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Holiday Rentals in Boston, MA

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    Travellers to Boston are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 24
    4 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 13
    5 of 5 stars (7) Excellent
    Beacon Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 18
    5 of 5 stars (8) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    1 / 21
    5 of 5 stars (1) Excellent
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    STUNNING RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT!<BR><BR>-4 BEDROOMS (SLEEPS UP TO 8)<BR>-2 FULL BATHROOMS<BR>-2 CRIBS FOR CHILDREN UNDER 2 YEARS OF AGE<BR>-LARGE RENOVATED WINDOWED EAT IN KITCHEN w/ PANTRY<BR>-GIANT SUN DRENCHED LIVING ROOM<BR>-GORGEOUS WINDOW FILLED SUN ROOM... View all property information
    Location Information
    Boston, Massachusetts 02130
    1 / 14
    Beacon Hill
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Our home is located next to the historic State House and the much-loved Boston Commons. Inside you'll find a fully equipped kitchen with a queen sized bed and a private bath. There is a walk in closet for you to use during your stay. Our 262 square condo features high ceilings, parquet... View all property information
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    Boston, Massachusetts 02108
    1 / 8
    4.5 of 5 stars (6) Very good
    Beacon Hill
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    Elegant bed-sitting room with private bath, available on B&B basis, $295 per night for 1 or 2. Extra charge $25/each for 3rd & 4th person in room. SFull home-cooked breakfast included. Condo NOT FOR RENT as I live here with two small sweet dogs.. The room has a queen bed plus queen sofa-bed... View all property information
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    Boston, Massachusetts 02108
    1 / 24
    South Boston
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    About this property
    This pristine 2-bedroom, 1-bathroom Boston condo will provide the ultimate Massachusetts getaway. With room for 4 guests, breathtaking skyline views, and access to a fitness center, billiards room and 2 rooftop decks, what more could you want? You’ll absolutely adore your stay at this delightful... View all property information
    Location Information
    Boston, Massachusetts 02210
    1 / 23
    5 of 5 stars (2) Excellent
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This perfectly situated 4 bedroom apartment & 2 full baths was just completely renovated in 2014. Each bedroom features queen size beds. It has brand new full kitchen with granite counter tops and new cabinets. Open living room with decorative fireplace. Hardwood floor throughout the entire... View all property information
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    Boston, Massachusetts 02130
    1 / 42
    Charlestown
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Enjoy a large modern, clean 2 bedrooms / 3 beds + bathroom + full kitchen Bus stops, train stations and downtown are all walking distance. Food store across the street, Whole Foods, coffee shops, bars, restaurants, gym and pool all nearby. Historic sites are all walking distance as well: Navy... View all property information
    Location Information
    Boston, Massachusetts 02129
    1 / 11
    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    If you are looking for the perfect location and most beautiful street in Boston, look no further then 240 Marlborough Street.<BR>A quite, bright, homey one bedroom private apartment. <BR> Located on the top floor (4th) of a walk up in a traditional brownstone this unit has a fully equipped... View all property information
    Location Information
    Boston, Massachusetts 02116
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    1 / 8
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    This is the best price in the market for a brand new bedroom, and we are looking for the best fit and the best people. Please when you reply to email, write in subject: "Boston Bean's town", that way we know that you are serious and not a spammer. Location: The house is located in Allston on the... View all property information
    Location Information
    Boston, Massachusetts 02472
    1 / 97
    5 of 5 stars (16) Excellent
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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... View all property information
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    Boston, Massachusetts 02129
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    2 BR / 1 BA 1,500 sf - 140 m2 Great vibe 11'6' ft high ceilings, exposed wooden beams, loft feel Corner unit, south and west exposures Ton of natural light, city views 5th fl. elevator building Modern, well equipped, gourmet kitchen Centrally located Master bedroom has king size bed and walk in... View all property information
    Location Information
    Boston, Massachusetts 02111
    1 / 9
    5 of 5 stars (2) Excellent
    Charlestown
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
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    • Ocean Views
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    About this property
    Special offer! We are planning to move the yacht to Virginia Beach during May or June 2016. It is now in Boston at the beautiful Charlestown Marina. If you would like to charter and leave from Boston and be dropped anywhere on the east coast, please inquire. This is a great opportunity for up to 6... View all property information
    Location Information
    Boston, Massachusetts 02129
    1 / 43
