50 Best Boston Apartments on Holiday Lettings - Condos

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894 Vacation rentals

(1) Good 

6

Vacation apartment in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Air conditioning
Large, bright apartment located steps from Coolidge Corner. 1 bed/1 bath. Fully equipped kitchen with dishwasher. There is also a gym and laundry located in the building. Across the street from a T stop and walking distance to the heart of Coolidge Corner. …see more

Pricing unknown

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4

Vacation apartment in Boston

Massachusetts / Boston

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
Great one bedroom apartment with lots of living space and large full bathroom. Complete kitchen including dishwasher and microwave. Free internet and cable access. 24 doorman and paid parking available in lower garage. Many nearby restaurants, bars and a Walgreens. Also …see more

from $1,145 / night

$5,721 / week

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from $1,145 / night

4

Vacation home in Boston

Massachusetts / Boston

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
Beautiful one bedroom penthouse apartment with small balcony overlooking Boston harbor and airport. Walk-able to all major tourist destinations including Fanueil Hall and Quincy market. Many nearby restaurants and bars. Right next to the blue and orange line T stops. Do …see more

from $1,276 / night

$6,377 / week

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from $1,276 / night

(6) Excellent 

8

Boston Vacation apartment rental

Massachusetts / Boston

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 2 mi
  • Car not necessary
  • Air conditioning
Comfy 1 bedroom apartment in original neighborhood house in South Boston. Walk to downtown or Seaport. Bus transportation on the corner. Subway Red Line, Broadway Station, just down the street. Available this spring just in time for the Marathon. Bookings begin middle o …see more

from $100 / night

$700 / week

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from $100 / night

19

Vacation apartment in Boston

Massachusetts / Boston

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Private 3Bd Condo Near Airport Train Station Boston only minutes to downtown This condo is on two levels. Level 1 has two bedrooms and one full bath (WC, vanity and bathtub), the 3rd bedroom is on basement level with an additional bathroom (WC, vanity and shower). Our …see more

from $345 / night

$2,415 / week

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avg. 2 hours 14 minutes

from $345 / night

27

Vacation home in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
Stay in this convenient condo in the heart of downtown Boston - complete with updated amenities, plenty of space, and access to a shared pool. Plus, you'll have a private balcony and beautiful city views for the ultimate urban retreat. Located in the West End area of …see more

from $98 / night

$686 / week

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from $98 / night

11

Vacation apartment rental

Massachusetts / Boston

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
New modern apartment on Clearway Street in Boston, set in the Back Bay district of Boston, a 4-minute walk from Prudential Tower and 400 metres from Hynes Convention Center. This property offers access to free WiFi. The apartment comes with 2 separate bedrooms and inclu …see more

from $250 / night

$1,750 / week

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from $250 / night

(1) Excellent 

25

Home rental in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Experience the city of Boston from this wonderfully located downtown condo. You'll have plenty of space, updated amenities, and a great balcony for a truly relaxing city retreat. Located on the 12th floor of the Longfellow Place Towers, this condo is in Boston's West …see more

from $98 / night

$686 / week

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from $98 / night

(1) Excellent 

22

Vacation apartment in Boston

Massachusetts / Boston

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
Our Historic Beacon Hill, Two bedroom, Queen size beds, duplex Condo, is comfortable and well located. An ideal central location for exploring or working in the heart of Boston at: 27 Ridgeway Lane, Beacon Hill, Boston, 02114. Great Restaurants nearby. Access to ALL p …see more

from $305 / night

$2,135 / week

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Responds fast!
avg. 1 hour 56 minutes

from $305 / night

(2) Excellent 

22

Vacation apartment in Boston

Massachusetts / Boston

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Beautifully renovated & right in the heart of the city! Spread out in 1,000 sq. ft. Designed to feel like a 5 star luxury hotel with all the comforts of home. 4K TV, Netflix, wifi. Exposed brick. Hardwood floors & new recessed LED lights throughout. Bedroom 1 has a king …see more

from $349 / night

$2,300 / week

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Responds fast!
avg. 1 hour 20 minutes

from $349 / night

(1) Excellent 

61

Boston Vacation home rental

Massachusetts / Boston

2 9 2 nights min

  • 2 bedrooms
  • sleeps 9
  • 2 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Mission Statement: 1. Offer the unique place with indoor and outdoor living where you can NOT find others Offering in Boston. 2. Location, location and location (Clam Point of Boston). Very easy access to High way, beach (1 min) , downtown Boston (10 min), shopping, re …see more

from $230 / night

$1,610 / week

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Responds fast!
avg. 1 hour 40 minutes

from $230 / night

(53) Excellent 

Certificate of Excellence

12

Vacation condo in Boston

Massachusetts / Boston

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Car not necessary
  • Air conditioning
Some dates (5 night minimum) still available for August. We've been renting high-quality furnished accommodations for over 8 years, exclusively in the Beacon Hill neighborhood. "the Nest" apartment location is stellar, just 3 minutes walking distance to Boston Common, …see more

