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Dorchester / Roxbury / Mattapan Vacation Rentals in Boston

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    Travellers to Boston are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    29 Matching Rentals in BostonView all 533 rentals
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    Phenomenal Stay Alfred on Washington Street1 / 36
    (4)Excellent
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Charming Stay Alfred on Washington Street1 / 36
    (3)Excellent
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Extraordinary Stay Alfred on Washington Street1 / 36
    (3)Excellent
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Incredible Stay Alfred on Washington Street1 / 36
    (2)Very good
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 20, 2018
    Very nice complex with great views and proximity to most entertainment in the city. Easy check-in/check-out.
    Reviewed January 14, 2018
    Great place and great location. We were 7 woman on a girls trip to Boston. We noticed that on 6 towels were provided so we called for more. We were told that they only...
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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
    Fantastic Stay Alfred on Washington Street1 / 36
    (3)Very good
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 27, 2019
    Very nice stay. Amazing location, right next to the T station and many stores/restaurants. Easy check-in and check-out. Very clean. The apartment was just as pictured.A couple...
    Reviewed December 4, 2018
    We are a family of four and had two grandparents with us for two nights and this place rocked! Couldn’t have asked for a better location, better rooms, bathroom and kitchen. It...
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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
    Modern Stay Alfred on Washington Street1 / 36
    (1)Very good
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 22, 2018
    Good aparments. We stayed for 9 days. No cleaning in house. We went short on trash bags and toilet paper. Room was very confortable. Average si OK . Thanks.
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    About this property
    This upscale three-bedroom apartment is the ultimate Beantown abode for business travelers, vacationers, and seafood aficionados who want comfort and convenience. Featuring a fully-equipped kitchen, in-unit laundry, and public transportation pretty much on your doorstep, this Boston vacation rental...
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    Location Information
    Boston, Massachusetts 02111
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Amazing Stay Alfred on Washington Street1 / 36
    (2)Very good
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2019
    Apartment was clean, spacious, comfortable in a beautiful building with a great pool. Staff (both with Stay Alfred and the building) were very helpful. Totally recommend this...
    Reviewed November 9, 2017
    We drove from New York to Boston and found the apartment easily in the city. No problems with checking in even though we came in quite late in the night. Just note that it's...
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    About this property
    This upscale two-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 - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Lovely penthouse in Central Boston close to all attractions and transport!1 / 34
    (2)Very good
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2017
    My friend and I traveled to Boston for a girls weekend for my 34th Birthday. The location was a short Uber ride to all major attractions and there was a Dunkin Donuts a block...
    Reviewed August 12, 2016
    Stylish penthouse apartment which had the wow factor when we came inside. Very spacious and light. It was noisy due to the traffic but once we had mastered the remote control...
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    About this property
    The Penthouse is a fourth floor, fully furnished 1200sf luxury apartment centrally located in Boston near the historic South End. Part of a meticulous building restoration, the Penthouse combines characteristic turn-of-the-century Boston area architecture with modern day amenities, comfort and...
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    Location Information
    Boston, Massachusetts 02125 1648
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Sexy Condo! | enSuite bathrooms | Walk to the Redline Subway Station!!1 / 31
    (1)Excellent
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2016
    We chose to see Boston by using this rental instead of getting three separate hotel rooms. The price was a very competitive and the location was relatively close to the Red Line...
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    About this property
    Sawyer on Jones Hill Savin Hill - UMass Boston - Minutes from South End The Sawyer is what most travelers wish to find and rarely do. The Sawyer is walking distance to the subway for a direct line into downtown and the historic district of Boston. This unit is a furnished corporate condo with...
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    Location Information
    Boston, Massachusetts 02125 2036
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Stayloom's Stunning Treetop Retreat | near T1 / 10
    (3)Excellent
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • Private Garden
    • Grill
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2019
    The location was great, safe, and clean. It was about a 10 minute walk to the T which was very convenient! The apartment was well kept and enough beds for plenty! Would...
    Reviewed March 16, 2019
    Dan was a wonderful host from start to finish with great communication throughout the entire booking process. The place was very nice and stylish, modern, and clean. The beds...
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    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
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    Location Information
    Boston, Massachusetts 02125
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 9
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    Stayloom’s Bright Buttonwood House | near T1 / 21
    (1)Excellent
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 28, 2019
    Loved it! This place is cozy, clean and relaxing after a long day. Lots of beds and clean showers. Good quality of towels too. Has washer and dryer. Everything you need. A few...
