 October 2014
    Beacon Hill was great, and this home is clean, full of character, and walkable to many attractions. The owner is also very accessible for any questions/concerns. Would stay...
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    About this property
    This property is listed exclusively through Flipkey/TripAdvisor. We've been renting high-quality furnished accommodations for over 10 years, exclusively in the Beacon Hill neighborhood. The 'Federal Rose' house location is stellar, just 3 minutes walking distance to Boston Common, the Freedom...
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    Location Information
    Boston, Massachusetts 02114
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    This apartment features an open space living area, a spacious kitchen, hardwood floors, walking distance to Boston Commons and the Back Bay.All bookings confirmed. All call or messages answered quick. The Apartment is equipped with clean linens, high speed WIFI, and Kitchen and bath...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clean Apartment in Boston1 / 49
    (9)Excellent
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 2017
    A lovely and cosy place to stay. The accommodation was just right for four adults.Had so much time to explore Boston this was a great place to come back and relax and enjoy the...
    Reviewed 24 October 2016
    We really enjoyed our stay at the apartment. It truly was a home away from home.Jeanie was very responsive during the booking process as well as during our stay and answered any...
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    About this property
    Cozy but spacious 3rd floor apartment! 2 Bedrooms are furnished with comfy linens. Kitchenette is supplied with all you need for a great weekend in the city. There is also a pull-out couch in the living room for added space if needed. This place can potentially sleep 6! WE ONLY ACCEPT BOOKINGS...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    The LedderHouse3 -King Size bed/2 Bath near city/Beach W/Free Parking1 / 22
    (1)Excellent
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Terrace
    • Central Heating
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2017
    We thoroughly enjoyed our stay here, the bed was really comfortable and everything in the apartment was cleaned and ready to use. I have zero complaints!
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    About this property
    Your next room. Renovated House located on the 3rd fl with 5 bedrooms. King size bed in a private room . Patio/backyard for you to relax, cook and enjoy. 2 bathroom and a full kitchen with coffee maker, toaster, blender and all cookware. We provide free linens, towels. Free Street Parking, next to...
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    Location Information
    Boston, Massachusetts 02122
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    Beautifully appointed and private townhouse in the Bay Village section of the South End. Your group will have plenty of room to spread out over two levels. On the first level there is an open kitchen, living room and dining area. The couch folds flat to become a full size bed. Walk up the dramatic...
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    Location Information
    Boston, Massachusetts 02116
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    My place is good for couples, solo adventurers, and business travelers. This apartment features an open space living area, a spacious kitchen, hardwood floors, walking distance to Boston Commons and the Back Bay.All bookings confirmed. All call or messages answered quick. The Apartment is equipped...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    At this Sonder, you'll love the sleek decor, stunning fully-equipped kitchen, and breathtaking hardwood floors. Located in Downtown Crossing, known for its assortment of delicious restaurants and relaxed cafes. House Rules 1. All bookings require a security deposit of $300 or more. You will...
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    Location Information
    Boston, Massachusetts 02110
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Historic 3BR Home, mins to Kendall Sq, MIT, Beacon Hill & Harvard1 / 22
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    • Sauna
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    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful historic Greek Revival gem is in the heart of East Cambridge and minutes from Kendall Square and MIT — the Silicon Valley of the East. Perfect for corporate stays, sabbaticals, or vacationing in Boston and Cambridge. This beautiful home is a short walk to 2 subway stops, numerous...
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    Location Information
    Boston, Massachusetts 02141
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Historic,  elegant duplex in Beacon Hill in the heart of Boston two bedrooms1 / 21
    (1)Excellent
    Beacon Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Our Historic Beacon Hill, Two bedroom, Queen size beds, duplex Condo, is comfortable and well located. An ideal central location for exploring or working in the heart of Boston at: 27 Ridgeway Lane, Beacon Hill, Boston, 02114. Great Restaurants nearby. Access to ALL public transportation lines...
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    Location Information
    Boston, Massachusetts 02114
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Internet Access
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering the best of old-world Boston and the newest 21-century conveniences, this charming Garrison Street one-bedroom might take you back in time. But the modern interior, featuring a full kitchen and fast WiFi, will bring you right back to today. The spacious layout and stylish decor make this...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Houseboat in Boston Harbor1 / 16
    (7)Very good
    East Boston / Logan Airport
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Hot Tub
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    • Waterfront
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2016
    We loved our stay. There was plenty of room and the amenities were nice. We rented a car. So, transportation wasn't a problem, but it could have been if you relied on public...
    Reviewed 4 August 2016
    My family and I were laboring over hotel prices in Boston for our four-day trip during Spring Break, when TripAdvisor recommended Deb's houseboat. We are so glad we took a...
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    About this property
    Please note the Blue Pearl has moved. Due to the closing of our marina we have relocated in Boston Harbor to Boston Bay Marina East Boston. Our houseboat is accessible by water taxi, taxi,public transportation close by. We have free parking and free WiFi. If you are planning a visit to Boston...
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    Location Information
    Boston, Massachusetts 02128
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Fabulous Garrison Street Apartment by Stay Alfred1 / 35
    (130)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The neiborhood was nice, secure and quiet.The WiFi was really bad, they have to provide more towels, and soap. The windows should have blackout.The apartment wasn’t very...
    Reviewed 13 September 2017
    THE GOOD: you could not find a better location in the Back Bay. It is about one block from the Prudential Building on a quiet street. Lots to see and do within walking distance...
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    About this property
    Offering the best of old-world Boston and the newest 21-century conveniences, this charming Garrison Street two-bedroom might take you back in time. But the modern interior, featuring a full kitchen and fast WiFi, will bring you right back to today. The spacious layout and stylish decor make this...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Located right at Harvard Business School at Lower Allston with Trader Joe's right at the first floor. 10 Minutes walk to Harvard Square and next to Cambridge MIT and Boston University. Storrow Drive and I90 is right next to us. We have private gym, cyber lounge and game room. Bus 66, 86, 70 is just...
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    Location Information
    Boston, Massachusetts 02134
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Cute little studio in the heart of it all. Located on Tremont Street, across street from Boston Common, the Theater District, and Downtown. **KINDLY NOTE:** The discounted price you see above is due to the fact that this is an old building - and although we have professionally designed each unit,...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South End
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Newly Renovated 1-bedroom on the 1st floor with astonishing ceilings, tall custom windows, updated kitchen, new SS appliances with the best of Boston outside your door. Dressed exclusively for short term rentals located ½ a block to “Restaurant Row” where you’ll find some of the best dining in the...
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    Location Information
    Boston, Massachusetts 02118
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1
    Boston Holiday Rentals

