Holiday rentals in Brookline

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Top-rated holiday rentals in Brookline

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Top guest favourite

Flat in Allston

5 out of 5 average rating, 113 reviews

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.

Superhost

Flat in Coolidge Corner

4.81 out of 5 average rating, 287 reviews

Cozy Apartment - BU/Fenway/Longwood- Free Parking!

Our cozy apartment is located on a quiet street, steps from many popular restaurants, cafes and bars. One parking spot is also provided! Located only a 5 minute walk to the Green Line subway, 2 miles to Downtown Boston, 0.3 miles to Boston University, 0.5 miles to Fenway, and 0.5 miles to Longwood (Beth Israel, Brigham & Women’s, Dana Farber and Children’s Hospital). We're also less than a mile from many of the cities best attractions - Kenmore Square, Newbury St, Back Bay and so much more.

Guest favourite

Flat in Coolidge Corner

4.81 out of 5 average rating, 97 reviews

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! 1 shampoo/conditioner/shower gel/lotion. 1 loofah & 2 toothbrushes inc

Top guest favourite

Flat in Coolidge Corner

4.97 out of 5 average rating, 31 reviews

A Brookline Sanctuary

You're in the heart of Brookline! LOCAL: Minutes away from a French bakery , Thai restaurant, taqueria, liquor store and small grocery store. More restaurants, cafes and bars down the street in Coolidge Corner and Washington Sq. BOSTON: 5-minute walk to subway stop. 10-min subway ride to Fenway Park. Direct subway to tourist spots! Easy transfer to Cambridge . Perfect for visiting Boston, a friend, a student or colleges. Enjoy the entire floor to yourself with a private entrance!

Superhost

Flat in Brookline

4.84 out of 5 average rating, 292 reviews

2 Bed Apartment-BU/Fenway/Longwood -free parking!

Our spacious 2 bedroom apartment is set on a quiet street in a vibrant area. We are located steps from many popular restaurants, cafes and bars. One parking spot is also provided! Located just 2 miles west of Downtown Boston, 0.3 miles to Boston University, 0.5 miles to Fenway Park, 0.5 miles to Longwood Medical, & 5 minute walk to the Green Line subway. We're also less than a mile from many of the cities best attractions including Kenmore Square, Newbury st, Back Bay and so much more!

Superhost

Flat in Coolidge Corner

4.87 out of 5 average rating, 30 reviews

Location - Walk to T - Big 1 bedroom - Very clean!

Beautiful and spacious 1 bedroom apartment in the heart of Brookline for up to 2 people with 1 tight but beautiful free parking spot. Amazing location, a few blocks to 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 not suitable for SUVs larger than a TOYOYA RAV4. If you have a large vehicle, please consider other parking options.

Guest favourite

Townhouse in Brookline

4.95 out of 5 average rating, 21 reviews

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.

Superhost

Flat in Brighton

4.76 out of 5 average rating, 17 reviews

The Finsen: Full Kitchen • City Access • W/D • Gym

Welcome to your new home away from home right by the heart of the city! Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston long term. Additional sleeping arrangements can be provided Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> Fully Stocked Kitchen -> Washer & Dryer -> 1 Queen Bed Ideal for business travelers, couples, nurses, and everyone looking to stay long term in Boston.

Superhost

Apartment in Brookline

4.86 out of 5 average rating, 238 reviews

Luxurious Townhouse Close to Coolidge Corner

This elegant Châteauesque penthouse was originally built circa 1890 and has been gut-renovated to its full grandeur. The kitchen and dining area features oversized windows that flood the space with natural sunlight. The chef’s kitchen is perfect for cooking and entertaining. Four beautiful and spacious bedrooms for guests to rest and relax. One parking space for a compact car is included for guests as well as easy walk to the T and an easy train ride downtown.

Guest favourite

Home in Brookline Village

4.92 out of 5 average rating, 139 reviews

Pretzel Factory Loft w/Peloton

Creative loft style house that is home to a fashion designer and her family! Two floor loft like living very centrally located in Brookline MA. Very centrally located in Brookline Village. A few minutes walk to the T and very close to the hospital district. Whole house perfect for the whole family with fast Wifi and garage parking. Search for 'Everywhere Architecture' & click on 'White Place' to see more pictures!

Guest favourite

Guest house in Chestnut Hill

4.94 out of 5 average rating, 128 reviews

Private Carriage House near Newton Center and BC

Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.

Guest favourite

Apartment in Jamaica Plain

4.88 out of 5 average rating, 556 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).