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Beautiful, newly renovated light-filled, welcoming 2 bedrooms sleeps 4-6 . located on 2nd floor walkup with hardwood floors and brand new kitchen and bathroom. Kitchen is bright and lovely and can accommodate 4 guests. The two bedrooms have a queen bed in each, and there's a full size sofa bed... View all property information
    Location Information
    Boston, Massachusetts 02113
    1 / 11
    4.5 of 5 stars (2) Very good
    Beacon Hill
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    2 Bedroom Beacon Hill - Central to Everything in Boston! 1 full bathroom, sleeps 2 Location, Location, Location! Sunny 2 bedroom condominium in the most prized location in Boston: historic Beacon Hill. With charming, gas-lit streets and brick sidewalks, Beacon hill is in the perfect central... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 23
    5 of 5 stars (27) Excellent
    Back Bay
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    A truly spectacular duplex condo in a Back Bay brownstone located on Commonwealth Avenue. The condo has been featured in brochures for interior design! Stunning 4 bedrooms, 3 working fireplaces. 2500 sq feet and absolutely beautifully furnished. Everything from a Sub Zero fridge to high thread... View all property information
    Location Information
    Boston, Massachusetts 02115
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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... View all property information
    Location Information
    Boston, Massachusetts 02113
    1 / 27
    4.5 of 5 stars (2) Very good
    North End
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Owner managed and maintained. Welcome to our North End-Boston apartment,simply better than a hotel. This large 3 room, one bedroom, fully furnished apartment offers all of the comforts of luxury living right in the heart of the city Just steps from your apartment will bring you to the... View all property information
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    Boston, Massachusetts 02113
    1 / 5
    South End
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Blending historic architecture and modern sensibilities, our apartments in Back Bay offer the very finest in contemporary, sophistication and elegance in the core of Boston. Inside, each apartment is an impeccable haven from the hubbub of the day-to-day, affording you the finest. We offer turn down... View all property information
    Location Information
    Boston, Massachusetts 02116
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    1 / 24
    West Roxbury / Hyde Park / Roslindale
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Terrace
    • Balcony
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    About this property
    Boston is filled with history and culture and features some of the most world renowed hospitals and insitutions of high learning. Our waterfront is busy and beautiful. Boston is often refered to as a "walkable city" getting you to sites by foot, train , trolley or subway. Cape Cod and the island... View all property information
    Location Information
    Boston, Massachusetts 02131
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    A wonderful spacious place to stay while you visit nearby colleges, attend conventions, go to your internship or have a reunion with your family. We're located on the Green line (that's the local transit system) between BC/BU; the Chiswick stop less than a minute right outside the door. There are... View all property information
    Location Information
    Boston, Massachusetts 02135
    1 / 57
    10 Bedrooms, 8 Bathrooms, Sleeps 20 | Quick View
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    Gorgeous new home on the ocean near Boston and Cape Cod. The Lions’ Den is a 4800 square foot gorgeous new home located in Scituate, MA – close to both Boston and Cape Cod. It features incredible views of the ocean with 6 decks and a widow's walk. Best panoramic view in Town. Nowhere will you... View all property information
    Location Information
    Boston, Massachusetts 02066
    1 / 11
    5 of 5 stars (1) Excellent
    East Boston / Logan Airport
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Top floor apartment with a outside space on roof deck. About 700 square foot. Just few blocks from the train blue line, 2 stops you are on State street Downtown Boston. 5 min drive into downtown Boston. (if you take the tunnel and pay the toll) Very easy access by train to Harvard, MIT, Tufts,... View all property information
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    Boston, Massachusetts 02128
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    This elegant apartment is complete with a fully equipped kitchen, a living area, and 2 spacious bedrooms. It features high capacity washers and dryers, oak flooring, walk-in closets, GE stainless steel appliances and much more. Guests can enjoy incredible amenities including an outdoor swimming... View all property information
    Location Information
    Boston, Massachusetts 02111
    1 / 11
    Charlestown
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    About this property
    Stunning( 1 or 2 ) fully furnished bedroom with spactular views of the beautiful city of Boston! (Price varies depending on time of year and if you need the 1 or 2 bedroom) Cant find a better place in the city than this view for this price! Its priceless! :) This beautiful apartment is a 8 min... View all property information
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    Boston, Massachusetts 02129
    1 / 26
    4 of 5 stars (1) Very good
