50 Best Boston Apartments on Holiday Lettings - Condos

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947 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 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 $1,307 / night

$6,534 / week

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from $1,307 / 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 $1,148 / night

$5,740 / week

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from $1,148 / 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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avg. 2 hours 22 minutes

from $305 / 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

(2) Excellent 

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 47 minutes

from $345 / night

23

Vacation apartment in Boston

Massachusetts / Boston

4 12 6 nights min

  • 4 bedrooms
  • sleeps 12
  • 6 nights min
  • 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 $450 / night

$2,000 - $10,400 / week

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from $450 / night

(48) Very Good 

41

Vacation apartment rental

Massachusetts / Boston

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This upscale three-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 $169 / night

$1,183 / week

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from $169 / 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 $129 / night

$903 / week

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from $129 / 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. Walking West 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 $106 / night

$732 - $1,335 / week

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avg. 2 hours 21 minutes

from $106 / night

(53) Excellent 

Certificate of Excellence

14

Vacation condo in Boston

Massachusetts / Boston

1 2 28 nights min

  • 1 bedroom
  • sleeps 2
  • 28 nights min
  • Car not necessary
  • Air conditioning
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 renting high-quality furnished accommodations for over 8 years, exclusively in the Beacon …see more

Certificate of Excellence

from $240 / night

$1,400 / week

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from $240 / night

28

Home rental in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • 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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avg. 2 hours 52 minutes

from $106 / night

(3) 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 $299 / night

$2,300 / week

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avg. 1 hour 20 minutes

from $299 / 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 $275 / night

$1,925 / week

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avg. 2 hours 9 minutes

from $275 / night

(1) Excellent 

17

Vacation apartment in Boston

Massachusetts / Boston

1 2 30 nights min

  • 1 bedroom
  • sleeps 2
  • 30 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 37 minutes

from $30 / 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 $575 / night

$4,025 / week

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avg. 3 hours 22 minutes

from $575 / night

(1) Very Good 

9

Vacation apartment in Boston

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Ask about children
  • Air conditioning
This is a luxury unit that is convenient for tourists and students for Harvard and HBS. Everything is brand new and building includes amenities such as a game room, 24/7 gym, study lounge, event space, and indoor locked bike rack. The space is a great option for couples …see more

from $175 / night

$1,213 / week

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avg. 3 hours 51 minutes

from $175 / night

21

Apartment rental in Boston

Massachusetts / Boston

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
Convenience and comfort all in one apartment. Stay at our newly listed 3 bedroom and 2 bathroom apartment in the heart of North End's Little Italy. Dine at famous restaurants like Neptune's Oyster, Pizzeria Regina, Giacomo's Restaurant, Mike's Pastry, and more. Be steps …see more

from $149 / night

$1,043 / week

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avg. 2 hours 22 minutes

from $149 / night

(1) Excellent 

22

Boston Vacation home accommodation

Massachusetts / Boston

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child friendly
  • Car not necessary
Your next room. Renovated House located on the 3rd fl with 5 bedrooms. King size bed in a private room . Patio/backyard for you to relax, cook and enjoy. 2 bathroom and a full kitchen with coffee maker, toaster, blender and all cookware. We provide free linens, towels. …see more

from $111 / night

$777 / week

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from $111 / 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 $79 / night

$553 / week

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avg. 2 hours 52 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 $98 / night

$686 / week

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avg. 2 hours 52 minutes

from $98 / 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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avg. 2 hours 52 minutes

from $98 / night

27

Vacation home in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
Walk to restaurants, parks, and Boston's most famous historic sites from this one-bedroom Beacon Hill condo, where you'll enjoy a beautifully appointed interior, a wood-burning fireplace, and a location in one of the most desirable neighborhoods in the city. This singl …see more

from $88 / night

$616 / week

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avg. 2 hours 52 minutes

from $88 / 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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from $129 / night

