50 Best Boston Apartments on Holiday Lettings - Condos

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830 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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Pricing unknown

6

Vacation home in Boston

Massachusetts / Boston

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Quiet but just a minute off the interstate, a great place to stay for a few days. Easy access to Newton, Cambridge or Boston. Lovely deck and backyard to relax in the summer. 3 bedrooms and a playroom spread over 3 floors, a garage. A BBQ and a backyard make your stay v …see more

Pricing unknown

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Pricing unknown

30

Vacation apartment in Boston

Massachusetts / Boston

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
This is a 1875 Queens Anne style mansion converted 3-Unit gated community. Located in a very convenient location near all Boston can offer: Park Zoo and Golf , 5 minutes walk Academic Area 2 miles Longwood Medical 2.5 Miles Fenway Red Sox 3 miles Copley Square 3.8 …see more

from $450 / night

$2,200 - $2,800 / week

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from $450 / night

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 $1,235 / night

$6,174 / week

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from $1,235 / 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 $1,420 / night

$7,100 / week

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from $1,420 / 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 $99 / night

$693 / week

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avg. 1 hour 19 minutes

from $99 / night

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

(1) Excellent 

35

Vacation apartment rental

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Stay Alfred's latest Boston vacation rental combines the warmth and charm of nineteenth century architecture with twenty-first century amenities. At the crossroads of two historical neighborhoods, you will be a short walk from Back Bay's fashionable shops and the South …see more

from $131 / night

$917 / week

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Responds fast!
avg. 2 hours 18 minutes

from $131 / night

17

Apartment rental in Boston

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • 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 $209 / night

$1,463 / week

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from $209 / 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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from $259 / night

24

Boston Vacation apartment rental

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

23

Apartment rental in Boston

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Air conditioning
  • Private garden
Located right at Harvard Business School at Lower Allston with Trader Joe's right at the first floor. 10 Minutes walk to Harvard Square and next to Cambridge MIT and Boston University. Storrow Drive and I90 is right next to us. We have private gym, cyber lounge and game …see more

from $195 / night

$1,365 / week

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avg. 1 hour 4 minutes

from $195 / night

(15) 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. 1 hour 59 minutes

from $350 / night

(1) Very Good 

35

Vacation apartment in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Stay Alfred's latest Boston vacation rental combines the warmth and charm of nineteenth century architecture with twenty-first century amenities. At the crossroads of two historical neighborhoods, you will be a short walk from Back Bay's fashionable shops and the South …see more

from $131 / night

$917 / week

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Responds fast!
avg. 2 hours 18 minutes

from $131 / night

41

Vacation apartment in Boston

Massachusetts / Boston

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
A beautiful high ceiling large one bedroom with an old graceful charm. Sleeps 4-5 with one king and one twin size bed in the large bedroom and a sleeper sofa and a day bed in dining. The apartment is located in the best location on the 2nd floor, sunny, facing Hanover s …see more

from $149 / night

$1,043 / week

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avg. 3 hours 41 minutes

from $149 / night

33

Apartment rental in Boston

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • 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 - $1,639 / week

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avg. 2 hours 35 minutes

from $199 / night

33

Boston Vacation apartment rental

Massachusetts / Boston

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 40 mi
  • Suitable for children age 5+
  • Air conditioning
Simply the Best Kept Secret in Boston Apartment Rentals A Beautiful 3 Bedroom apartment in the Boston neighborhood of Hyde Park that borders Jamaica Plain. Short ride by bus (15 minutes) or by car (10 minutes) to Forest Hills subway stop or a 30 minute drive to downtow …see more

from $150 / night

$840 - $1,400 / week

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from $150 / night

28

Boston Vacation home accommodation

Massachusetts / Boston

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Very trending part of Boston which is close distance to most attractions. Hop in the Red-Line and take a short ride to down town Boston to see the Boston Commons, Freedom Trail and what not; literally walking distance to the JFK library and UMASS Boston; walking dis …see more

from $298 / night

$2,086 / week

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avg. 32 minutes

from $298 / night

23

Boston Vacation apartment rental

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Northern Avenue brings stylish living to the Boston waterfront. With brand new renovated apartments and amenities, you will find everything here to fit your lifestyle. We hope you find your stay relaxing and enjoyable. It is our commitment and passion to meet and exceed …see more

from $125 / night

$875 / week

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from $125 / night

10

Boston Vacation studio rental

Massachusetts / Boston

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Pet friendly
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 …see more

from $145 / night

$1,295 / week

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avg. 2 hours 14 minutes

from $145 / 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 $67 / night

$469 / week

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avg. 2 hours 8 minutes

from $67 / night

(1) Very Good 

25

Vacation apartment in Boston

Massachusetts / Boston

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Treat yourself to a fantastic Beantown getaway with this 2-bed, 2-bath Boston condo, which sleeps 4! Perfect for small families, groups of friends, or couples traveling together, this beautiful home is close to downtown, contains high-end amenities, and is sure to suit …see more

from $315 / night

$2,205 - $4,200 / week

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avg. 52 minutes

from $315 / night

18

Vacation condo in Boston

Massachusetts / Boston

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
Our North End vacation home was designed to make us feel like we are staying in a 5 star luxury hotel... it will make you feel that way too. Located in Boston's historic North End and just steps away from the Waterfront, Rose Kennedy Greenway, Freedom Trail, Paul Rever …see more

