50 Best Boston Apartments on Holiday Lettings - Condos

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565 Vacation rentals

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

(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 $1,239 / night

$6,195 / week

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from $1,239 / 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 $1,400 / night

$7,000 / week

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from $1,400 / night

(8) Excellent 

25

Vacation home 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
This single-family home sits in a safe, quiet residential neighborhood on the south side of Boston. The home offers off-street parking and is within easy walking distance of the subway and buses, as well as grocery, bank, post office, pharmacy, pubs and restaurants. Th …see more

from $150 / night

$1,000 - $2,000 / week

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from $150 / 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

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 $128 / night

$896 / week

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avg. 3 hours 12 minutes

from $128 / night

(3) Very Good 

21

Condo rental in Boston

Massachusetts / Boston

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Car not necessary
  • Air conditioning
STUNNING RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT! -4 BEDROOMS (SLEEPS UP TO 8) -2 FULL BATHROOMS -LARGE RENOVATED WINDOWED EAT IN KITCHEN w/ PANTRY -GIANT SUN DRENCHED LIVING ROOM -GORGEOUS WINDOW FILLED SUN ROOM (CAN BE USED AS HOME OFFICE, COMPUTE …see more

from $419 / night

$2,600 - $2,740 / week

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Responds fast!
avg. 29 minutes

from $419 / 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

(4) Excellent 

23

Apartment rental in Boston

Massachusetts / Boston

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Air conditioning
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 …see more

from $375 / night

$2,600 / week

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from $375 / 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

(1) Good 

9

Vacation apartment in Boston

Massachusetts / Boston

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning
Conveniently located 3 bedroom apartment under 3 miles to Harvard, MIT, Tufts, Boston University, Mass General Hospital (MGH), downtown Boston, David square, Porter square, Union square, Cambridge, Medford, Everett. Walk to Sullivan T orange subway line and multi bus st …see more

from $190 / night

$1,200 / week

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Responds fast!
avg. 3 hours 51 minutes

from $190 / 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 $150 / night

$1,050 / week

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from $150 / night

(2) Excellent 

21

Vacation apartment in Boston

Massachusetts / Boston

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
2 BR / 1 BA 1,500 sf - 140 m2 Great vibe 11'6" ft high ceilings, exposed wooden beams, loft feel Corner unit, south and west exposures Ton of natural light, city views 5th fl. elevator building Modern, well equipped, gourmet kitchen Centrally located Master bedroom has …see more

from $350 / night

$3,600 / week

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from $350 / night

8

Boston Vacation apartment rental

Massachusetts / Boston

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Condo with old Boston charm. Floor-to-ceiling windows provide lovely natural light. Working fireplace. You will love this place. It has beautiful historical characteristics in a beautiful old Boston neighbourhood. This apartment is located in a quiet residential area, …see more

from $225 / night

$1,500 / week

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from $225 / 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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Responds fast!
avg. 2 hours 35 minutes

from $199 / night

(3) Very Good 

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
Located in the West End, Longfellow by Stay Alfred puts you in the midst of Boston's beauty. Part of the recently revitalized Bulfinch Triangle Historic District, Longfellow features unmatched panoramic views of the Boston Harbor, the Charles River, Cambridge, Beacon Hi …see more

from $149 / night

$1,043 / week

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Responds fast!
avg. 2 hours 41 minutes

from $149 / 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. 3 hours 21 minutes

from $350 / night

(1) Excellent 

12

Vacation home in Boston

Massachusetts / Boston

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
Nested at the top of a private hill in Wakefield, this cozy New England style home features ample sunlight, full bathroom and a kitchen, modern appliances, two bedrooms, and outdoor private space for nature lovers. Steps from the Wakefield Greenwood commuter rail stop - …see more

from $240 / night

$1,500 / week

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from $240 / night

22

Vacation apartment in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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 $299 / night

