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Holiday Rentals in Boston, MA

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    Travellers to Boston are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 57
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 5
    4.5 of 5 bubbles (4) Very good
    Back Bay
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 21
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 10
    3 of 5 bubbles (1) Average
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    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 / 5
    4 of 5 bubbles (5) Very good
    Back Bay
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. 17 Garrison Street Two Bedroom Apartment, Boston, MA 0211 This apartment is in the Back Bay near Copley Place and the Prudential Center. The area abounds with restaurants, markets,... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 23
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Conveniently located across from premier shopping, dining, and nightlife establishments. You can walk out your to your front door and you’re in walking distance to some of the city’s premier attractions. Easy access to major highways, adjacent to the Silver Line and airport water shuttle. Suite... View all property information
    Location Information
    Boston, Massachusetts 02210
    1 / 20
    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The Tremont is a Brand New, state of the art mid-rise in one of the fastest growing areas of Boston. This property offers spacious floor plans and first-class amenities. The Tremont is only a 14-minute walk to Children's Hospital and a 12 minute walk to Brigham and Women's Hospital/Dana Farber... View all property information
    Location Information
    Boston, Massachusetts 02120
    1 / 9
    3 of 5 bubbles (1) Average
    South Boston
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • x
    About this property
    Conveniently located across from premier shopping, dining, and nightlife establishments. You can walk out your to your front door and you’re in walking distance to some of the city’s premier attractions. Easy access to major highways, adjacent to the Silver Line and airport water shuttle. Suite... View all property information
    Location Information
    Boston, Massachusetts 02210
    1 / 4
    5 of 5 bubbles (1) Excellent
    South End
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. One bedroom apartment with modern amenities. There are three of these apartments, all very much alike with variations in furnishings. Private bedroom with queen bed Living room with sofa bed... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 11
    Beacon Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Located on the 2nd floor of a historic brownstone (built in 1910) in Beacon Hill – one of the oldest and most picturesque neighborhoods in Boston or the U.S, my place will provide you the best experience of exploring Boston as the locals. My place is ONLY 2 minute walk to the famous Charles street,... View all property information
    Location Information
    Boston, Massachusetts 02114
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    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Sunny 1 bedroom apartment in luxury doorman building with all the amenities on East Cambridge close to Kendall Sq., MIT, Harvard, The Charles River and downtown Boston, and to all major Cambridge and Boston attractions! It's located within blocks of 2 subway stops and several bus routes. Walk or... View all property information
    Location Information
    Boston, Massachusetts 02141
    1 / 56
    South Boston
    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    • x
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    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 / 32
    5 of 5 bubbles (55) Excellent
    Studio, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    • x
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    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 / 7
    2 of 5 bubbles (2) Poor
    Back Bay
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Full private bathroom Hardwood floors Flat screen television with extended cable service Wireless internet service Private telephone with free local calls Central air conditioning Ground level unit with stairs High ceilings Fully accessorized kitchenette and table and chair seating includes:... View all property information
    Location Information
    Boston, Massachusetts 02115
    1 / 10
    3.5 of 5 bubbles (3) Average
    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. Located in a beautiful historic brownstone. A full kitchen is offered at Boston Newbury. A flat-screen cable TV and a private bathroom are included in this one bedroom apartment.There is a... View all property information
    Location Information
    Boston, Massachusetts 02155
    1 / 8
    Charlestown
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Hi! Welcome to my home! You have the entire apartment to yourself! There is coin operated laundry in the basement. One off street parking space can be provided upon request. Charlestown is home to two significant historical sites: the USS Constitution, and the Bunker Hill monument. These... View all property information
    Location Information
    Boston, Massachusetts 02129
    1 / 13
    Back Bay
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Gloucester St is a quite street located in the Heart of the Back Bay. we have usedWest 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... View all property information
    Location Information
    Boston, Massachusetts 02115
    1 / 5
    South End
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Satellite TV
    • Porch
    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. There are three of these cozy studios in the building. Queen bed Private marble bathroom with shower High top table and seating for dining or work Central AC and heat Local phone service... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 20
    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. Our condo features high ceilings, Update laminate hardwood floors, and an open kitchen with granite counter top, cabinet and stainless steel appliances. Enjoy the modern feel of a newly furnished condo!... View all property information
    Location Information
    Boston, Massachusetts 02108
    1 / 13
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 4th floor one bedroom suite features a full sized, open kitchen and living room that looks out onto a great view of the city and neighborhood. This brand new unit has polished hardwood floors throughout the unit, granite countertops and new stainless steel appliances. The bedroom features a... View all property information
    Location Information
    Boston, Massachusetts 02115
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    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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... View all property information
    Location Information
    Boston, Massachusetts 02113
    1 / 22
    South Boston
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Grill
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    This home has updated hardwood flooring, appliances, lighting and more. The main level offers open-concept living and kitchen area with a 1/2 bath and full laundry off the kitchen. The chef's kitchen includes granite counters, stainless steel appliances (refrigerator that includes filtered water... View all property information
    Location Information
    Boston, Massachusetts 02127