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    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
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    Location Information
    Boston, Massachusetts 02125
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    Dorchester / Roxbury / Mattapan
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AMENITIES 4 Queen Beds, 1 Single Bed 2 Bathrooms Fully furnished Free WIFI through a secure, password-protected router. Laundry room on the bedroom level with full washer/dryer Kitchen equipped with refrigerator, dishwasher, stove, microwave and coffee maker Butler's pantry off of the kitchen...
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    Location Information
    Boston, Massachusetts 02215 2041
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Charming apartment in Central Boston close to all attractions and transport!1 / 11
    (2)Very good
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 14, 2017
    The apartment was wonderful and convenient to the T - about a 7 minute walk. Close to restaurants and groceries right around the corner. Only downfall is on a busy street and...
    Reviewed November 5, 2016
    Georgia was fabulous in every way to being prompt, information, kind, and accommodating. We really enjoyed our stay. The apartment is larger than expected and it has a lot of...
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    About this property
    AMENITIES Fully furnished luxury apartment centrally located in Boston near the historic South End 3 Bedrooms/1 Bathroom Bedrooms have queen beds Full Kitchen Free Wifi Designer furnishings create an elegant coziness throughout The Roseclair is a fully furnished 2nd floor, 1200sf luxury apartment...
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    Location Information
    Boston, Massachusetts 02125 1648
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Stayloom’s Charming Home | near T1 / 31
    (1)Excellent
    Dorchester / Roxbury / Mattapan
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Washer
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 1, 2019
    One of the few listings that actually fit the requested number of people comfortably. Very quiet and good spots nearby
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    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
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    Location Information
    Boston, Massachusetts 02125
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 14
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Air Conditioning
    • Private Garden
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 Private room, shared kitchen & bathroom with other student/professional. Less than 3 mins walk to Red line train, food, market shops near by, 15 mins train ride to Downtown Boston, 20 min to MGH, 30 min to Longwood hospital Beth Israel, Downtown Financial District. No Pets! This is a quiet,...
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    Location Information
    Boston, Massachusetts 02124
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    Stayloom's Palatial Luxury Oasis | near T1 / 23
    (2)Excellent
    Dorchester / Roxbury / Mattapan
    6 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Washer
    • Air Conditioning
    • Patio
    • Private Garden
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2019
    This house was amazing! It comfortably accommodated our large group of 16 people, it was clean and had all the necessities we needed for the week we stayed there. I would...
    Reviewed April 7, 2019
    Dan was an awesome host and the place was great! Plenty of room for 10 of us between couches and roll away beds and lots of great communal space. Great appliances and...
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    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
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    Location Information
    Boston, Massachusetts 02125
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 20
    Dorchester / Roxbury / Mattapan
    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
    Clean, spacious two bedroom is close to Ashmont Village, UMASS Boston & Downtown Boston. You’ll love the Quiet neighborhood with included off-street parking a short drive, uber or train ride to downtown. My place is good for couples and families. Lots of restaurants and bars in the neighborhood....
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    Location Information
    Boston, Massachusetts 02122
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Ideal Location Private Room with Airbed!1 / 16
    (1)Excellent
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed February 17, 2018
    We were ther two weeks. Marie G (the owner) was nice and kind. She explained us how it works everything and the house rules. The neighborhood is quiet and with shops, ATMs and...
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    About this property
    1 Private room, shared kitchen & bathroom with other student/professional. Less than 3 mins walk to Red line train, food, market shops near by, 15 mins train ride to Downtown Boston, 20 min to MGH, 30 min to Longwood hospital Beth Israel, Downtown Financial District. No Pets! This is a quiet,...
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    Location Information
    Boston, Massachusetts 02125
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    Stayloom's Tremendous Luxury Duplex | Near T1 / 21
    (2)Very good
    Dorchester / Roxbury / Mattapan
    7 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 2019
    Our stay on the outskirts of Boston was perfect. Plenty of space for our group of 13. Close proximity to the "T." Quiet neighborhood. Highly recommended!
    Reviewed March 27, 2019
    Our Men’s volleyball team wanted a place to be all together for the start of our east coast trip. Everything worked out perfectly and guys enjoyed living together in a house...
