Holiday rentals in Brookline

5 out of 5 average rating, 108 reviews

Flat in Allston

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

4.8 out of 5 average rating, 270 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.

4.89 out of 5 average rating, 676 reviews

Flat in Dorchester

2 bedroom 1st Floor Apartment in Savin Hill

This is a private apartment: living room, one bedroom with a queen size bed and 2 single bed 'Castro Convertibles' and one bedroom with a single bed, bathroom, fully equipped eat in kitchen, back porch and yard. Excellent access to public transportation, downtown area, and tourist attractions. Also suitable for longer stays. One of your hosts is a nurse and we would be happy to host travel nurses. Very convenient to MGH and Longwood Medical area. Please let us know if you are interested.

4.89 out of 5 average rating, 319 reviews

Home in Jamaica Plain

Treetop Haven in the City

This is a sweet, cozy space that is not fancy but homey. You will have everything you need for a comfortable stay including a complete kitchen with everything you will need to make your own meals. We are conveniently located, near the subway and buses, supermarkets, restaurants, and coffee shops. We are within two blocks of the jewel of the Emerald Necklace, Jamaica Pond, and other green spaces. Read our reviews so you can see what previous guests have loved about Treetop Haven.

4.87 out of 5 average rating, 225 reviews

Apartment in Brookline

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.

4.92 out of 5 average rating, 342 reviews

Flat in Newton

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the 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.

Home in Brookline Village

4.92 out of 5 average rating, 121 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!

Superhost

Flat in Brighton

4.8 out of 5 average rating, 10 reviews

The Harvey: Large • Near T • Gym • Kitchen • W/D

Experience Boston in this beautiful studio unit near 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. 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 experience Boston in style!

Guest suite in Jamaica Plain

4.96 out of 5 average rating, 201 reviews

Light-filled Private Suite on Beautiful Street

In the heart of hip JPVillage. Peaceful - and private - 3rd floor suite - in our home. This is a great place to be based for visiting Boston: attending conferences, seeing your kids, the various hospital complexes and the sights. Two minute walk to Jamaica Pond and five minute walk to one of Boston's park gems, the Arnold Arboretum. Plenty of Hubway bicycle kiosks as well as bus and "T" access close by.

Guest house in Chestnut Hill

4.93 out of 5 average rating, 114 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.

4.89 out of 5 average rating, 552 reviews

Flat in Jamaica Plain

Serene Studio in a Perfect Location

Our 500 sf 2 room apartment is quiet, private & ideally situated in the heart of Jamaica Plain-just a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, and all the necessities-wifi, 4K smart TV, large eat-in kitchen, Nespresso coffee, and free on-street parking.

4.89 out of 5 average rating, 241 reviews

Guest suite in Brookline

Brookline Home with a Garden

The 1 bedroom apartment is in the basement of our single family home. There is free parking. It is equipped with its own entrance, bathroom, kitchenette, porch, and garden. There is 1 queen bed in the bedroom and 1 full bed in the studio living area. ***No kids under the age of 12 allowed

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Stay near Brookline's top sights

Boston University12 locals recommend

Fenway Park110 locals recommend

Museum of Fine Arts87 locals recommend

Other great holiday rentals in Brookline

Apartment in Coolidge Corner

4.62 out of 5 average rating, 322 reviews

Modern, Cozy 2 Bedroom in Brookline

KaityRating, 5 stars2 weeks ago

Great location and just what we needed as a home base for a night in Boston! The hosts were great with our accommodations for an early check in time.

Loft in Coolidge Corner

4.75 out of 5 average rating, 265 reviews

Steps to the Green Line & Minutes from Boston! #33

SpencerRating, 5 stars1 week ago

Nice area and looked like the photos. Responsive and helpful!

5 out of 5 average rating, 21 reviews

1 FREE parking spot Coolidge Corner 1 bed Airbnb

JohnRating, 5 stars2 weeks ago

Nice apartment for one or 2 people in a great location, with a T stop a block away. Great communication with Joseph, who is also a very considerate host. I used the parking permit for a friend, but the car was towed anyway. It was possibly our fault for parking in the wrong spot, but Joseph refunded to us the towing charge and related fees. Much appreciated.

Flat in Brookline

4.67 out of 5 average rating, 3 reviews

The Garden Apartment

MirlaRating, 5 stars1 week ago

My mom and I had a wonderful stay at Chantal’s. I wish we had the chance to stay longer, but we had just a one night stay while in the area for a show. Chantal is very responsive and made sure we had clear check in instructions and everything we needed during our stay. We were given the option of checking in a bit early even though we already planned to arrive later. When we met Chantal on our way out to the train station she was very welcoming and friendly. The space was very comfortable and felt like home. Very nice bathroom and kitchen areas connected to the room. The surrounding area is very beautiful as well and easily walkable especially to catch the train into our out of Boston. Would love to stay at Chantal’s again!

Superhost

Home in Brookline Village

5 out of 5 average rating, 14 reviews

Brookline Carriage House, Longwood, Fresh Eggs!

AmeliaRating, 5 stars1 week ago

Beautiful space. It was peaceful and quiet. We love to cook and the kitchen was inviting, large and had all the basics we needed. With a market in walking distance, we had all we needed. Fresh eggs two of the three mornings, was an added bonus! The house truely felt like a home away from home.

5 out of 5 average rating, 12 reviews

A Brookline Sanctuary

AmandaRating, 5 stars5 days ago

A wonderful modern clean place to stay that’s in a beautiful area. The indoor space is complemented with outdoor space to relax among some greenery (at least in spring/summer when I visited.) Ohad made sure I had the info I needed and was quick to respond when I had a question! And, it’s a 15 min walk to great cafes, food, grocery store, and shopping. Would definitely stay here again!!

4.89 out of 5 average rating, 18 reviews

2bd/1.5ba Next to BU 2501

MonaRating, 5 stars5 days ago

Me and my husband spent 3 days in Boston with my parents celebrating their 60th wedding anniversary. The place was beautiful and super clean, we were very impressed. Close to transportation, great neighborhood. Very quiet apartment and a nice balcony. I would love to go back and stay at the apartment.