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Holiday rentals in Back Bay, Boston

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Top-rated holiday rentals in Back Bay, Boston

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Hotel room
  2. Fenway - Kenmore
Staypineapple Boston, Back Bay King

If you’re looking to experience Bean Town like a local instead of a tourist, Staypineapple Hotel in the hip South End district is the place you’re looking for. Insiders will tell you that this is the perfect spot for travelers who prefer an unforgettable cultural experience. An amenity fee with tax ($17.47 per day) will be charged upon arrival. Daily pet fees apply.

SUPERHOST
  1. Entire rental unit
  2. Fenway - Kenmore
Classy, Cozy South End Unit

1 bedroom alcove style unit. 2nd floor with kitchen, queen sized bed . Close to amazing restaurants of the South End including Coppa, The Buttery, Kava, Beehive, Banyan, B&G Oysters, Stephie's on Tremont, Toro and more. 5 minute walk from Back Bay Station. Pet friendly-dog park one block away. Two high powered AC units, full cable, wifi and kitchen.

SUPERHOST
  1. Private room
  2. Fenway - Kenmore
Fenway Park Vintage Brownstone B&B - 3B

This charming brownstone, built in 1896, is set on quiet, tree-lined Bay State road, one of the "10 Boston’s Best Secret Streets" by Travel and Leisure. It is under the Boston landmark Citgo Sign, within 5 minute walking distance to Fenway Park, Kenmore Sq, Charles River and Boston University. The property has been lovingly maintained as a private residence for two generations. All original architectural details have been preserved with Victorian charm. Guest rooms are on the 3rd or 4th floor.

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Other great holiday rentals in Back Bay, Boston

SUPERHOST
  1. Private room
  2. Fenway - Kenmore
Classic Boston Brownstone - Walk to Everything
  1. Hotel room
  2. Fenway - Kenmore
King Bed at The Verb Hotel with Outdoor Pool
SUPERHOST
  1. Entire apartment
  2. Back Bay
Charming Back Bay, Beacon St. Apt. w/ Private Roof
  1. Entire rental unit
  2. Back Bay
Stylish Studio on Newbury St, THIS IS BOSTON!; #12
SUPERHOST
  1. Entire rental unit
  2. Back Bay
(C11) Newly Styled Back Bay Studio!
SUPERHOST
  1. Entire rental unit
  2. Fenway - Kenmore
Great city views top floor one bed #7
SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates #5
  1. Entire rental unit
  2. Fenway - Kenmore
Spacious South End Condo * Free on street parking*
SUPERHOST
  1. Entire rental unit
  2. Fenway - Kenmore
Gorgeous Beacon Hills Studio next to State house
  1. Private room
  2. Cambridge
The Modica Estate #1
SUPERHOST
  1. Private room
  2. Cambridge
The Modica Estates 4th listing Room 1
SUPERHOST
  1. Entire apartment
  2. Back Bay
Cozy - Comfy Studio in Back Bay! (w/ Free Parking)