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This perfectly situated 4 bedroom apartment & 2 full baths was just completely renovated in 2014. Each bedroom features queen size beds. It has brand new full kitchen with granite countertops and new cabinets. Open living room with decorative fireplace. Hardwood floor throughout the entire... View all property information
    Location Information
    Boston, Massachusetts 02130
    1 / 11
    Allston / Brighton
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    The Space Enjoy an urban apartment with fantastic amenities such as a patio and pool, steps to Whole Foods, Starbucks, and an incredible array of restaurants. Washer/Dryer in unit. Just a 10 minute ride to downtown and less than 15 minutes to Coolidge Corner with plenty of cafes, a theatre, and... View all property information
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    Boston, Massachusetts 02135
    1 / 41
    5 of 5 stars (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Vacations should be about fun, and what could be more fun than a vacation on a houseboat! Located in Downtown Boston, SleepAfloat managed houseboat Taurus is the most unique vaction rental around. And the best part is, it's only steps away from the city's most popular attractions! Features: While... View all property information
    Location Information
    Boston, Massachusetts 02110
    1 / 11
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
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    About this property
    Beautiful historic home in central JP. Window filled sun room. Separate and private yard space off of each bedroom. Wood floors throughout, bow windows and high ceilings add to character. Newly updated kitchen opens into detail filled home with cozy wood burning stove, private off street parking.... View all property information
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    Boston, Massachusetts 02130
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    This room is quiet and comfortable and best for a busy, single that just need a place to rest their head. An outdoor public Fresh Pond awaits you 1 block away and less than a 15 min bus or bike ride to Harvard. A queen bed and clothing storage are included in the room. The bathroom is just a... View all property information
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    Boston, Massachusetts 02138
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Available June 27 to July 4 - 2014<BR>You can pay upto $4000+ for this same Villa suite through Marriott when we can rent it to you for $1750 and up (seasonal rates apply). Tour this cosmopolitan city's famous sites and eclectic neighborhoods, then return to the luxury and elegance of this Boston... View all property information
    Location Information
    Boston, Massachusetts 02109
    1 / 26
    4.5 of 5 stars (80) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    Located in Downtown Boston! WE HAVE SEVERAL PROPERTIES IN THIS BUILDING AND IN BOSTON! Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our Boston Vacation Rentals! Stay Alfred’s latest Boston vacation rental combines the warmth and charm of nineteenth century... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Cute and cool one bedroom duplex apartment on the 2nd floor, located in the North End's most lively stretch. Bedroom with a queen size bed and bathroom with a tub and shower are on the upper floor; kitchen and living room on the lower floor with a sofa bed. Amenities include cable, internet Wi Fi,... View all property information
    Location Information
    Boston, Massachusetts 02113
    1 / 9
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Conveniently located 3 bedroom apartment under 3 miles to Harvard, MIT, Tufts, Boston University, Mass General Hospital (MGH), downtown Boston, David square, Porter square, Union square, Cambridge, Medford, Everett. Walk to Sullivan T orange subway line and multi bus stops. Next to Super Stop &... View all property information
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    Boston, Massachusetts 02145
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This brand new, luxury unit is located within a modern building set among historic row houses in Boston's South End neighborhood and highlights a private roof deck with sweeping city views, a gas grill and patio furniture. Both bedrooms feature queen sized beds with generously sized closets and... View all property information
    Location Information
    Boston, Massachusetts 02118
    1 / 12
    Fenway / Kenmore
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    This beautiful, spacious apartment is equipped with superior features including European-style cabinetry, floor-to-ceiling windows and environmentally sustainable bamboo flooring. Guests will enjoy the great on-site amenities such as the salt water pool with rooftop deck and lounge, the club room... View all property information
    Location Information
    Boston, Massachusetts 02215
    1 / 55
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • x
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    About this property
    This is it! The one you've been waiting for. A vacation rental so unique, so unbelievably cool that your friends will be begging to join you! SleepAfloat's newest trawler, M/V Patriot, offers a once-in-a-lifetime experience steps away from some of America's most significant landmarks. Docked in the... View all property information
    Location Information
    Boston, Massachusetts 02110
    1 / 4
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    This studio apartment is located in South Boston. Located three blocks from the red line, 4 miles from the airport and minutes to downtown Boston; this apartment is great for visiting tourists and guests going to the convention center. The Space Private guest apartment in historic South Boston.... View all property information