$2,000 - $2,500 / week

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from $299 / night

4

Vacation condo in Boston

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Wonderful Private 3 floor condo. Bedrooms on top and bottom floors. Living room, kitchen, dining on the middle floor. Minutes to downtown Boston, Airport and all historical sites. Walking distance to beach and seaport district and convention center. Quiet Park across …see more

from $150 / night

$1,050 / week

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from $150 / 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 $110 / night

$575 - $1,445 / week

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from $110 / night

12

Studio rental in Boston

Massachusetts / Boston

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
284 Marlborough St is a quiet street located in the Heart of the Back Bay. WalkingWest Elm furniture through out this unit with upscale beddings and mattresses.Hardwood floors throughout, freshly-painted studio apartment offers a high ceiling living room, Full Kitchen, …see more

from $105 / night

$775 - $1,110 / week

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from $105 / 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

23

Vacation apartment in Boston

Massachusetts / Boston

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Car not necessary
Completely renovated , duplex apartment in a two family house. Walls of windows, very sunny, and cheerful. There are two units in this house. Unit #2 is on the 2nd and 3rd floors of the house. Unit #2 has four large bedrooms , two and half tiled bath in total . Three …see more

from $350 / night

$1,800 - $10,400 / week

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from $350 / night

7

Vacation apartment in Boston

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
**KINDLY NOTE:** The discounted price you see above is due to the fact that this is an old building - and although we have professionally designed each unit, the old age does still show. Please keep this in mind during your stay and be kind with reviews. Please understa …see more

from $185 / night

$750 - $1,200 / week

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Responds fast!
avg. 3 hours 56 minutes

from $185 / night

34

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 $79 / night

$553 / week

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Responds fast!
avg. 2 hours 41 minutes

from $79 / 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 h …see more

from $115 / night

$550 - $1,450 / week

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from $115 / 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 $100 / night

$525 - $1,400 / week

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from $100 / night

(2) 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 $92 / night

$644 / week

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Responds fast!
avg. 3 hours 41 minutes

from $92 / night

10

Studio accommodation in Boston

Massachusetts / Boston

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
284 Marlborough St is a quiet street located in the Heart of the Back Bay. WalkingWest Elm furniture through out this unit with upscale beddings and mattresses.Hardwood floors throughout, freshly-painted studio apartment offers a high ceiling living room, Full Kitchen, …see more

from $105 / night

$775 - $1,110 / week

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from $105 / 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. 2 hours 46 minutes

from $295 / night

(1) Excellent 

16

Vacation apartment in Boston

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 mi
  • Ask about children
  • Car not necessary
An excellent hotel alternative, the unit is situated in Boston's trendiest neighborhood. The South End offers many cafes, boutiques, playgrounds, restaurants/bars. Theater, symphony, museums/art galleries, and beaches are all nearby, most within an easy walk. Also just …see more

from $135 / night

$850 - $1,100 / week

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from $135 / 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. 2 hours 56 minutes

from $160 / night

(1) Excellent 

34

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 $79 / night

$553 / week

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Responds fast!
avg. 2 hours 41 minutes

from $79 / night

(2) Very Good 

28

Home rental in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Explore all of Boston with ease when you stay at this chic one-bedroom condo. In addition to the convenient location, you'll have access to a seasonal shared swimming pool and a private balcony with views of the city. Situated in the West End neighborhood, this condo i …see more

from $74 / night

$518 / week

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Responds fast!
avg. 3 hours 12 minutes

from $74 / night

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 $190 / night

$1,330 / week

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Responds fast!
avg. 2 hours 28 minutes

from $190 / night

16

Boston Vacation apartment rental

Massachusetts / Boston

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
284 Marlborough St is a quiet street located in the Heart of the Back Bay. WalkingWest Elm furniture through out this unit with upscale beddings and mattresses.Hardwood floors throughout, freshly-painted studio apartment offers a high ceiling living room, Full Kitchen, …see more

from $135 / night

$2,000 / week

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from $135 / night

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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from $30 / night

(1) Very Good 

25

Vacation apartment in Boston

Massachusetts / Boston

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Suitable for children age 5+
  • 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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Responds fast!
avg. 43 minutes

from $315 / night