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30 Holiday homes in Boston

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20 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £119 /night

£831 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
A most convenient, central, yet very quiet location, 10-20 minutes walk from Boston downtown, North End, Faneuil Hall, financial district, Cambridge Kendal Square. On the Freedom Trail and minutes walk form the USS Constitution, the Navy Yard Museum, TD Garden A very easy public transportation right across - minutes to Logan Airport, downtown Boston and Cambridge  …see more

4 Photos

House | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £164 /night

£1145 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Welcome to an antique house from 1815 in the heart of Boston's Beacon Hill neighborhood. This small house has a very comfortable charm while incorporating modern conveniences. Previous owners from the very earliest years opened their home to boarders and we continue ...  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 2

3 Nights min stay

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from £160 /night

£1118 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Modern two bedroom condo in the heart of Southie.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £117 /night

£813 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This brand new, luxury unit is located within a modern building set among historic row houses in Boston's South End neighborhood and highlights a private roof deck with sweeping city views, a gas grill and patio furniture. Both bedrooms feature queen sized beds with ...  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

Min stay varies

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from £147 /night

£1025 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Sleeps 6 1 – Queen bed 1 – Sleeper sofa 1 – Air mattress Welcome aboard our super spacious houseboat, Cuckoo's Nest II! Nestled in a protected marina in Boston Harbor, this well appointed 42” houseboat has everything you need and more for an unforgettable...  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £104 /night

£723 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Boston South End Vacation Loft This Loft will enchant you on your next Boston Vacation. 850 square feet of amazing space, with a separate bedroom, ceiling measuring 13 feet and a wall of windows that overlooks the Boston Back Bay Skyline. Enchanting. It is wher...  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £259 /night

£1808 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
2 bedroom apartment just off of Boylston Street in the heart of Boston. Near Fenway Park, around the corner from Boylston and Newbury Streets. Between Northeastern University and Berklee School of Music. Right next to the Fens Public Garden. Around the corner f...  …see more

20 Photos

Condo | 2 Bedrooms | sleeps 5

Min stay varies

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from £133 /night

£926 - £1325 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Large (~1,100sqft / 100sqm) 2 bedroom garden apartment in a luxury historic rehabbed building in the Back Bay. Comes with all the comforts of home including full linens, kitchen items, shower items, etc. Rules: NO SMOKING ANYWHERE! NO PETS! Breaking the rules will result in a fee of $1,000 + damages.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £138 /night

£961 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
location: boston (back bay - copley square - famous newbury street -across fairmont copley hotel accommodations: condo, 1 bedroom executive suite + convertible bed(s), 1 bath *** 30 yards from the boston marathon finish line ...  …see more

8 Photos

House | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £173 /night

£1205 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Our home is situated in a beautiful corner brownstone in the middle of Boston's South End, walking distance to the main Boston attractions (Prudential Center, Back Bay, Boston Common and the Freedom trail) and the best Boston restaurants. We live on the top two floo...  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £110 /night

£769 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Beautiful modern condo, on a safe and quite street in an alarmed building with 24 hour security on the street. This street lined with circa 1880 classic Boston brownstones was converted to luxury condominiums 100 years later in the 1980s. This beautiful condo was ren...  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £65 /night

£452 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Please Note: Availability is not updated on the FlipKey calendar. Offering a quaint studio apartment on the garden level of our Victorian townhouse in the historic South End, near Copley Square and the Prudential Center. The unit has traditional decor, hardwood floo...  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £112 /night

£784 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Boston is a beautiful, historical walking city - if you stay in the North End which is the focal point of all the Sights & Activities that every visitor to Boston wants to see. By staying in the North End you can enjoy ALL YOUR TIME in Boston instead of getting stuck...  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £67 /night

£463 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Furnished one bedroom apartment with newly renovated kitchenette including granite counter and full size stainless refrigerator. Convenient location in Boston's vibrant South End neighborhood where small bistros and boutiques are mixed with historic residences and br...  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £81 /night

£561 - £669 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Please Note: Availability is not updated on the FlipKey calendar. In Boston's famous South End neighborhood, on a pretty tree-lined street, you will enjoy this convenient street-level, one bedroom apartment with private entrance. This spacious unit offers a queen...  …see more