    1 / 11
    Back Bay
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Gloucester St is a quite street located in the Heart of the Back Bay. We have usedWest 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... View all property information
    Location Information
    Boston, Massachusetts 02115
    1 / 17
    4.5 of 5 bubbles (5) Very good
    South End
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    This brand new, luxury unit is located in a equally brand new, renovated brownstone building on Massachusetts Avenue, in Boston's historic South End neighborhood. This is a first floor, front facing unit with only a few steps to get in to the building. The queen bed in the bedroom comfortably... View all property information
    Location Information
    Boston, Massachusetts 02118
    1 / 6
    South End
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    102 Chandler St is a quiet street located in the Heart of the South End/Back Bay. WalkingWest 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 and... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 24
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Eye-catching décor! 1600 sq. ft. 2 bedroom 2 full bath unit. NEW top to bottom; high-end finishes, granite counters, ceramic tile, custom cabinetry, lighting, stainless appliances, fixtures and furnishings, Washer/Dryer in unit. Open floor plan. Fully Equipped. Master bedroom has King bed, TV,... View all property information
    Location Information
    Boston, Massachusetts 34242
    1 / 9
    3 of 5 bubbles (1) Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    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
    Location Information
    Boston, Massachusetts 02145
    1 / 11
    Allston / Brighton
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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
    Location Information
    Boston, Massachusetts 02135
    1 / 7
    Allston / Brighton
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This is a luxury studio 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,... View all property information
    Location Information
    Boston, Massachusetts 02134
    1 / 29
    5 of 5 bubbles (7) Excellent
    South End
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    One bedroom apt in elegantly renovated historic brownstone on one of the neighborhoods finest streets. Walk to historic and cultural sites Steps from fine dining, shops and cafes High ceilings and rich architectural detail New fully equipped granite kitchen Huge marble bathroom Very bright and... View all property information
    Location Information
    Boston, Massachusetts 02118
    1 / 24
    5 of 5 bubbles (1) Excellent
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Experience Boston’s alluring charm at this 2-bedroom, 1-bathroom vacation rental house, which sleeps 6. Featuring outstanding amenities and a close proximity to the city’s most exciting attractions - your Massachusetts getaway begins here!  Settled near the heart of Boston, amongst lush, green... View all property information
    Location Information
    Boston, Massachusetts 02122
    1 / 25
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
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    • Terrace
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    Comfortable, charming, unusual and perfect. Located in the heart of Boston's historic North End, this single cottage, intentionally flooded with natural light from the skylights, was originally built as a sculptor's studio before the turn of the last century. For the past 95 years this... View all property information
    Location Information
    Boston, Massachusetts 02113
    1 / 24
    4.5 of 5 bubbles (3) Very good
    Charlestown
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Penthouse three bed, two bath duplex with sweeping views of Charlestown, Boston Harbor and Downtown. This floor through unit is newly finished, situated on a quiet street. The apartment has two levels and comprises the 3rd and 4th floors of the building. Each of the three bedrooms has a queen size... View all property information
    Location Information
    Boston, Massachusetts 02129
    1 / 24
    4.5 of 5 bubbles (15) Very good
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    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... View all property information
    Location Information
    Boston, Massachusetts 02130
    1 / 4
    4 of 5 bubbles (8) Very good
    Back Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. Located in the heart of Boston's prestigious Back Bay, this is a lovely architecturally renovated historic Victorian brownstone building. You will have all of the modern conveniences of... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 13
    Beacon Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Charming 2 BEDROOM PENTHOUSE in historic Beacon Hill with ROOF DECK! Perfect for a family or group of friends looking to be in the center of Boston. Fully stocked kitchen with all appliances, and fresh linens and towels included. 97 WALKING SCORE! The Space: Overall its all about LOCATION... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 13
    4 of 5 bubbles (22) Very good
    Back Bay
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This upper level two bedroom unit is characterized by great light and has a private rooftop deck with outdoor seating for 6, offering privacy and a view of the city. Polished hardwood floors run throughout the unit. The bedrooms feature queen mattresses, ceiling fan, nightstand, reading lamp and... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 33
    4.5 of 5 bubbles (72) Very good
    Studio, 3 Bathrooms, Sleeps 7 | 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 THROUGHOUT BOSTON. While we decorate each condo similarly, minor differences between condos may not be reflected in the photographs. | Call 24/7 or visit the Stay Alfred website to book or to learn more about all of our... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 46
    5 of 5 bubbles (38) Excellent
    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    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! | Experience downtown Boston’s finest in location and amenities! The stunning 660 Washington... View all property information
    Location Information
    Boston, Massachusetts 02111
    1 / 11
    5 of 5 bubbles (1) Excellent
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Terrace
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    Sunny and newly renovated 3 Bedrooms apartment (fresh linens), large fully equipped kitchen and one full bathroom with clean towels. Living room with TV and cable. Internet access. Each room has a double bed + common area pull out double bed sofa (sleeps 8) Close to public transportation. Only 1... View all property information
    Location Information
    Boston, Massachusetts 02119
    1 / 47
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    New designed Studio in an amazing location, 2nd floor walk up. Sleeps 2 in a queen size bed. hardwood floors. Has kitchenette and bathroom with a shower. Amenities include high speed Internet, cable, phone, DVD, TV, A/C, linens and towels. The perfect accommodation in the Heart of Boston North... View all property information
    Location Information
    Boston, Massachusetts 02109
    1 / 24
    5 of 5 bubbles (9) Excellent
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
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    • Waterfront
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    • ?
