Vacation 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.

Newly renovated Brookline 1bd Apartment

Private, fully updated apartment in the heart of Brookline Village near Longwood Medical Center. Enter through a private entryway. The unit has a full kitchen, dishwasher, oven and a refrigerator. The living room has a couch and tv with cable. Unit includes washer-dryer, wifi, and utilities. Many restaurants/ shops/ grocery minutes from away. Close access to public transportation. We live upstairs with 2 young kids. Guests may hear them around 7am. Brookline Short Term Rental License # 2023-1

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.

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

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.

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.

Coolidge Corner-1st Floor-Close to the Subway!

Located just a few blocks from the T (subway). Boston University is right around the corner, and Coolidge Corner, with its cafés, restaurants, theaters, and shops. Hop on the T and you’re only a few stops from Fenway Park, Kenmore Square, and Back Bay. The Longwood Medical Area is also nearby, making it an ideal location for students, professionals, and visitors alike. With supermarkets, coffee shops, pharmacies, and local bars all within walking distance.

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.

Walk- Close to Public Transp - Family Neighborhood

Beautiful and spacious 2 beds / 1 bathroom apartment in a family friendly neighborhood. Location location location! A few mins walking to T (subway). Super safe and one of the coolest neighborhoods in town. Walk everywhere! This super convenient neighborhood is steps from local gems: Trader Joe's, Target, and the vibrant Coolidge Corner Theatre. Hop on the T and you'll be only 4 stops away from Fenway Park, Kenmore Square, and Back Bay.

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.

The Garden Apartment

Conveniently located in the heart of Brookline. Private entrance. Lovely garden with outdoor furniture in a quiet neighborhood. Kitchenette with refrigerator, microwave, washer and dryer. TV, Wifi, and private bath. Parking available. Walking distance to shops and restaurants. Easy access to downtown Boston. Two Green Line T-stops are each 0.4 miles away. Maximum two people.