10 Photos

House | 3 Bedrooms | sleeps 8

4 Nights min stay

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from £205 /night

£1431 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Brown Stone town house in beautiful tree lined street right in the heart of Brigham Circle/Long Wood area. Subway station, Restaurants bars, coffee and donuts,banks, shoppings, Harvard Medical, major universities all steps away.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £216 /night

£1507 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This beautiful North End apartment is nuzzled on a quaint street and located in the heart of downtown Boston. The master bedroom is spacious and bright with access to its own bathroom. The second bedroom is located on the garden level floor that opens to private pa...  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £110 /night

£769 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
DESCRIPTION: Beautiful top floor, private condo, on Commonwealth Avenue next to the Harvard Club and the Eliot Hotel by Massachusetts Avenue. This street is lined with Boston's finest buildings. Built in 1899, this address was converted condominiums in the 1980s and ...  …see more

20 Photos

Apartment | 4 Bedrooms | sleeps 7

4 Nights min stay

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from £452 /night

£3163 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Stunning 4 bedrooms, 3 working fireplaces. 2500 sq feet and absolutely beautifully furnished. Everything from a Sub Zero fridge to high thread count linens! Before I priced my place, I researched many listings and my place is the best deal and the most beautiful by F...  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £86 /night

£597 - £723 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Please Note: Availability is not updated on the FlipKey calendar. Enjoy a rare opportunity to stay in popular and prestigious Back Bay at affordable rates in this comfortable, spacious one-bedroom furnished apartment in a classic Victorian brick brownstone. The li...  …see more

11 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £130 /night

£904 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
the grand view on jones hill savin hill - umass boston - minutes from south end this wonderful house has been redone with a sophisticated quality renovation. It is located on jones hill in the savin hill neighborhood of dorchester, walkable to savin hill and the re...  …see more

7 Photos

House | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £135 /night

£940 - £1031 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Please Note: Availability is not updated on the FlipKey calendar. Cambridge Vacation Rental House is exquisitely decorated with furnishings from southeast Asia and Africa. The first floor includes a living room, dining area, spacious kitchen, full bathroom, family r...  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £181 /night

£1266 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Enjoy an architecturally unique suite in a Back Bay brownstone. This 150 year old renovated brownstone is located in one of Boston's most prestigious and historical neighborhoods. Just steps away enjoy sailboats and summer concerts along the Charles River or relax i...  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £121 /night

£844 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This 2 bedroom, 2 bathroom totally self contained apartment is located on the 2nd and 3rd floor of a 3 floor building. (Totally separate 1st floor apartment is occupied by a family member.) There is a king bed and queen bed both with luxury mattresses. 2 full bathro...  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £112 /night

£784 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Sawyer on Jones Hill Savin Hill - Umass Boston - Minutes from South End The Sawyer is what most travelers wish to find and rarely do. While easy street parking is readily available, this location is walking distance to the subway for a direct line into downtown and...  …see more

8 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £112 /night

£784 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The Sky View on Jones Hill Savin Hill - Umass Boston - Fantastic View The Sky View high atop Jones Hill in Boston has panoramic views with an additional living area/extra bedroom on the second floor, while the rest of the unit is magnificently presented on the thir...  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £82 /night

£573 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
the alameda 2 at weld farm west roxbury – friendly neighborhood – commuter rail access our alameda 2 property features a vintage 1920's floor plan and tall ceilings. The unit offers 3 bedrooms and an additional study for your comfort. The alameda 2 hosts a l...  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

Min stay varies

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from £136 /night

£952 - £988 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Welcome to the historic and magnificent South End of Boston! Listed on the National Register of Historic Places, the South End is North America's largest surviving Victorian residential neighborhood. Our home on Appleton Street comes fully furnished, including a ...  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 7

Min stay varies

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This floor through unit is on the third level of the property, 2 flights up from the entrance of the building, allowing additional privacy and quiet to its guests. The kitchen is fully-equipped with appliances, including oven, refrigerator, and microwave, as well as ...  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 1

4 Nights min stay

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from £130 /night

£904 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
We have lived in this area for years but are moving away and feel it will be a great get away for folks that want to visit Boston, but not pay the huge price. Its in Roslindale, just outside the square where there are tons of cools shops and places to eat and drink.  …see more