    Location Information
    Boston, Massachusetts 02127
    1 / 11
    5 of 5 stars (2) Excellent
    Back Bay
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    This spacious 2 bedroom suite is in a renovated brownstone where guests can live like a local and enjoy a unique Boston experience. An ideal space for families, and executives who want to host clients or colleagues with ease and privacy. - Large livingroom with gas fireplace - Dining/work... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 56
    South Boston
    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Parking
    • Terrace
    • Balcony
    • Washer
    • Wi-Fi
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Large and comfortable single family home available for short term or vacation rental. It is located in South Boston near Shopping, Dining, Nightlife, Beaches, Boston Convention Center, Seaport District, and Boston Financial District, including Downtown Boston. The third floor loft has a roof deck... View all property information
    Location Information
    Boston, Massachusetts 02127
    1 / 22
    2.5 of 5 stars (2) Poor
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Internet Access
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    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This 3 bedroom condo has been recently renovated and furnished with Contemporary finishes and decor. The condo comfortably sleeps six with 2 queen sized beds and two twin sized beds in each room. It has a spacious eat-in kitchen and a newly renovated bathroom. Wireless Internet, HDTV, Large back... View all property information
    Location Information
    Boston, Massachusetts 02145
    1 / 28
    5 of 5 stars (37) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Located in Downtown Boston! WE HAVE SEVERAL PROPERTIES IN THIS BUILDING AND THROUGHOUT BOSTON. | Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our Boston Vacation Rentals! | Located in the heart of Seaport, 315 on A provides one-stop-shop living just steps away... View all property information
    Location Information
    Boston, Massachusetts 02210
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • ?
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    • x
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    This beautifully furnished apartment is complete with a fully equipped kitchen, living area, and a spacious bedroom. The apartment features granite countertops, high ceilings and hardwood floors. Guests can enjoy the indoor heated pool, gaming and internet lounge, cardio theater, and a 24-hour... View all property information
    Location Information
    Boston, Massachusetts 02111
    1 / 10
    4.5 of 5 stars (45) Very good
    North End
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    *** Celebrating 25 Years in Business as Boston's Original B&B Afloat *** If you are looking for an absolutely unique and romantic getaway experience to celebrate a birthday, anniversary, engagement, or wedding, the Golden Slipper awaits. It is an ideal romantic getaway for two, but also a fun... View all property information
    Location Information
    Boston, Massachusetts 02110
    1 / 11
    South End
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    • x
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    Lovely gut renovated one-bedroom apt. with old world charm offering 2 non-working fireplace. Very nice furnishings, paintings, decorations and comfortable sectionals sofa and queen bed. The apt. is super clean and near everything you can imagine in Boston, including all fine restaurants,... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 8
    Charlestown
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    This beautiful 1 bedroom apartment ( with parking) is located right on Bunkerhill St with only 10 min walk to the train station and the bus stops out in front of the house. Steps from the Bunkerhill Monument - Walk to the North End ( our little Italy) Perfect location! Just a 10 min walk to the... View all property information
    Location Information
    Boston, Massachusetts 02129
    1 / 19
    East Boston / Logan Airport
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
    • DVD Player
    • Balcony
    • Outdoor Dining Area
    • Internet Access
    • Washer
    • Air Conditioning
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This is the top floor with a very nice large private porch facing the east and a totally awesome stunning view of the Boston Harbor and Boston Skyline. The roof of this Apartment was panoramic opening shot for the popular TV series "Boston Public". This Apartment is more bare basic then the others,... View all property information
    Location Information
    Boston, Massachusetts 02128
    1 / 15
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    PRIVATE BEACON HILL Brownstone Large 1 Bedroom priced low as STUDIO! Perfect for families, friends, business trips. Full Kitchen, Free Wifi & more! Queen-Sized bed and Full-Sized futon in living room. Walk to Red/Green/Blue T Stations. Near MGH, ​​Whole Foods, Downtown, Common. ------- A wonderful... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 57
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Roomy, comfortable 3- to 4- bedroom house in lively, green Jamaica Plain. Fully accessible 1st floor has well-equipped gourmet kitchen, dining room, light-filled living room, book room, large bedroom, TV/4th bedroom and bathroom with roll-in shower. The 2nd floor has two sizable bedrooms,... View all property information
    Location Information
    Boston, Massachusetts 02130