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Holiday Rentals in Boston

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    All 572 Rentals in Boston
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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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    BEACON HILL FABULOUS ONE BEDROOM1 / 27
    (8)Excellent
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Summer group reunion •4mil to DT•BCEC•FreePk•Steps to T1 / 24
    (6)Excellent
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Patio
    • Cable/satellite TV
    • Secure Parking
    • Balcony
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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!
    Reviewed 1 September 2017
    Eder was very helpful and easy to get hold of. From start to finish she was great and could not fault her. The house was very cleaned and well decorated. The location is not far...
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    About this property
    • Newly renovated, Sunny and cozy 1,495 sq ft •3br/2Ba, living room,large kitchen/dining area & deck/backyard. •Great for graduation stay. Business Travellers, Family and group gathering. •Comfortable fits 14 •4 miles to BCEC ,downtown •14mn to Logan Airport •Free street pk.Free wifi •12mn to...
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    Boston, Massachusetts 02122
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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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
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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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    Boston, Massachusetts 02116
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Boston Vacation Location1 / 8
    (3)Excellent
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 3 weeks ago
    Our hosts couldn't have been more helpful during our stay and went out of there way to help. The property has great character and is in a good location only a short walk from...
    Reviewed 27 April 2018
    Guidebooks tell you all the great things there are about Boston - except one! In years of travel, we have never had such accommodating, helpful, knowledgeable hosts as Bob and...
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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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    Boston, Massachusetts 02127
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Location and Luxury North End 2 Bedroom Apartment - 1,000 Sq. ft!1 / 22
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 3 weeks ago
    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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    Location Information
    Boston, Massachusetts 02109
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    112 Myrtle Street Apartment 11 / 24
    (1)Very good
    Beacon Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 December 2017
    we were 2 couples with a lot of baggage. So the steps up were a challenge, however the neighborhood, the location, and the size of the apartment made up for it.Make sure you...
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    About this property
    Myrtle Street is the quintessential quiet street located in the heart of Beacon Hill. This gorgeous 2BD/1BA residence features: luxury linens and queen size beds; spacious living room; efficient kitchen; 40 inch flat screen tv with HBO and wifi. Washer and dryer are located in the building. For an...
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    Location Information
    Boston, Massachusetts 02114
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    East Boston / Logan Airport
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private 3Bd Condo Near Airport Train Station Boston only minutes to downtown This condo is on two levels. Level 1 has two bedrooms and one full bath (WC, vanity and bathtub), the 3rd bedroom is on basement level with an additional bathroom (WC, vanity and shower). Our condo is a condo/apartment...
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    Boston, Massachusetts 02128
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Back Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    284 Marlborough St is a quiet street located in the Heart of the Back Bay. Walking West Elm furniture through out this unit with upscale beddings and mattresses. Hardwood floors throughout, freshly-painted studio apartment offers a high ceiling living room, Full Kitchen, Nespresso machine and...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway1 / 42
    (4)Excellent
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2017
    It was great to be able to travel light. Crib, pack and play, high chair, and booster seat on site. Laundry machines came in handy for unexpected accidents. Clean, bright and...
    Reviewed 10 August 2017
    The location was spacious, and it was easy for us to feel right at home on our vacation. It was conveniently located close to the Orange Line, which gave us quick access to...
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    About this property
    2 bedroom near Boston's Stony Brook Orange line subway station. Both bedrooms have a queen bed. One bedroom also has a crib and queen futon couch/bed. There are stainless steel kitchen appliances, with gas stove, dishwasher, coffee press, slow cooker, microwave, toaster, coffee machine and more....
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    Boston, Massachusetts 02119
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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
    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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 23 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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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartments at Global Luxury Suites at Fenway Park are equipped with fabulous features including floor-to-ceiling windows with beautiful views, cherry wood kitchen cabinetry, and spacious walk-in closets. This community offers spectacular on-site amenities like a lounge area with a fireplace &...
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    Location Information
    Boston, Massachusetts 02215
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    South End
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    102 Chandler St is a quiet street located in the Heart of the South End/Back Bay. This unit is located on the 2nd floor. West Elm furniture through out this unit with upscale beddings and mattresses. Hardwood floors throughout, freshly-painted 1BD/1BA apartment offers a high ceiling living room,...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 5 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New modern apartment on Clearway Street in Boston, set in the Back Bay district of Boston, a 4-minute walk from Prudential Tower and 400 metres from Hynes Convention Center. This property offers access to free WiFi. The apartment comes with 2 separate bedrooms and includes a kitchen with a...
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    Location Information
    Boston, Massachusetts 02115
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    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 9 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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    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    284 Marlborough St is a quiet street located in the Heart of the Back Bay. Walking West Elm furniture through out this unit with upscale beddings and mattresses. Hardwood floors throughout, freshly-painted 1 bedroom apartment offers a high ceiling living room, Full Kitchen, Nespresso machine and...
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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 4 Quick View
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    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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Secure Parking
    • Wi-Fi
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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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    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
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    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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    Location Information
    Boston, Massachusetts 02128
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartments at Global Luxury Suites at Fenway Park are equipped with fabulous features including floor-to-ceiling windows with beautiful views, cherry wood kitchen cabinetry, and spacious walk-in closets. This community offers spectacular on-site amenities like a lounge area with a fireplace &...
