50 Best Boston Apartments on Holiday Lettings - Condos

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263 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

(21) Excellent 

65

Apartment rental in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Contemporary One Bedroom, One Bath fully furnished condominium home (711 SF) at a Luxury Condominiums Building at the Boston/Charlestown historic Navy Yard, on the waterfront of Boston Harbor, situated right on the freedom trail and historic attractions such as the USS …see more

from $165 / night

$1050 - $1595 / week

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Responds fast!
avg. 2 hours 15 minutes

from $165 / night

(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

(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 $600 / night

$3600 / week

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from $600 / night

(1) Very Good 

26

Vacation apartment in Boston

Massachusetts / Boston

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
This perfectly situated 4 bedroom apartment & 2 full baths was just completely renovated in 2014. Each bedroom features queen size beds. It has brand new full kitchen with granite countertops and new cabinets. Open living room with decorative fireplace. Hardwood floor t …see more

from $375 / night

$2600 / week

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Responds fast!
avg. 2 hours 51 minutes

from $375 / 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! With direct access to downtown and high end amenities, this property is made to suit all of your needs during your Massachusetts escape! From the moment you arrive at t …see more

from $280 / night

$1680 - $3255 / week

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Responds fast!
avg. 22 minutes

from $280 / night

(1) Very Good 

44

Vacation home in Boston

Massachusetts / Boston

3 13 Min stay varies

  • 3 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Look no further. You have found your next renovated vacation home! Three Bedroom and two Bathroom. Perfect location to the city, universities, beach, Boston's Convention Center and more. Enjoy Free street parking; Steps to Savin Hill subway; Beach at 8 minutes away &Bus …see more

from $219 / night

$1533 / week

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from $219 / night

(8) Excellent 

21

Apartment rental in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Car not necessary
Steps from the Boston Common and Public Garden, Freedom Trail, the Charles River, and the gold-domed State House, this charming 1 bedroom condo comfortably sleeps 4. Very close by are Faneuil Hall, the Esplanade, Mass General Hospital, the North End, Boston Garden, Newb …see more

from $199 / night

$1393 / week

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Responds fast!
avg. 2 hours 40 minutes

from $199 / night

(1) 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

$2000 / week

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Responds fast!
avg. 2 hours 53 minutes

from $300 / night

33

Boston Vacation apartment rental

Massachusetts / Boston

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • 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 $160 / night

$1120 / week

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from $160 / 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

$1651 / week

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from $275 / night

24

Vacation apartment in Boston

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Pet friendly
Welcome to the heart of Boston's little Italy! This convenient unit is located on the second floor of a safe and easy access building. Kitchen is fully stocked, including cookware, utensils, plates, bowls, mugs, wine glasses, and anything you need for an in-stay dinner! …see more

from $280 / night

$1960 / week

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from $280 / night

(14) Excellent 

8

Vacation apartment in Boston

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • 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

from $235 / night

$1450 - $1690 / week

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from $235 / 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

$750 - $1911 / week

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from $185 / 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 is …see more

from $99 / night

$693 / week

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from $99 / night

(1) Excellent 

7

Apartment rental in Boston

Massachusetts / Boston

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Ask about children
  • Air conditioning
Classic and Comfortable furnished apartment in Boston's Beacon Hill neigbhorhood. Located next to Mass General Hospital and steps to downtown, financial district and the north end/waterfront. Renovated kitchen featuring; granite breakfast bar maple cabinets and stainl …see more

from $350 / night

$1750 / week

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from $350 / night

13

Apartment rental in Boston with shared pool

Massachusetts / Boston

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Stay right in the heart of the Seaport District of Boston where there are endless options of restaurants, bars, clubs, and activites to do! This apartment is in a luxury building with includes ameneties such as: gym, resident lounge, conference room, rooftop pool, and …see more

from $300 / night

$2100 / week

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from $300 / night

24

Home rental in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Immerse yourself in Boston's timeless charm at this one-bedroom penthouse, a historic home with a wood fireplace, an ideal location, and a shared roof terrace with stunning views of the city. This six-floor building, which dates back to 1899, sits on Commonwealth Avenue …see more

from $60 / night

$420 / week

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from $60 / 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

$1475 / week

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Responds fast!
avg. 2 hours 5 minutes

from $225 / night

(3) Very Good 

45

Boston Vacation apartment rental

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautiful, newly renovated light-filled, welcoming 2 bedrooms sleeps 4-6 . located on 2nd floor walkup with hardwood floors and brand new kitchen and bathroom. Kitchen is bright and lovely and can accommodate 4 guests. The two bedrooms have a queen bed in each, and …see more

from $139 / night

$973 / week

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from $139 / 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 - $1100 / week