24

Vacation studio in Boston

Massachusetts / Boston

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
"One of Boston’s most picturesque areas, tony Beacon Hill has steep streets lined with Federal-style and Victorian brick row houses lit by antique lanterns. The gold-domed Massachusetts State House overlooks Boston Common, with its winter skating pond. Across Charles St …see more

from $146 / night

$1,022 / week

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avg. 3 hours 55 minutes

from $146 / night

13

Boston Vacation apartment rental

Massachusetts / Boston

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This Apartment was designed with the sophisticated urban dweller in mind, these luxury apartment homes feature expansive, floor-to-ceiling windows, gorgeous hardwood flooring, and sleek modern materials and finishes.Apartment amenities include modern kitchens, expansive …see more

from $399 / night

$2,793 / week

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from $399 / 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 

33

Apartment rental in Boston

Massachusetts / Boston

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Car not necessary
  • Air conditioning
Dressed exclusively for short term rentals 1-bedroom on the 1st floor -parlor with astonishing ceilings, new tall custom windows, new SS appliances and the best of Boston outside your door. Located ½ a block to Restaurant Row, where you’ll find some of the best dining …see more

from $199 / night

$1,399 - $1,749 / week

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from $199 / night

(2) Excellent 

8

Vacation condo in Boston

Massachusetts / Boston

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning
Ideal location in the South Boston neighborhood, easily accessible by public transportation. Only 10 minute cab ride to/from Logan Airport. Only 10 minute walk to Convention Center!! Short walk to Downtown/Financial District, Fort Point, Seaport District and other area …see more

from $300 / night

$2,000 / week

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avg. 1 hour 4 minutes

from $300 / night

(1) Excellent 

16

Vacation apartment in Boston

Massachusetts / Boston

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights 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 $250 / night

$1,750 / week

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avg. 2 hours 47 minutes

from $250 / night

12

Vacation apartment rental

Massachusetts / Boston

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Perfect location steps to Faneuil Hall/Quincy market place, the Financial District and public transportation. Beautiful, bright and modern apartment overlooking park and steps away from the historic Union Oyster House. Walk to the TD garden for a concert, hockey g …see more

from $220 / night

$1,400 / week

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from $220 / night

(4) Excellent 

24

Vacation condo rental

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Beautifully renovated kitchen and bathroom with high end appliances. Beautiful and newly renovated condo in the safe and quiet town of Newton, yet only 15 minutes from Boston. Condo is sun filled and has premium grade appliances. It is warm and welcome for your stay. …see more

from $225 / night

$1,575 / week

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Responds fast!
avg. 2 hours 19 minutes

from $225 / night

(17) Very Good 

24

Apartment rental in Boston

Massachusetts / Boston

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Find Boston Vacation Rentals on FlipKey Find Boston Vacation Rentals on FlipKey Modern apartment in a JP 2 family. Enjoy our extensive collection of fresh local art. This is not your standard run of the mill rental. Collection will occasionally rotate. Currently showing …see more

from $179 / night

$1,150 - $3,550 / week

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avg. 2 hours 31 minutes

from $179 / night

14

Vacation apartment in Boston

Massachusetts / Boston

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Nearest beach 16 mi
  • Ask about children
  • Car not necessary
Excellently located 3 bedroom apartment, in Brighton, Boston. Close to Downtown, Harvard Sq, universities and hospitals. Very near (300 yards) Charles River. Available (Very Flexible dates) from mid December 2018 to End of May, 2019. MInimum stay 2 months. Considerable …see more

from $104 / night

$725 - $795 / week

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from $104 / night

(2) Excellent 

28

Home rental in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • 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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Responds fast!
avg. 2 hours 52 minutes

from $98 / night

(2) 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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avg. 1 hour 57 minutes

from $230 / night

30

Home rental in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning
Enjoy a top-notch location in downtown Boston at this modern condo. With shops, restaurants, and historic sights all around, plus updated amenities, a great balcony, and a community pool, you'll have everything you need. Located on the 30th floor of the Longfellow Pla …see more

from $101 / night

$707 / week

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avg. 2 hours 52 minutes

from $101 / 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

23

Vacation home in Boston

Massachusetts / Boston

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • 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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from $111 / night

(125) 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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from $139 / night