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    Location Information
    Boston, Massachusetts 02215
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gloucester St is a quiet street located in the Heart of the Back Bay. we have used West Elm furniture to furnish this unit with upscale beddings and mattresses. Hardwood floors throughout, freshly-painted 1BD/1BA apartment offers a spacious living room with a decorative fireplace and north-facing...
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    Location Information
    Boston, Massachusetts 02115
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    New lux. Apt.private roof deck harbor/skyline1 / 90
    (16)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
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    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2018
    This unit is exactly as depicted in the photos, very clean and beautifully decorated. We did not have weather that allowed us to enjoy the outdoor decks, but I'm sure they would...
    Reviewed 21 November 2017
    Everything as described, close to city, 10 min to airport. Would use again when back in Boston and stay longer.
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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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    Newly Renovated Condo near Boston (No Party)1 / 24
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • DVD Player
    • Patio
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2017
    Stayed here during the marathon. Owner was extremely nice and responsive. Great, clean condo and close to the T. I would highly recommend if you're planning a trip to Boston.
    Reviewed 3 October 2016
    The property is exactly like the photos. Newly renovated. Comfy sheets, beds and pillows! Even the couch! 5 start hotel quality stay. Ejoe was very accommodating to our needs...
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    About this property
    Beautifully renovated kitchen and bathroom with high end appliances. Beautiful and newly renovated condo in the safe and quiet town of Newton, yet only 15 minutes from Boston. Condo is sun filled and has premium grade appliances. It is warm and welcome for your stay. Newton is a safe and family...
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    Location Information
    Boston, Massachusetts 02466
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    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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    Fantastic Canal Street Apartment by Stay Alfred1 / 32
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Internet Access
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Overall, my husband and I and our daughter and son -in-law had a great stay. The unit is really nice. Views from 10th floor were great. Just a few complaints....The person...
    Reviewed 3 April 2018
    Excellent choice of accommodation. Spacious, clean, well equipped. Coffee shop next door to grab a quick breakfast, Sports Bars across the road to grab a quick drink and dinner...
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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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    South End
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    102 Chandler St is a quiet street located in the Heart of the South End/Back Bay. Walking West Elm furniture through out this unit with upscale beddings and mattresses. Hardwood floors throughout, freshly-painted 1BD/1BA apartment offers a high ceiling living room, Full Kitchen, Nespresso machine...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    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. Boston's Theatre District has plenty to offer within walking distance. Try out Rock Bottom...
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    Location Information
    Boston, Massachusetts 02116
    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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    Location Information
    Boston, Massachusetts 02129
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Attractive Washington Street Apartment by Stay Alfred1 / 41
    (46)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
    • Parking
    • Patio
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    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 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.
    Reviewed 17 April 2018
    The apartment was on the 21st floor with a great view over the city and a bit of the harbor. All three bedrooms were a decent size with plenty of storage room. The kitchen was...
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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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    Boston, Massachusetts 02111
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Myrtle Street is the quintessential quiet street located in the heart of Beacon Hill. This gorgeous 1BD/1BA residence features: luxury linens and queen size beds; spacious living room; efficient kitchen; 40 inch flat screen tv with HBO and wifi. Coin-op Washer and dryer are located in the building....
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    Location Information
    Boston, Massachusetts 02114
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxury Boston Studio w/ Brand New Kitchen1 / 9
    (1)Very good
    Allston / Brighton
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 12 April 2018
    We stayed here recently for a long weekend. It was just my husband and I. We loved the location of the apartment. It is next to a Trader Joe's, across the street from a gas...
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    About this property
    This is a luxury unit that is convenient for tourists and students for Harvard and HBS. Everything is brand new and building includes amenities such as a game room, 24/7 gym, study lounge, event space, and indoor locked bike rack. The space is a great option for couples, solo adventurers, and...
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    Location Information
    Boston, Massachusetts 02134
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Houseboat in Boston Harbor1 / 32
    (7)Very good
    East Boston / Logan Airport
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • 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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our luxury bi-level town house is located in the Bay Village neighborhood of Boston, located blocks from the Theatre District including Charles Play House, Wilbur Theatre, and City Performing Arts Center. A 7 minute walk to New England Medical Center T Stop and a stones throw away from shopping at...
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    Location Information
    Boston, Massachusetts 02116
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Brownstone Style right in the City of Boston1 / 38
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
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    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    We spent a week at Boston and enjoyed our stay. The location is perfect if you are going to explore the whole city. Aihua is a helpful host. Her place is clean and comfortable.
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    About this property
    This Brown Stone apartment is right in the heart of academic area of Boston Between Long Wood and Fen Way area. Two subway stations and bus terminal just a short stroll away. Street parking , two hour limit during the day and free at night except snow emergency and street cleaning from Nov. to...