Certificate of Excellence

from $195 / night

$1,225 - $1,400 / week

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from $195 / night

(9) Excellent 

49

Vacation apartment in Boston

Massachusetts / Boston

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 21 mi
  • Child friendly
  • Car not necessary
Cozy but spacious 3rd floor apartment! 2 Bedrooms are furnished with comfy linens. Kitchenette is supplied with all you need for a great weekend in the city. There is also a pull-out couch in the living room for added space if needed. This place can potentially sleep …see more

from $160 / night

$1,100 / week

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Responds fast!
avg. 2 hours 45 minutes

from $160 / night

24

Boston Vacation apartment rental

Massachusetts / Boston

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
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 b …see more

from $147 / night

$1,030 - $1,910 / week

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from $147 / night

20

Vacation apartment in Boston

Massachusetts / Boston

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Car not necessary
The apartments at Global Luxury Suites at Fenway Park are equipped with fabulous features including floor-to-ceiling windows with beautiful views, cherry wood kitchen cabinetry, and spacious walk-in closets. This community offers spectacular on-site amenities like a lou …see more

from $259 / night

$1,813 / week

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avg. 2 hours 12 minutes

from $259 / night

31

Vacation apartment in Boston

Massachusetts / Boston

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
Experience the vibrant, contemporary style of South Boston at this two-bedroom condo, where you'll enjoy building amenities that include a gym, a game room, and a grilling patio, as well as wonderful access to the Seaport District, the T Red Line, and Logan Internationa …see more

from $82 / night

$574 / week

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from $82 / night

28

Home rental in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
Gaze at the Boston seaport skyline from this one-bedroom condo, an elegant urban home with a communal roof terrace, a gym inside the building, and a wonderful location close to the T Red and Silver Lines. This condo is located in the Signal Industries Building, a one- …see more

from $106 / night

$742 / week

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from $106 / night

33

Apartment rental in Boston

Massachusetts / Boston

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Car not necessary
  • Air conditioning
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 so …see more

from $199 / night

$1,399 - $1,709 / week

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from $199 / night

(20) Excellent 

Certificate of Excellence

30

Apartment rental in Boston

Massachusetts / Boston

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Brand new luxury apt square footage is 1350 over looking the Boston Harbor. Spectacular views of the skylines of Boston. Watch the boats go by or relax on your oversized private deck. Beautiful white table and four adirondack chairs sits on the deck. There is also a g …see more

Certificate of Excellence

from $350 / night

$2,100 / week

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Responds fast!
avg. 2 hours 19 minutes

from $350 / night

21

Home rental in Boston

Massachusetts / Boston

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
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 thi …see more

from $95 / night

$665 / week

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Responds fast!
avg. 3 hours 36 minutes

from $95 / night

(2) Excellent 

28

Home rental in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Enjoy an amazing central location at this West End condo in Boston. With stunning floor-to-ceiling windows, updated amenities, and a great location, all of Boston is at your fingertips. You'll be less than a half mile to the Charles River, and right on the edge of one …see more

from $98 / night

$686 / week

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from $98 / night

(1) Excellent 

17

Vacation apartment in Boston

Massachusetts / Boston

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
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. …see more

from $30 / night

$210 / week

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avg. 3 hours 35 minutes

from $30 / night

(4) Excellent 

39

Vacation home in Boston

Massachusetts / Boston

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
Explore the beautiful city of Boston from this centrally located condo - you'll have plenty of space and updated amenities, including a private balcony and access to the shared pool. Located in the West End area of downtown Boston, this condo puts you in the heart of …see more

from $94 / night

$658 / week

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from $94 / night

(1) Excellent 

22

Vacation home in Boston

Massachusetts / Boston

4 9 3 nights min

  • 4 bedrooms
  • sleeps 9
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
This beautiful historic Greek Revival gem is in the heart of East Cambridge and minutes from Kendall Square and MIT — the Silicon Valley of the East. Perfect for corporate stays, sabbaticals, or vacationing in Boston and Cambridge. This beautiful home is a short walk t …see more

from $595 / night

$3,500 / week

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Responds fast!
avg. 2 hours 41 minutes

from $595 / night

40

Vacation home in Boston

Massachusetts / Boston

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
  • Private garden
My place is close to Harvard Business School, Boston University, Harvard University, Trader Joe's, Green Line, Red Line, Commuter Rail and bus. Located in lower Allston, 5 to 10 mins walk to Harvard Business School, 15 to 20 mins walk to Harvard Square, 5 mins drive to …see more

from $299 / night

$2,093 / week

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avg. 1 hour 55 minutes

from $299 / night

(13) Excellent 

59

Vacation apartment in Boston

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning
Comfortable, elegant, and romantic! Three-room luxury art suite with authentic European furnishings. In beautifully restored, award-winning historic townhouse located in Boston's oldest neighborhood of Charlestown! Lovely, walkable district near Freedom Trail, Bunker H …see more

from $226 / night

$1,500 - $1,986 / week

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avg. 3 hours 2 minutes

from $226 / night

22

Vacation apartment with shared pool in Boston

Massachusetts / Boston

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 13 mi
  • Swimming pool
  • Child friendly
These newly constructed, luxury apartments allow our guests to truly enjoy all beauty Boston has to offer. Whether you are admiring the Boston skyline from the unit’s floor to ceiling windows or taking a quick walk past Fenway Park to Kenmore Square, you can’t help but …see more