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    • x
    About this property
    Come stay aboard our FABULOUS houseboat, berthed in one of the most convenient marinas for exploring all that Boston has to offer! Capricornus is your home away from home on the water! Features: * Master bedroom with queen bed * Stateroom with double bed * Main salon with sleeper sofa (sleeps 2),... View all property information
    Location Information
    Boston, Massachusetts 02110
    1 / 9
    South End
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Walk down the brick sidewalk lit by gas lamps and enter this cozy, well-appointed one bedroom apartment located on the second floor of a classic 1860's Boston brownstone building. Under five minutes walk is the Back Bay Amtrak and subway station. The location earns a walk score of 99% for its... View all property information
    Location Information
    Boston, Massachusetts 02116
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Grill
    • Patio
    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Completely renovated , duplex apartment in a two family house. Walls of windows, very sunny, and cheerful. There are two units in this house. Unit #2 is on the 2nd and 3rd floors of the house. Unit #2 has four large bedrooms , two and half tiled bath in total . Three bedrooms and half bath on... View all property information
    Location Information
    Boston, Massachusetts 02134
    1 / 23
    West Roxbury / Hyde Park / Roslindale
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    New Totally renovated 2 bedroom apartment located 30 minutes approximately from Downtown Boston. The apartment is very bright and spacious, it has 1180 Sq feet of living space. It has a balcony in the front and one on the back. Full Kitchen, with Microwave, Toaster, Coffee maker, Dishwasher, Full... View all property information
    Location Information
    Boston, Massachusetts 02131
    1 / 24
    4 of 5 bubbles (2) Very good
    Charlestown
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    This furnished two bed, second floor apartment is situated on a quiet, one way street allows flowing access to a private outside garden patio area behind the building. Both bedrooms have a queen size bed with linens, pillows and blankets included. The bright kitchen is fully-equipped with... View all property information
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    Boston, Massachusetts 02129
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Newly Renovated One Bedroom furnished apartment with open style living room and Kitchenette, One full size bathroom with bath tub/shower. Bedroom features a queen size bed. Sofa (not pull - out) that can sleep one person. Hardwood floors in living room and bedroom. Wifi and basic cable is included.... View all property information
    Location Information
    Boston, Massachusetts 02114
    1 / 10
    4 of 5 bubbles (7) Very good
    Dorchester / Roxbury / Mattapan
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    This 2nd floor studio suite features a full sized, open kitchen and living room that looks out onto a great view of the city and neighborhood. This brand new unit has polished hardwood floors throughout the unit, central air, marble countertops and new stainless steel appliances. The bed area... View all property information
    Location Information
    Boston, Massachusetts 02118
    1 / 13
    West Roxbury / Hyde Park / Roslindale
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    First floor 2 bedroom apartment in Victorian house, located in a very quiet family friendly neighborhood of Boston. Short walking distance to shops, restaurants and public transportation. A short train ride to down town Boston and all the tourist attractions as well as colleges and universities.... View all property information
    Location Information
    Boston, Massachusetts 02131
    1 / 4
    4 of 5 bubbles (10) Very good
    Back Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. Located in the heart of Boston's prestigious Back Bay, this is a lovely architecturally renovated historic Victorian brownstone building. You will have all of the modern conveniences of... View all property information
    Location Information
    Boston, Massachusetts 02116