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Jamaica Plain / Mission Hill Holiday Rentals in Boston

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    Travellers to Boston are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    26 Matching Rentals in BostonView all 618 rentals
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    Arthouse - Boston Brewery District Condo1 / 24
    (17)Very good
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    4 bedroom Victorian Condo1 / 21
    (3)Very good
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway1 / 42
    (5)Excellent
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Jamaica Plain / Mission Hill
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Smoking allowed
    About this property
    This beautiful sun filled, spacious apartment is located close to public transportation and the beautiful Arnold Arboretum, shopping and Jamaica Pond. You’ll love the location, the views and the new kitchen and bath. The three bedrooms are perfect for couples and business travelers.
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    Boston, Massachusetts 02130
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Architectural, Accessible, Charming House1 / 57
    (3)Very good
    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
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2018
    The owner was easy to work with and very responsive. The home was located within walking distance of many nice restaurants in the area. The home was air conditioned, which was...
    Reviewed 20 April 2017
    Our group of 8 (6 adults, 2 children) stayed here for 5 days during Boston Marathon Weekend. It was the perfect spot for us. Charming home and neighborhood. Lots of great...
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    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,...
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    Boston, Massachusetts 02130
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Cozy, comfy Boston single family house, fully equipped and close to everything!1 / 24
    (7)Excellent
    Jamaica Plain / Mission Hill
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Really nice home everything we wanted was available to make our stay just great. We could have done with a teapot as you know what us Brits are like with their tea. The house...
    Reviewed 4 weeks ago
    Ladies trip and first time to Boston for all of us. This home is well stocked, nicely decorated and conveniently only 2 blocks from the T (subway) station in a safe neighborhood...
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    About this property
    You'll find a welcome basket to help you feel at home. And you'll enjoy the mix of family antiques, stainless kitchen appliances, home-y art on the walls, high-end linens on the beds and spotless towels in the bathrooms. Just steps from numerous great restaurants and the city's excellent public...
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    Boston, Massachusetts 02130
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury 4bd Apt-Prime Boston JP location1 / 26
    (4)Excellent
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed 7 July 2018
    Seven of us stayed here four nights last week. I would highly recommend this property. Finished to a very high standard, very comfortable beds,clean bathrooms,well equiped...
    Reviewed 12 October 2017
    David was very helpful and accommodating. The apartments are perfect recently remodeled and very clean. I would stay here again.
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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 countertops and new cabinets. Open living room with decorative fireplace. Hardwood floor throughout the entire...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    This is a multi-level, grand house with a lot of space and very close proximity to the inner city. You will be staying on the second floor in private room. You will be sharing an entrance to the house. Your bathroom is on the second floor. Family members live on the third floor. My daughters and my...
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    Boston, Massachusetts 2130
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Luxury 4 Bed 2 Bath APT in Boston Pondside JP1 / 23
    (4)Excellent
    Jamaica Plain / Mission Hill
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed 8 August 2017
    This is exactly what it advertises. The flat is clean and huge amounts of room. The bedrooms are a good size. Bathroom clean. Lounge and TV a great. Aircon was in good working...
    Reviewed 19 April 2017
    . Being outside of the traffic and crowds of Boston, but close enough to the metro to easily access everything we wanted to see was great. The bus line was just a short walk...
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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...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Jamaica Plain / Mission Hill
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brown Stone town house in beautiful tree lined street right in the heart of Brigham Circle/Long Wood area. Subway station, Restaurants bars, coffee and donuts,banks, shoppings, Harvard Medical, major universities all steps away. Brown Stone town house in beautiful tree lined street right in the...
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    Location Information
    Boston, Massachusetts 02120
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Quiet cozy apartment close to train & restaurants1 / 15
    (18)Very good
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2015
    Four adults and two babies stayed comfortably in this apartment. Great location in a lovely neighborhood, and a short walk to the "T". The apartment was very well...
    Reviewed 1 June 2015
    Whilst our apartment wasn't quite like the one pictured it was similar and overall most satisfactory. For four people it was roomy enough. There were a few little things that...
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    About this property
    This apartment is on the ground floor of a classic triple-decker on a quiet residential street in one of the best neighborhoods in Boston, (Jamaica Plain). A five to ten minute walk to public transport & a ten to fifteen minute train ride to down town Boston. 1050 sq. ft. apartment with a modern...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
    • Parking
    • Grill
    • Porch
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated 2 bedroom bi-level apartment in 19th century 2 family house in the Jamaica Plain ('JP') section of Boston. Walk to train or bus, easy to downtown Boston. Open layout with kitchen, bathroom, and living room/dining on the 1st floor and 2 bedrooms on the 2nd floor. Floor to ceiling windows...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Private Bedroom Suite on Jamaica Plain triple Decker. Very comfortable room in very spacious, clean house. Best room/suite in Boston under $200. The space This is a multi-level, grand house with a lot of space and very close proximity to the inner city. You will be staying on the second floor in...
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    Location Information
    Boston, Massachusetts 2130
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Arthouse 2 Artist/Brewery District1 / 6
    (1)Very good
    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed 12 September 2017
    We stayed for 5 nights on our way back from Maine after a family wedding where we were meeting other family . The apartment was well equipped & comfortable . When we arrived...
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    About this property
    Modern apartment in a JP 2 family. To read reviews and if you do not see your dates here please see my other listing # 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...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON 525 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill...
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    Location Information
    Boston, Massachusetts 02120
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jamaica Plain / Mission Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON All New for 2017! Wonderfully built brand new 990sq foot 2 bed / 2 bath apartment in Jamaica Plain with patio! Minutes walk to...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a multi-level, grand house with a lot of space and very close proximity to the inner city. You will be staying on the first floor in private room. You will be sharing an entrance to the house.Your half bath in your floor, showers on the second floor. Family members live on the third floor....
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    Location Information
    Boston, Massachusetts 2130
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Jamaica Plain / Mission Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON Wonderfully built brand new 990sq foot 2 bed / 2 bath apartment in Jamaica Plain with patio! Minutes walk to gorgeous Jamaica Pond and...
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    Location Information
    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON 525 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill...
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    Location Information
    Boston, Massachusetts 02120
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON 525 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill...
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    Location Information
    Boston, Massachusetts 02120
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON Wonderfully built brand new 820sq foot 1 bedroom/1 bath apartment in Jamaica Plain with patio! Minutes walk to gorgeous Jamaica Pond...
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    Boston, Massachusetts 02130
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jamaica Plain / Mission Hill
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON Wonderfully built brand new 892sq foot 2 bed / 1 bath apartment in Jamaica Plain with patio! Minutes walk to gorgeous Jamaica Pond and...
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    Boston, Massachusetts 02130
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON All New for Fall 2017! Wonderfully built brand new 1 bed / 1 bath apartment in Jamaica Plain with patio! Minutes walk to gorgeous...
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    Boston, Massachusetts 02130
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON 540 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill...
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    Boston, Massachusetts 02120
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON Mission Hill Apartment, 2 bedroom, 1.5 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill...
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    Boston, Massachusetts 02120
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Jamaica Plain / Mission Hill
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    BEGINNING JANUARY 1, 2019, ALL UNITS WILL HAVE A 28 DAY MINIMUM STAY DUE TO CITY OF BOSTON ORDINANCE ALLOWING SHORT-TERM RESIDENTIAL RENTALS IN THE CITY OF BOSTON 540 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill...
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    Boston, Massachusetts 02120
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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