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from $135 / night

(5) 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 $140 / night

$900 - $2000 / week

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from $140 / night

7

Vacation apartment in Boston

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
Welcome! Your next step is to reply to the Vreasy emails/texts and fill in your arrival info. Without this step, we can't guarantee a timely check-in. Thanks for booking! Check in is at 4pm or any reasonable time thereafter. You must coordinate the specific time with o …see more

from $185 / night

$750 - $1760 / week

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from $185 / night

(1) Good 

11

Boston Vacation apartment rental

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
Cute and cool one bedroom duplex apartment on the 2nd floor, located in the North End's most lively stretch. Bedroom with a queen size bed and bathroom with a tub and shower are on the upper floor; kitchen and living room on the lower floor with a sofa bed. Amenities in …see more

from $79 / night

$553 / week

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Responds fast!
avg. 2 hours 50 minutes

from $79 / night

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 En …see more

from $60 / night

$420 / week

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from $60 / night

(28) Very Good 

11

Vacation condo in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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

from $191 / night

$1175 - $1400 / week

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from $191 / night

(12) Very Good 

7

Boston Vacation apartment rental

Massachusetts / Boston

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Located in the heart of Boston's prestigious Back Bay, this is a lovely architecturally renovated historic Victorian brownstone building. You will have all of the modern conveniences of home, in this unique historic setting, and you will be just minutes away from all th …see more

from $329 / night

$3000 / week

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from $329 / night

20

Boston Vacation home rental

Massachusetts / Boston

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Location! Modern house across the street from Whole Foods (1 minute), CVS, Coffee, etc. and the train station, 5 minutes to heart of the city! Next to Museum of Science and 15 minute walk from Galleria Mall. Close to everything. Walk to the freedom trail and downtown by …see more

from $349 / night

$2443 / week

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Responds fast!
avg. 3 hours 23 minutes

from $349 / night

(1) Excellent 

24

Vacation home rental

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience Boston’s alluring charm at this 2-bedroom, 1-bathroom vacation rental house, which sleeps 6. Featuring outstanding amenities and a close proximity to the city’s most exciting attractions - your Massachusetts getaway begins here!  Settled near the heart of Bo …see more

from $139 / night

$834 - $1554 / week

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Responds fast!
avg. 22 minutes

from $139 / night

(26) Excellent 

Certificate of Excellence

64

Vacation apartment in Boston

Massachusetts / Boston

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Luxury two story plus third floor square footage 1900, leads you to your private roof deck. Beautiful skyline of Boston and gorgeous harbor views from all rooms. Kitchen is fully stocked with everything you need to prepare meals. Stainless steel appliances, washer, dry …see more

Certificate of Excellence

from $400 / night

$2800 / week

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Responds fast!
avg. 3 hours 21 minutes

from $400 / night

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 $225 / night

$1500 - $1700 / week

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from $225 / night

26

Studio rental in Boston

Massachusetts / Boston

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
This lovely South End condo has historic charm and a great, central location! This condo is nestled among the scenic brownstones in South End Boston. Enjoy walks in the heart of one of Boston's most historic neighborhoods, check out the restaurants and shops within a fe …see more

from $50 / night

$350 / week

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from $50 / night

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 th …see more

from $71 / night

$497 / week

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from $71 / night

(7) Good 

43

Apartment rental in Boston with shared pool

Massachusetts / Boston

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Nice modern 2-bedroom apartment with 2 separate bedrooms and a big living room with a balcony. Sleeps 5. Clean, neat completely furnished with all necessary amenities either for short or long term rental. Free parking on the street, laundry in the building. Swimming poo …see more

from $120 / night

$855 - $1415 / week

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from $120 / night

(10) Very Good 

4

Boston Vacation apartment accommodation

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. Located in the heart of Boston's prestigious Back Bay, this is a lovely architecturally renovated historic Victorian brownstone building. You will have all of th …see more

from $249 / night

$1743 / week

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from $249 / night

(4) Very Good 

5

Vacation apartment in Boston

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
The first in Boston for Vacation Rentals, since 1985. Member of the Greater Boston Convention Bureau since. Located in the heart of Boston's prestigious Back Bay, this is a lovely architecturally renovated historic Victorian brownstone building. You will have all o …see more

from $230 / night

$1604 / week

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from $230 / night

(3)  

9

Vacation apartment in Boston

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
This unit is bordering the Boston Commons and right smack dab in the middle of Downtown. We have done the best with what we have, and we hope our guests have reasonable expectations and a very pleasant stay! Please be warned that the Owner of the building has asked tha …see more

from $191 / night

$700 - $1705 / week

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from $191 / night

11

Boston Vacation apartment rental

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
Nice studio in the heart of it all. Located on Tremont Street, across street from Boston Common, the Theater District, and Downtown. Studio includes full-size bed, dresser, TV/wifi, renovated kitchen, full bathroom. The space **KINDLY NOTE:** The discounted price you …see more

from $210 / night

$800 - $1810 / week

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from $210 / night

23

Vacation home in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Your next private room. Renovated House located on the 3rd fl with 5 bedrooms. 2 double bed in a private room . Mini Fridge in the room. Patio/backyard for you to relax, cook and enjoy. 2 bathroom and a full kitchen with coffee maker, toaster, blender and all cookware. …see more

from $79 / night

$553 / week

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from $79 / night

11

Vacation townhouse in Boston

Massachusetts / Boston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Beautifully appointed and private townhouse in the Bay Village section of the South End. Your group will have plenty of room to spread out over two levels. On the first level there is an open kitchen, living room and dining area. The couch folds flat to become a full si …see more

from $219 / night

$1500 - $1850 / week

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Responds fast!
avg. 43 minutes

from $219 / night