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    Location Information
    Boston, Massachusetts 02120
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Elegance at Salem Court, Boston1 / 59
    (12)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 3 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 27 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location! Location! Modern 2BD 2 BA w/Parking1 / 8
    (2)Excellent
    South Boston
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Balcony
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    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Condo has all the amenities. 2 bedrooms 2 baths and a fully stocked kitchen. We enjoyed the rooftop deck for dinner one evening. Condo is lived in with many travel books from...
    Reviewed 29 June 2016
    We loved this condo. Although you had to walk up to stairs to the third floor it was worth it. It was a short walk to the metro station. The condo was clean with lots of open...
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    About this property
    Ideal location in the South Boston neighborhood, easily accessible by public transportation. Only 10 minute cab ride to/from Logan Airport. Only 10 minute walk to Convention Center!! Short walk to Downtown/Financial District, Fort Point, Seaport District and other area amenities. Very comfortable...
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    Location Information
    Boston, Massachusetts 02127
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Boston College Is Across The Street1 / 39
    (1)Excellent
    Allston / Brighton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2017
    This was one of the best vacation rentals I have booked! The owner was super helpful and responsive with any questions or request. The rental was very clean and had plenty of...
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    About this property
    The location is in Brighton/Boston not Newton and the map is still wrong. Though Newton is a block away. Tripadvisor has not fixed their bug yet. This apartment is across the street from Boston College and 3 to 4 miles to Harvard, BU, NU and the medical centers in Boston. Downtown Boston is...
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    Location Information
    Boston, Massachusetts 02135
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    One bedroom,  penthouse apartment in the Back  Bay1 / 13
    (1)Excellent
    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2014
    Great, small apartment with full kitchen and bathroom, separate bedroom, dining room and living room area. excellent natural light with a skylight over the dining table. the...
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    About this property
    Bright, sunny, top floor 1 bedroom located on the most beautiful street in Boston's Back Bay. If you are looking for a quite, bright, homey place you will love this one bedroom apartment. Located on the top floor (4th) of a walk up, in a traditional brownstone building, spacious one bedroom...
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    Location Information
    Boston, Massachusetts 02116
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    In this Sonder, you'll love the bold decor, sleek living area, and the large windows. This apartment is in Seaport, a newly trendy locale and close to Broadway T Station. South Boston and the Seaport district, most popularly known as Southie, was once a predominantly working class Irish Catholic...
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    Location Information
    Boston, Massachusetts 02127
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Patio
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    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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    Spacious, modern condo with private balcony and shared pool!1 / 39
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • Terrace
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We booked this unit back in July of 2017 and while I was comfortable that we paid for the unit months in advance, when it got closer to the day of arrival I was nervous hat it...
    Reviewed 26 April 2018
    My wife, son and I stayed in this rental for a weekend. First time to Boston. Great location for walking the downtown areas of Boston. Beautiful condo, well appointed.
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    About this property
    Explore the beautiful city of Boston from this centrally located condo - you'll have plenty of space and updated amenities, including a private balcony and access to the shared pool. Located in the West End area of downtown Boston, this condo puts you in the heart of the city. A nearby subway...
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    Location Information
    Boston, Massachusetts 02114
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 14 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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    Chic South End, Back Bay, Downtown Boston Apartment1 / 13
    (2)Excellent
    South End
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    Cassandra is an awesome host!! Her apartment is extremely clean, and has a very “at home” feel to it. You can’t beat the location! Close to tons of restaurants, bars, public T...
    Reviewed 13 February 2017
    Cassandra and Mike's apartment was perfect! Check-in was a breeze and they were great hosts. They had a booklet full of info about the area, things to do, places to eat etc.The...
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    About this property
    Our apartment is located in the South End, Boston; a vibrant area famous for its Victorian brick row houses and the best restaurants in Boston! Get some dinner, drinks & shop at Newbury Street, Back Bay, Copley, Prudential, & Downtown Crossing, all located within 1 mile. Catch a game or event at...
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    Location Information
    Boston, Massachusetts 02118
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Arthouse - Boston Brewery District Condo1 / 48
    (16)Very good
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Outdoor Dining Area
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    • Shared Garden
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2017
    A perfect place to stay for getting around Boston. Arthouse is a well appointed and comfortable apartment. Certainly a relaxing place to come back to after being out and about...
    Reviewed 17 October 2014
    We found the property to be just as advertised and reviewed. It is a bit noisy to someone from the "city" but earplugs at night had me sleeping like a baby. The washe...
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    About this property
    Find Boston Vacation Rentals on FlipKey Find Boston Vacation Rentals on FlipKey Modern apartment in a JP 2 family. Enjoy our extensive collection of fresh local art. This is not your standard run of the mill rental. Collection will occasionally rotate. Currently showing 'Ladylike' by Christine Li...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Dorchester / Roxbury / Mattapan
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Central Heating
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your next room. Beautifully renovated House located on the 3rd floor with King size bed in a private room. Two bathroom and a full kitchen with coffee maker, toaster, blender and all cookware. We provide free linens, towels. Free Street Parking, next to the Bus stop. Minutes to Savin Hill subway....
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    Location Information
    Boston, Massachusetts 02122
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, 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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    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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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 23 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 29 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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    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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