from $279 / night

$1,953 / week

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Responds fast!
avg. 2 hours 12 minutes

from $279 / night

(2) Excellent 

39

Apartment rental in Boston

Massachusetts / Boston

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Child friendly
  • Air conditioning
This Brown Stone apartment is right in the heart of academic area of Boston Between Long Wood and Fen Way area. Two subway stations and bus terminal just a short stroll away. Street parking , two hour limit during the day and free at night except snow emergency and stre …see more

from $350 / night

$1,800 - $2,220 / week

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from $350 / night

(60) Very Good 

34

Apartment rental in Boston

Massachusetts / Boston

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Air conditioning
This gorgeous West End condo makes a wonderful Boston home base, as long as you enjoy rooftop terraces, contemporary decor, and all the comforts of home. This fully-equipped two-bedroom provides modern amenities like fast WiFi, in-unit laundry, and a kitchen with fancy …see more

from $129 / night

$903 / week

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Responds fast!
avg. 2 hours 45 minutes

from $129 / night

(8) Excellent 

15

Vacation home in Boston

Massachusetts / Boston

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Car not necessary
  • Air conditioning
This property is listed exclusively through Flipkey/TripAdvisor. We've been renting high-quality furnished accommodations for over 10 years, exclusively in the Beacon Hill neighborhood. The "Federal Rose" house location is stellar, just 3 minutes walking distance to Bo …see more

from $300 / night

$2,100 / week

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from $300 / night

32

Vacation apartment rental

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
This lovely apartment features hardwood floors, fully equipped kitchen and a spacious bedroom. Located in Theater District, just steps to Boston Common and the Back Bay. This apartment features an open space living area, a spacious kitchen, hardwood floors, walking dis …see more

from $150 / night

$1,050 / week

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from $150 / night

(4) Excellent 

26

Vacation apartment in Boston

Massachusetts / Boston

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Ask about children
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 t …see more

from $375 / night

$2,600 / week

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from $375 / night

23

Vacation home in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
Your next room. Beautifully renovated House located on the 3rd floor with King size bed in a private room. Two bathroom and a full kitchen with coffee maker, toaster, blender and all cookware. We provide free linens, towels. Free Street Parking, next to the Bus stop. Mi …see more

from $111 / night

$777 / week

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Responds fast!
avg. 3 hours 54 minutes

from $111 / night

19

Apartment rental in Boston

Massachusetts / Boston

3 10 1 night min

  • 3 bedrooms
  • sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
First floor unit with open floor plan, modern kitchen, 3 bedrooms, 2 full baths and two parking in tandem in a 2-family house. It is located in Oak square, Brighton, Boston. This unit is about 1 mile from Boston College (3 minutes driving, 15 minutes walking). 1 miles …see more

from $189 / night

$1,323 / week

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avg. 1 hour 49 minutes

from $189 / night

(1) Excellent 

55

Boston Vacation home rental

Massachusetts / Boston

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Ask about children
  • Air conditioning
This is it! The one you've been waiting for. A vacation rental so unique, so unbelievably cool that your friends will be begging to join you! SleepAfloat's newest trawler, M/V Patriot, offers a once-in-a-lifetime experience steps away from some of America's most signifi …see more

from $399 / night

$2,793 - $3,850 / week

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Responds fast!
avg. 2 hours 32 minutes

from $399 / night

(78) Very Good 

32

Boston Vacation apartment rental

Massachusetts / Boston

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Air conditioning
This gorgeous West End condo makes a wonderful Boston home base, as long as you enjoy rooftop terraces, contemporary decor, and all the comforts of home. This fully-equipped two-bedroom provides modern amenities like fast WiFi, in-unit laundry, and a kitchen with fancy …see more

from $129 / night

$903 / week

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Responds fast!
avg. 2 hours 45 minutes

from $129 / night

(123) Very Good 

35

Vacation apartment rental

Massachusetts / Boston

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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, …see more

from $139 / night

$973 / week

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Responds fast!
avg. 2 hours 45 minutes

from $139 / night

(4) Excellent 

34

Vacation apartment with shared pool in Boston

Massachusetts / Boston

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Boston is known for its lush city parks, so why not stay in the middle of one? Longfellow Place is uniquely positioned smack-dab in the center of a green space with tennis and basketball courts, trails, and a swimming pool. And your spacious three-bedroom is just as air …see more

from $149 / night

$1,043 / week

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Responds fast!
avg. 2 hours 45 minutes

from $149 / night

29

Vacation apartment in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
This apartment features an open-space , living area, a spacious kitchen, hardwood floors. Located in the Theater District, walking distance to Boston Common and the Back Bay. All bookings instantly confirmed. Every call or message answered in minutes. The apartment is …see more

from $125 / night

$875 / week

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from $125 / night

(3) Very Good 

57

Vacation home in Boston

Massachusetts / Boston

4 7 6 nights min

  • 4 bedrooms
  • sleeps 7
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
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 tw …see more

from $550 / night

$3,800 / week

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from $550 / night