Holiday houses in Brookline

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.

Coolidge Corner-Walk to Subway-Safe and clean

1 Free Parking Spot! 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.

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!

Spacious 3 Bed Near Fenway/Longwood/Boston

Our bright & spacious 3-bedroom apartment features a comfortable, open layout in an unbeatable location. We are just steps from restaurants, hospitals, universities, and some of Boston’s most iconic landmarks. Walk just 4 minutes to the Green Line, 1 mile to Fenway Park, 0.5 miles to the Longwood Medical Area, and only 2 miles from Downtown Boston. Perfect for friends, professionals, families, or anyone looking to experience the best of Boston with convenience and comfort.

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 entire 1bed apt

Entire apartment. No shared spaces. 100% private. Centrally-located beautiful apartment in the heart of Brookline. Prime location, 1 block 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, markets, rest, bars, theater, shops, stores & more!

Your own cottage in the city

Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

The Drew : Vibrant • Comfortable • W/D • City View

Experience Boston in a beautiful luxe jr. 1 bedroom unit! Just a 5 min walk from the T and close to Boston College/Harvard. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed -> Game rooms across the property Air bed and single rolling cot available on request. Ideal for business travelers, couples, nurses, and anyone seeking comfort and peace in Boston.

King Bed | 3 min > Washington Sq | 1 min >T

I've hosted & co-hosted for 4 years. All questions are answered here so you can make an informed decision. 🐾 Pet-Friendly Stay! We welcome pets under 20 pounds for a $175 one-time fee. Guests will be responsible for any damages caused by their pets. Experience the peaceful charm just outside of Boston from our cozy 1-bedroom apartment, located on the 3RD FLOOR about 40 steps (please note: NO elevator access).

Spacious apartment, minutes to green line, parking

Bright and spacious 2-bedroom retreat filled with natural light and timeless New England charm. Located on the 2nd floor this apartment has two inviting bedrooms with a queen and two double beds. This home is perfect for families or longer stays. Unwind on your private deck with outdoor dining and a grill—ideal for relaxing evenings or entertaining. Nestled in a peaceful neighborhood, 5 minutes to green T line.

2 Bd Walk-Up Condo in the Heart of Brookline

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. Paid parking is also available on premise if needed.

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.