from $275 / night

$1,650 / week

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avg. 2 hours 26 minutes

from $275 / night

(2) Excellent 

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

7

Vacation apartment in Boston

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This is a renovated studio in a newly built residential building that is convenient for corporate travelers, tourists and graduate students at Harvard/HBS. Everything is brand new and building includes amenities such as a game room, 24/7 gym, study lounge, event space, …see more

from $185 / night

$1,000 / week

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from $185 / night

12

Boston Vacation apartment rental

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Myrtle Street is the quintessential quiet street located in the heart of Beacon Hill. This gorgeous 1BD/1BA residence features: luxury linens and queen size beds; spacious living room; efficient kitchen; 40 inch flat screen tv with HBO and wifi. Coin-op Washer and dryer …see more

from $155 / night

$1,250 - $1,445 / week

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avg. 2 hours 14 minutes

from $155 / night

(2) Excellent 

13

Apartment accommodation in Boston

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Our apartment is located in the South End, Boston; a vibrant area famous for its Victorian brick row houses and the best restaurants in Boston! Get some dinner, drinks & shop at Newbury Street, Back Bay, Copley, Prudential, & Downtown Crossing, all located within 1 mil …see more

from $199 / night

$1,393 / week

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Responds fast!
avg. 15 minutes

from $199 / night

(1) Excellent 

39

Vacation condo in Boston

Massachusetts / Boston

3 14 1 night min

  • 3 bedrooms
  • Sleeps 14
  • 1 night min
  • Nearest beach 10 mi
  • Child friendly
  • Car not necessary
This is a beautiful, charming four-bedroom townhouse in the heart of Boston perfect for friends or family traveling to metropolitan Boston! A four-bedroom 1800 SF area with a large living room space and back patio space for enjoying the sun and moon. There are one garag …see more

from $213 / night

$1,341 - $4,095 / week

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avg. 1 hour 4 minutes

from $213 / night

(1) Excellent 

25

Home rental in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $99 / night

$693 / week

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Responds fast!
avg. 1 hour 43 minutes

from $99 / night

(41) Excellent 

Certificate of Excellence

11

Vacation apartment in Boston

Massachusetts / Boston

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Car not necessary
  • Air conditioning
We've been renting high-quality furnished accommodations for over 8 years, exclusively in the Beacon Hill neighborhood. The "Luci Bella" apartment location is stellar, just 3 minutes walking distance to Boston Common, the Freedom Trail, an organic grocery store, three w …see more

Certificate of Excellence

from $275 / night

$1,690 / week

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from $275 / night

(53) Excellent 

Certificate of Excellence

14

Vacation condo in Boston

Massachusetts / Boston

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Car not necessary
  • Air conditioning
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, the Freedom Trail, an organic grocery store, a wine shop a …see more

Certificate of Excellence

from $225 / night

$1,400 / week

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from $225 / 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 $225 / night

$1,575 / week

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Responds fast!
avg. 1 hour 4 minutes

from $225 / night

(8) Excellent 

Certificate of Excellence

27

Vacation apartment in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Urban Chic meets historic Beacon Hill. One bedroom newly renovated sleeps four. An open floor plan offers a spacious kitchen with plenty of storage, granite counters and SS appliances. Brazilian Cherry floors, 9 ft ceilings and an abundance of closet space. Jacuzzi tub, …see more

Certificate of Excellence

from $225 / night

$1,475 / week

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Responds fast!
avg. 3 hours 48 minutes

from $225 / night

(7) Very Good 

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. 3 hours 8 minutes

from $160 / night

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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avg. 2 hours 3 minutes

from $349 / night

(1) Excellent 

40

Apartment rental in Boston

Massachusetts / Boston

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
The location is in Brighton/Boston not Newton and the map is still wrong. Though Newton is a block away. Tripadvisor has not fixed their bug yet. This apartment is across the street from Boston College and 3 to 4 miles to Harvard, BU, NU and the medical centers in Bos …see more

from $300 / night

$2,100 / week

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from $300 / night

27

Vacation apartment in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
My place is good for couples, solo adventurers, and business travelers. This apartment features an open space living area, a spacious kitchen, hardwood floors, walking distance to Boston Commons and the Back Bay.All bookings confirmed. All call or messages answered qui …see more

from $150 / night

$1,050 / week

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from $150 / 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 $125 / night

$875 / week

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from $125 / night

(1) Excellent 

11

Vacation apartment in Boston

Massachusetts / Boston

2 Min stay varies

  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
The Space Newly updated studio located next to State House and Boston Common. Great location. Studio has a full size bed. Full kitchen, including stove/oven, refrigerator etc. Amenities include television with cable, and wireless internet. Also has air conditioning …see more

from $200 / night

$1,500 / week

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Responds fast!
avg. 2 hours 14 minutes

from $200 / night

26

Boston Vacation home rental

Massachusetts / Boston

3 12 3 nights min

  • 3 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Air conditioning
Our Andrew Square home is a two family house situated in the active urban neighborhood of South Boston, a section of the City of Boston near the Convention Center, Seaport and Financial Districts, Beaches, Quincy Market/Faneuil Hall and the North End areas of Boston. …see more

from $525 / night

$3,675 / week

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Responds fast!
avg. 3 hours 39 minutes

from $525 / night