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    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
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    Location Information
    Boston, Massachusetts 02119
    Condo/Apartment - 7 Bedrooms, 4 Bathrooms, Sleeps 24
    Dorchester / Roxbury / Mattapan
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mayhew is a third floor, fully furnished 1200sf luxury apartment centrally located in Boston near the historic South End. Part of a meticulous building restoration, the Mayhew combines characteristic turn-of-the-century Boston area architecture with modern day amenities and comfort. Original...
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    Location Information
    Boston, Massachusetts 02125 1648
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Dorchester / Roxbury / Mattapan
    6 Bedrooms, 3 Bathrooms, Sleeps 19 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
    View all property information
    Location Information
    Boston, Massachusetts 02125
    Condo/Apartment - 6 Bedrooms, 3 Bathrooms, Sleeps 19
    Dorchester / Roxbury / Mattapan
    7 Bedrooms, 4 Bathrooms, Sleeps 25 Quick View
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stayloom offers a collection of handcrafted homes designed to bring your group together. Our luxury spaces are more than just a place to stay. They are a source of lasting memories. The key to an authentic experience. Your redefined sense of travel. Stay in style. Stay for the story. Stay...
    View all property information
    Location Information
    Boston, Massachusetts 02125
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 25
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Balcony
    • Terrace
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 Private room, shared kitchen & bathroom with other student/professional. Less than 3 mins walk to Red line train, food, market shops near by, 15 mins train ride to Downtown Boston, 20 min to MGH, 30 min to Longwood hospital Beth Israel, Downtown Financial District. No Pets! This is a quiet,...
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    Location Information
    Boston, Massachusetts 02121
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This 'Private Room' comes with a built-in electric pump High-Rise Airbed, a computer desk & chair, closet and secure door lock in a 3 bedroom apartment, sharing all common areas like the bathroom and kitchen with 2 guests. Utilities (Gas, hot water, electricity) and Wifi are all included....
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    Location Information
    Boston, Massachusetts 02121
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AMENITIES Minutes to the South End - Walk to Castle Beach - Easy & Free Parking Fully furnished 1200sf luxury apartment centrally located in Boston near the historic South End 3 Bedrooms/1 Bathroom All beds are queen sized Full Kitchen Free Wifi Designer furnishings create an elegant coziness...
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    Location Information
    Boston, Massachusetts 02125 1648
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Smoking allowed
    About this property
    Private Room with Airbed, shared kitchen, bathroom with other student/professional. 2 - 3 min walk to train, food, market shops near by, 15 mins to downtown, 20 min to MGH, 30 min to Longwood hospital Beth Israel, Downtown Financial District. No Pets! Cozy Private Room with 'Air Bed/Air Mattress'...
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    Location Information
    Boston, Massachusetts 02124
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    The condo is a luxurious duplex with living room and kitchen is on the first floor and the second floor has 2 bedrooms. One bedroom is for guests and the other is for me. There is a shared bathroom for me and my guests. Guests stay in a huge room with queen bed, TV and walkin closet. The condo is...
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    Location Information
    Boston, Massachusetts 02125
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Quiet Urban Getaway in Boston! 3 Bedroom | 1 Bath Condo w/ parking for 2!1 / 31
    (3)Very good
    Dorchester / Roxbury / Mattapan
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2018
    We did have an outstanding stay in Boston! The house is close to everything in town! We didn’t hear the neighbors. The neighborhood is calm and lovely. We will strongly...
    Reviewed January 4, 2017
    This place I really enjoyed on my vacation, the view was amazing, very comfortable and clean, and everything that I needed in a everyday home, was there. The neighborhood was...
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    About this property
    AMENITIES Easy Walk to the Subway Convenient Off-street Parking for 2 cars with plentiful and free on-street parking near the residence. No meters to feed and no parking garage to pay! Breathtaking Panoramic views of Downtown Boston 2 Large bedrooms with Queen size beds Open floor plan with living...
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    Location Information
    Boston, Massachusetts 02215 2041
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Dorchester / Roxbury / Mattapan
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    **For reviews search ' Fort Hill Inn' on Trip Advisor!!**** ++Our one-bedroom apartment accommodates up to four guests, and is fully-furnished with a Queen bed and a queen sleeper sofa. Additional features include a fully-equipped kitchen, full bathroom, eat in kitchen, as well as free Wifi, cable...
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    Location Information
    Boston, Massachusetts 02119
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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