Holiday rentals in Brookline

Bright 1st-Fl 2BR Near Hospitals

Bright, stylish 1st-floor 2BR in Jamaica Plain with cozy modern charm. Sun-filled living room with plush sleeper sectional, smart TV, and leafy park views. Fully equipped kitchen with stainless steel appliances, gas range, dishwasher, microwave, coffee & rice maker. Two bedrooms, clean bathroom with fresh towels, strong Wi-Fi. Steps from VA Medical Center, near Brigham & Women’s, Dana-Farber, Children’s, Beth Israel, transit, cafés, and parks. Perfect for work, medical visits, or a city getaway!

The Franklin: Wellness • Aesthetic • W/D • Gym

Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Brookline - Mod Apartment in Classic Neighborhood

So convenient! Walk to Boston U., Coolidge Crnr, Fenway Park and Allston Village for shopping, restaurants, entertainment. Just 3 miles from downtown. 2 blocks from MBTA Station-easy commute to Longwood Med Ctr, Harvard, MIT, Boston College, the Financial District and more. Beautiful, spacious, newly renovated one bedroom apartment – open floor plan, fabulous kitchen and spa bathroom. Designer furnishings throughout and fully equipped. Ideal for the long term biz traveler or couples on holiday.

Boutique Hotel/Brokline | Boston | Longwood area

Stay in the center of the action in this one-of-a-kind place. More than just a place to stay, this 1886 Victorian home is an experience in itself. Imagine waking up every day in a Queen Anne mansion filled with character - wooden details and elegant parlors. Here, history and comfort blend seamlessly. Whether you’re here for weeks or months, you’ll feel at home in an inspiring space designed for slow mornings, quiet reading by the window, and evenings that carry the elegance of another time.

1 FREE parking spot - Coolidge Corner-Close to T

Beautiful flat in the heart of Coolidge Corner. Prime location, a few blocks to the T (subway). Very safe & one of the coolest neighborhoods in town. Hop on the T & you'll only be a few stops away from Fenway Park, Kenmore Sq. & Back Bay. Close to Boston Uni., BC, Downtown, Cambridge, John F. Kennedy Birthplace Museum, Coolidge Corner, Longwood Medical Area, supermarkets, restaurants, bars, theater, shops, stores & more! Entire apartment. No shared spaces. 100% private. Parking included.

Steps to the Green Line & Minutes from Boston! #38

This spacious open-concept rental is one of the largest units on the property, featuring a queen bed, pull-out couch, and private bath—ideal for up to 3 guests. Located in a shared building with keyless self-check-in, it offers comfort and convenience. Nestled in Coolidge Corner near the Green Line, it provides easy access to Fenway Park, Back Bay, and top hospitals like Boston Children’s and Beth Israel, making it perfect for visitors, professionals, and solo travelers alike.

Brownstone Luxury Penthouse Condo

Beautiful and sunny 2 bed 2 bath renovated 3rd floor penthouse condo with access to all that Boston has to offer! Walking distance to shops, groceries, and entertainment, including Fenway Park!, Immediate access to Green Line subway as well as other local transportation! Enjoy our primary bedroom with king size bed and ensuite bathroom, 2nd bedroom with full bed, additional full bathroom, full kitchen with dining area, living room with fireplace, and balcony with sitting area!

Sunlit Brookline Victorian.

Centrally located on a quiet residential street within a short, pleasant walk to local shops, cafes, restaurants, museums, Boston College, Boston University, Longwood Medical area, and Fenway Park. Washington Square T-stop is around the corner, connecting with the rest of metro Boston. Whole Foods, Trader Joe's, and Star Market are within 10 minutes walk. An easy ride to Logan Airport or historical towns of New England. Free two car garage parking, back porch dining area.

Large 3BR - 1 Free parking spot - Walk to Subway

Stay in this wonderful three bedroom apartment with 1 free parking spot! Located on a quiet side street yet conveniently located in the heart of Washington Square. Tastefully decorated with a cozy living room, fully stocked kitchen, each bedroom having a queen bed, and a nice bathroom. Located in the heart of Washington Square you are a stone throw away from a wide selection of restaurants, bars, coffee shops and two blocks away from a super market.

Beautiful Top floor apartment

Located in Washington Square. Easy walk to 3 train lines. Close to Boston College. Mecca for several award winning restaurants and beautiful quiet tree lined streets. Top floor of owner occupied home newly renovated with new furnishings and a private bath. There are 2 bedrooms and a large living room with a tv and upright piano. There is a kitchenette with a new convection oven, Air fryer, Espresso machine and fully stocked kitchen.

Free parking spot – In front of Subway - Location

Beautiful and spacious studio apartment up to 2 people with a free parking spot. Amazing location, in front of the T (subway). It is extremely safe and one of the coolest neighborhoods in town. Hop on the T, and you'll only be a few stops away from Fenway Park and Back Bay. Parking spot disclosure: Parking spot is just 3 minutes walking from the building. Enjoy a stylish experience at this centrally-located place.

2 Bd Walk-Up Condo in the Heart of Brookline

Back on the market and a NEW bathroom remodel! Welcome to our 3rd floor condo in beautiful Coolidge Corner, Brookline! This bright and comfortable two-bedroom condo is perfect for travelers looking for a central location with easy access to the city. Whether you're here for work, visiting family, or exploring Boston, you'll find our space to be a convenient and welcoming home base.