50 Best Boston Apartments on Holiday Lettings - Condos

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868 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

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 $1,162 / night

$5,806 / week

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from $1,162 / 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 $1,329 / night

$6,643 / week

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from $1,329 / 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

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

(3) 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

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 $97 / night

$679 / week

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Responds fast!
avg. 2 hours 10 minutes

from $97 / 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

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

(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) available in June, July, August. Starting September 1st, this fully furnished apartment has a one month minimum rental period. Any rental beyond 3 months will be handled directly by the owner with a standard rental contract. We've been rent …see more

Certificate of Excellence

from $240 / night

$1,400 / week

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from $240 / night

(1) Excellent 

16

Vacation apartment in Boston

Massachusetts / Boston

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
Our condo/apartment is a 2 minute walk to great restaurants, convenience stores, the Blue Line airport T-subway station, only two stations away from downtown Boston. There is a Free shuttle bus between the Airport T-station and the airport terminals. You will not need a …see more

from $123 / night

$861 / week

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Responds fast!
avg. 2 hours 6 minutes

from $123 / night

8

Vacation apartment in Boston

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Air conditioning
Modern studio in the heart of it all. Located on Tremont Street, across street from Boston Common, the Theater District, and Downtown. **KINDLY NOTE:** The discounted price you see above is due to the fact that this is an old building - and although we have professiona …see more

from $175 / night

$980 / week

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from $175 / night

(1) Very Good 

24

Apartment rental in Boston

Massachusetts / Boston

2 4 2 nights min

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

from $265 / night

$1,200 / week

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Responds fast!
avg. 3 hours 26 minutes

from $265 / night

19

Vacation apartment in Boston

Massachusetts / Boston

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • 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 $125 / night

$875 / week

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avg. 2 hours 6 minutes

from $125 / 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

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

(1) 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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avg. 1 hour 46 minutes

from $349 / 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

15

Vacation apartment in Boston

Massachusetts / Boston

1 1 7 nights min

  • 1 bedroom
  • Sleeps 1
  • 7 nights min
  • Car not necessary
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 $40 / night

$280 / week

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Responds fast!
avg. 3 hours 12 minutes

from $40 / 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 $97 / night

$679 / week

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Responds fast!
avg. 2 hours 10 minutes

from $97 / night

10

Apartment rental in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
At this Sonder, you'll love the beautiful fireplace, an open-concept living area, and sophisticated design. Located in Boston's Theater District, known for its array of delicious restaurants and cafes. Boston's Theatre District has plenty to offer within walking distan …see more

from $99 / night

$1,533 / week

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from $99 / 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

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

(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

(1) Excellent 

35

Vacation apartment rental

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Offering the best of old-world Boston and the newest 21-century conveniences, this charming Garrison Street two-bedroom might take you back in time. But the modern interior, featuring a full kitchen and fast WiFi, will bring you right back to today. The spacious layout …see more

from $131 / night

$917 / week

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Responds fast!
avg. 52 minutes

from $131 / 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

(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

(8) Excellent 

15

Vacation home in Boston

Massachusetts / Boston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 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 9 years, exclusively in the Beacon Hill neighborhood. The "Federal Rose" house location is stellar, just 3 minutes walking distance to Bos …see more

from $400 / night

$2,400 / week

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from $400 / night

13

Apartment rental in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
102 Chandler St is a quiet street located in the Heart of the South End/Back Bay. This unit is located on the 2nd floor. West Elm furniture through out this unit with upscale beddings and mattresses. Hardwood floors throughout, freshly-painted 1BD/1BA apartment offers a …see more

from $145 / night

$1,394 - $1,450 / week

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Responds fast!
avg. 3 hours 26 minutes

from $145 / night

4

Vacation apartment in Boston

Massachusetts / Boston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
My apartment is a good fit for those traveling to Boston and would like to save on hotel costs. It's a small cute bedroom apt conveniently located next to the Orange Line. Ideal for those traveling on business and those who need to easily access the public T A comfor …see more

from $155 / night

$775 / week

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from $155 / 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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avg. 3 hours 8 minutes

from $160 / night

(12) 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 …see more

from $295 / night

$1,500 / week

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Responds fast!
avg. 3 hours 2 minutes

from $295 / 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 $155 / night

$1,100 / week

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Responds fast!
avg. 3 hours 26 minutes

from $155 / 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 $175 / night

$1,250 / week

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Responds fast!
avg. 3 hours 26 minutes

from $175 / 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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Responds fast!
avg. 3 hours 12 minutes

from $30 / night

13

Vacation apartment in Boston

Massachusetts / Boston

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
This is an amazing one bedroom apartment located in one of the MUST-GO places in Boston. Close to numerous restaurants & bars, start your Boston trip with your friends and families here! Historic Beacon Hill/Downtown Boston/MGH 2 mins walk to Massachusetts General Hospi …see more

from $198 / night

$1,398 - $1,538 / week

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from $198 / night

9

Vacation condo in Boston

Massachusetts / Boston

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Car not necessary
  • Air conditioning
  • Pet friendly
Newly renovated two bedroom apartment available close to Seaport, two blocks from convention center and one subway stop to South Station. Open deck, short walk to grocery store and restaurants, very close to airport and few blocks from major subway line. Minutes to Down …see more

from $300 / night

$2,000 - $2,350 / week

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from $300 / night

8

Apartment rental in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Gloucester St is a quiet street located in the Heart of the Back Bay. we have used West Elm furniture to furnish this unit with upscale beddings and mattresses. Hardwood floors throughout, freshly-painted 1BD/1BA apartment offers a spacious living room with a decorative …see more

from $175 / night

$1,455 / week

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Responds fast!
avg. 3 hours 26 minutes

from $175 / night

17

Vacation apartment in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
In this Sonder, you'll love the bold decor, sleek living area, and the large windows. This apartment is in Seaport, a newly trendy locale and close to Broadway T Station. South Boston and the Seaport district, most popularly known as Southie, was once a predominantly w …see more

from $79 / night

$4,893 / week

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from $79 / 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