Holiday houses in Brookline

5 out of 5 average rating, 108 reviews

Apartment 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

Apartment in Fenway-Kenmore

4.8 out of 5 average rating, 271 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

Apartment 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.

4.87 out of 5 average rating, 226 reviews

Condo 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, 343 reviews

Apartment 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.

Guest suite in Jamaica Plain

4.97 out of 5 average rating, 293 reviews

Private & serene getaway in beautiful JP

Quiet, private & serene walk-up 3rd floor apt. Separate entrance, full bath & kitchenette. Bright and spacious. 3 blocks from the center of JP with great restaurants and shopping. 5 min. walk to the 39 bus to Longwood Area and Back Bay. 15 min. walk to the Orange Line T (subway); 1/2 block from Jamaica Pond. 5 min. walk to the Arboretum. Our space is NOT good for people with large luggage! Tons (truly) of street parking, no permit or restrictions.

4.92 out of 5 average rating, 122 reviews

Home in Brookline

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 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.

4.95 out of 5 average rating, 252 reviews

Luxury 2B1B Apt. Amazing Location

Completely renovated 2B1B apartment in the central of Brookline. The full kitchen has everything you need. One king bed in the master bedroom, two full beds in the second bedroom. This is a Garden-level unit with a free parking space. A short walk to T-Stop, restaurants, cafés, groceries and more. About 1 mile to Longwood Medical Area, Fenway and BU. Our places are professionally cleaned & sanitized.

Guesthouse in Chestnut Hill

4.93 out of 5 average rating, 115 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, 242 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

4.98 out of 5 average rating, 659 reviews

Guest suite in Newton

Spacious suite with private entrance, parking spot

Spacious suite on the third floor of a Victorian home. Private entrance. Off-street parking for one car. Short walk to Boston express bus and other bus lines to Fenway, downtown, Cambridge and other areas. Less than two miles from Boston College. Seven miles from the center of Boston.

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Popular amenities for Brookline holiday rentals

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Air conditioning

Stay near Brookline's top sights

Boston University12 locals recommend

Fenway Park112 locals recommend

Museum of Fine Arts87 locals recommend

Other great holiday rentals in Brookline

Condo in Fenway-Kenmore

4.62 out of 5 average rating, 326 reviews

Modern, Cozy 2 Bedroom in Brookline

BrettRating, 5 stars2 days ago

Great price for a 2 bedroom. We were in town to see some Red Sox games, it was a quick uber ride to the park. It's in a quiet residential area, but easily access to most things in Boston. Nothing fancy, but a very clean and quiet place for a great price. Emily is a great host, easy check in procedures and she is very responsive.

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, 22 reviews

1 FREE parking spot Coolidge Corner 1 bed Airbnb

JaimeRating, 5 stars6 days ago

This was the perfect place for me and my two children. The place was very clean, quiet and it was exactly as described in the listing. The location is excellent with many great restaurants and shops around the corner. Off-street parking was a bonus and the train is right across the street. Joseph is a great host; he was quickly responsive to questions and a helpful resource. I would absolutely come here again and highly recommend.

4.8 out of 5 average rating, 5 reviews

Apartment in Brookline

The Garden Apartment

MaliaRating, 5 stars2 days ago

This place was beautiful and in a great neighborhood. We had an exceptional experience. The beds and bathroom were spotless and Chantal communicated quickly and proactively. Toiletries, a fan, and a tv were all ready when we arrived along with a thoughtful welcome note from the host. There were even fresh flowers in the bedroom and bathroom. Very close to the train too. I highly recommend the garden apartment for your next trip to Boston.

Superhost

Home in Jamaica Plain

5 out of 5 average rating, 14 reviews

Brookline Carriage House, Longwood, Fresh Eggs!

AmeliaRating, 5 stars2 weeks 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, 14 reviews

A Brookline Sanctuary

JulietaRating, 5 stars1 week ago

The “sanctuary” is very beautiful! Super comfortable room, kitchen, dining room and living room very well distributed and decorated, the bathroom is huge and impeccable! It was a great stay! The neighborhood has many restaurants nearby and is very vibrant. And it's not far from Harvard, we biked there and it took us only 20 minutes. It is a bit further from downtown, you need to take a bus and then the subway, but the ride is nice. But it is very accessible by car. We would definitely go back!