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South End Holiday Homes

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    Travellers to Boston are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    38 Matching Rentals in BostonView all 553 rentals
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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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    South End
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    South End
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Super nice  apt. in the most perfect location near all major attractions1 / 9
    (1)Excellent
    South End
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This apt. is fabulous near all major attractions. Located in South end and borders back bay. Near all major transportation, shops and restaurants. The apt. is very nice with central air, washer/dryer in unit, open layout kitchen granite counters, very nice furnishings, top of the line mattress and...
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    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South End
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    About this property
    Newly Renovated 1-bedroom on the 1st floor with astonishing ceilings, tall custom windows, updated kitchen, new SS appliances with the best of Boston outside your door. Dressed exclusively for short term rentals located ½ a block to “Restaurant Row” where you’ll find some of the best dining in the...
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    02118, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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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 on the second floor walk up. 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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    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    102 Chandler St is a quiet street located in the Heart of the South End/Back Bay.3 minute Walk to the Backbay train station. Hardwood floors throughout, Full Kitchen, Nespresso machine and waters etc, with north-facing windows. Large closets, 55 inch sony tv, wifi, cable tv, Netflix, Hbo on demand,...
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    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    At this Sonder, you'll love the chic decor, sleek hardwood floors, and private balcony. Located in the South End, you're a 20 minute walk to Back Bay or a 20 minute T ride to Downtown Boston. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses, tree-lined streets, shady...
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    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Elegant new renovation of a historic brownstone on a prime South End  street1 / 27
    (10)Excellent
    South End
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Reviewed 22 August 2017
    The landlord is very pleasant and has this flat in a modernised pre-civil war property. It has a great deal of charm.The actual location is pleasant and green with good cafes...
    Reviewed 23 May 2017
    I stayed at this apartment recently during a short break in Boston and found it to be a beautiful, comfortable play ot stay. Located on a pleasant road near Washington street...
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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 -Very Large marble bathroom -Very...
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    02118, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
    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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    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lovely South End condo blocks from restaurants, Boston Medical Center & more!1 / 25
    (2)Excellent
    South End
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    Reviewed 3 weeks ago
    This apartment is in a new building in a residential area off a park in the South End. Check-in was as described and without a hitch. I cooked the first night for a guest since...
    Reviewed 31 August 2017
    We stayed here when we went to move our son into His college dorm. We loved it. The location is perfect and the street very serene with the park in front. The apartment is very...
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    About this property
    Wake up in the heart of the South End at this one-bedroom Boston condo, a modern and comfortable escape with an upscale interior, a piano, and a wonderfully walkable location. This spacious condo sits on the fifth floor of a new building, right on the edge of Blackstone and Franklin Squares....
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    02118, Boston, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Adorable vintage condo in South End w/ updated finishes & great location!1 / 28
    (2)Excellent
    South End
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed 23 September 2017
    We thoroughly enjoyed the perfect studio, it was immaculate, tastefully decorated and very comfortable. All the necessary amenities were provided. The studio was close to the...
    Reviewed 24 July 2017
    This is a great place to stay! The building is charming, safe, and has a brilliant location. The kitchen has everything you need and the washer and dryer (shared) are located...
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    About this property
    Experience the history of the beautiful city of Boston when you stay at this stunning vintage condo. Conveniently located in South End, you'll have updated finishes, great amenities, and a top-notch location in the heart of one of downtown's best neighborhoods. This condo is located in the...
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    02118, Boston, Massachusetts
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    Pet friendly
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    About this property
    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...
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    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    At this Sonder, you'll love the large windows with natural lighting, open-concept living area, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful...
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    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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
    102 Chandler St is a quiet street located in the Heart of the South End/Back Bay. This unit is a 3rd floor walk-up. 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...
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    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South End
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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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 4th 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
    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the sleek hardwood floors, open-concept living space, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South End
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    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 is a 3rd floor walk-up. 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...
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    Location Information
    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the beautiful wood flooring, large windows, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're near the Washington Street T Station. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses, tree-lined...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South End
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    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 4th floor walk-up. 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...
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    Location Information
    02116, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    South End
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    At this Sonder, you'll love the natural lighting in each room, bright decor, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    At this Sonder, you'll love the gorgeous wood flooring, fully-equipped kitchen, and large windows. Located in the South End, known for its wonderful restaurants, you're near the Washington Street T Station. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses, tree-lined...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the multi-level living space, vibrant decor, and fully-equipped kitchen. Located in the South End, you're a 20-minute walk to Back Bay or a 20 minute T ride to Downtown Boston. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses, tree-lined...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    South End
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the modern decor, bright living area, and fully-equipped kitchen. This apartment is in the South End, known for wonderful restaurants, and it is close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses,...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Smoking allowed
    About this property
    At this Sonder, you'll love the stunning hardwood flooring, modern kitchen, and bright desk area. This apartment is in the South End, known for wonderful restaurants, and it is close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, 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
    At this Sonder, you'll love the open-concept layout, beautiful natural lighting, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're near the Washington Street T Station. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses,...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Smoking allowed
    About this property
    At this Sonder, you'll love the modern kitchen, spacious dining room, and shimmering natural light. Located in the bustling South End, known for its upscale bars and restaurants. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses, tree-lined streets, shady pocket...
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    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    At this Sonder, you'll love the beautiful floor-to-ceiling windows, multi-level living area, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're near the Washington Street T Station. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the sleek hardwood floors, modern decor, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses,...
    View all property information
    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the fully-equipped kitchen, bright decor, and sleek hardwood floors. Located in the South End, known for its wonderful restaurants, you're close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick townhouses,...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This South End brownstone condo offers an excellent living option for Boston travelers. 750 sq ft of renovated space with hardwoods throughout the 2 bedrooms, 1 bathroom, full kitchen, living and dining room. Fully stocked with everything you need to live for a few days. You will absolutely enjoy...
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    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    At this Sonder, you'll love the modern decor, spacious bedrooms with ensuite bathrooms, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    At this Sonder, you'll love the colorful decor, sleek hardwood floors, and private balcony access with views of the city. Located in the South End, you're a 20 minute walk to Back Bay or a 20 minute T ride to Downtown Boston. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    About this property
    At this Sonder, you'll love the large windows providing a beautiful natural light, modern decor, and fully-equipped kitchen. Located in the South End, known for its wonderful restaurants, you're near the Washington Street T Station. The South End is one of Boston’s most beautiful...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    At this Sonder, you'll love the fully-equipped kitchen, exposed brick, and beautiful rooftop views. This apartment is in the South End, known for wonderful restaurants, and it is close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    At this Sonder, you'll love the exposed brick walls, charming bedrooms, and comfortable living area. This apartment is in the South End, known for wonderful restaurants, and it is close to the Massachusetts Avenue T Station. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    South End
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely South End condo has historic charm and a great, central location! This condo is nestled among the scenic brownstones in South End Boston. Enjoy walks in the heart of one of Boston's most historic neighborhoods, check out the restaurants and shops within a few miles, or hop on public...
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    Location Information
    02118, Boston, Massachusetts
    Condo/Apartment - 1 Bathroom, Sleeps 3
    Make Enquiry
    South End
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely house boasts an ensuite bathroom, a wine cooler in the open-concept kitchen, and delightful private balcony. Located in South End, a 10-minute walk to the Massachusetts Avenue T station and Northeastern University. The South End is one of Boston’s most beautiful neighborhoods—brick...
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    Location Information
    02118, Boston, Massachusetts
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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