    Planning a trip to Boston? Consider a Boston holiday rental instead of a hotel. There’s a great variety of holiday rental properties available in Boston, and one’s sure to be right for you. How about a quaint apartment in Harvard Square? Or an elegant Boston holiday rental apartment on Beacon Hill? If you’re traveling with a big family, you might want to consider renting a holiday house in a Boston suburb like Lexington or Arlington. Whatever you choose, we’ll help you find a great deal on your Boston holiday rental, and we’ll give you plenty of unbiased user reviews of Boston holiday rentals, so you can book with confidence.

    Boston attractions

    Many of Boston’s top attractions are located within a relatively small area, and a Boston holiday rental in Back Bay or Beacon Hill will put you within walking distance. If it’s your first time in Boston, definitely walk the Freedom Trail. It’s an excellent introduction to Boston’s role in the Revolutionary War. Explore Boston’s North End for a little taste of Italy (dine at almost any restaurant, but save room for a cannoli from Mike’s Pastry or Modern Pastry). If you like the arts, visit the Museum of Fine Arts and the Isabella Stewart Gardner Museum. Finally, if the Red Sox, Celtics or Bruins are in town, try to catch a game. You haven’t really experienced Boston unless you’ve sat in the cheap seats at Fenway Park! A holiday rental in Boston makes it easy to explore all of these attractions and more.

    Family holiday rentals in Boston

    Boston’s a great destination if you’re traveling with kids. You might find your kids have a newfound interest in American history after seeing landmarks like the Old North Church and the U.S.S. Constitution in person! Boston boasts an excellent Children’s Museum and Science Museum, too. Teens will love shopping at Quincy Market, a collection of shops and restaurants near Faneuil Hall. And Boston has plenty of family-friendly restaurants, especially the old-school, no-frills seafood places near Boston Harbor.

    Day trips in the Boston area

    If you have a car at your disposal, you might venture a bit farther afield from your holiday rental in Boston. Continue the Revolutionary War theme with a visit to Minuteman National Park in Lexington… then stop in at Thoreau’s Walden Pond. The De Cordova Museum and Sculpture Park is a fun option, especially for families. Finally, there’s plenty of great shopping around Boston—the Wrentham Outlets are a popular day-trip destination for travelers renting a holiday home or condo in Boston.

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