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Family-friendly holiday rentals in Brookline

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Brookline

  • Total holiday rentals

    Explore 390 holiday rentals in Brookline

  • Nightly prices starting at

    Brookline holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 18,370 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    390 of Brookline holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Brookline rentals

  • 4.8 Average rating

    Brookline stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Brookline’s top spots include Jamaica Pond, Reservoir Station and Boston College Station

Top-rated family-friendly rentals in Brookline

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Chestnut Hill
4.76 out of 5 average rating, 243 reviews

ThouArtHome, BC, DanaFarber, Parking, PetFriendly.

If you're looking for a comfortable and convenient home base in Boston you will love this place! This spacious apartment has all you need for a comfortable stay. Located near public transportation, major hospitals, and within walking distance of Boston College, it features a full kitchen and laundry facilities. Our housekeeper keeps the space spotless, and the private entrance ensures your safety. Pet-friendly and accommodating up to 6 guests, experience the best of Boston with ease and comfort!

Top guest favourite
The living area features a high, sloped ceiling with exposed wooden beams. A comfortable sectional sofa is complemented by colorful cushions. A coffee table is positioned in front of the sofa, while a television is situated nearby, enhancing the inviting space with soft lighting from a floor lamp.
Flat in Allston
5.0 out of 5 average rating, 127 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
The living room features two dark green sofas and a light-colored area rug with intricate patterns. A coffee table sits in the center, while a television is mounted on the wall opposite a piece of wall art. Natural light enters through the windows, adorned with light curtains.
Flat in Brookline
4.86 out of 5 average rating, 100 reviews

2 FREE parking spots- In unit washer/dryer

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 Square, & Back Bay. Close to Boston University, BC, Downtown, Cambridge, John F. Kennedy Birthplace Museum, Coolidge Corner, Longwood Medical Area, supermarkets, restaurants, bars, theater, shops, stores & more! Entire apartment. No shared spaces. 100% private. Parking included.

Superhost
A living room features light green walls and hardwood flooring. A gray sofa is complemented by colorful accent pillows. A round table with a decorative item is visible beside a patterned chair. Natural light enters through a nearby window, enhancing the cozy atmosphere.
Flat in Coolidge Corner
4.78 out of 5 average rating, 347 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.

Top guest favourite
A modern kitchen with sleek cabinetry and a spacious island features three high-backed bar stools. Stainless steel appliances are visible, along with a contemporary backsplash. Natural light brightens the space through large windows, offering views of the green meadow outside.
Flat in Brighton
4.99 out of 5 average rating, 141 reviews

New 3 bedroom, 2 bath unit, meadow view!

Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!

Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Flat in Brighton
4.96 out of 5 average rating, 159 reviews

The Murthy : Bright • Spotless • W/D

Enjoy Boston in this elegant suite for long and short stays. 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 -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
A bright bedroom features a spacious bed adorned with patterned bedding and decorative pillows. Two windows allow natural light to fill the room, with dark curtains framing the view. A small bedside table and a shelf display decor, enhancing the functional layout.
Flat in Coolidge Corner
4.87 out of 5 average rating, 141 reviews

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.

Top guest favourite
Flat in Fenway-Kenmore
4.91 out of 5 average rating, 137 reviews

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!

Guest favourite
Flat in Coolidge Corner
4.82 out of 5 average rating, 568 reviews

Walk to Subway - One Free Parking Spot - Location!

Beautiful 2 bedroom/1 bathroom apartment in Coolidge Corner with a 1 free parking spot! In front of public transportation (Green Line). Walk to great restaurants, cafés, Trader Joe’s, Stop & Shop, local shops, and the Coolidge Theatre. Enjoy quick access to Longwood, BU, BC, Fenway, and downtown Boston. The apartment offers cozy bedrooms, and a well-equipped kitchen, ideal for work trips, medical stays, or exploring the city comfortably, conveniently, and with ease.

Top guest favourite
The living room is designed with a spacious gray sectional sofa adorned with colorful cushions. A glass coffee table sits atop a light blue area rug, complemented by a decorative potted plant. Natural light enters through two large windows, framed by blue curtains.
Flat in Brookline
4.92 out of 5 average rating, 164 reviews

1 free parking spot - Walk to subway - Location!

Lovely apartment in the heart of Boston. Prime location. Very safe & one of the coolest neighborhoods in town. Hop on the T and you'll only be a few stops away from Fenway Park, Kenmore Square, & Back Bay. 1 Free parking spot included. Close to Boston University, BC, Downtown, Cambridge, John F. Kennedy Birthplace Museum, Coolidge Corner, Longwood Medical Area, supermarkets, restaurants, bars, theater, shops, stores, and more!

Top guest favourite
A spacious living area features a mix of comfortable seating, including a large sofa and a cozy armchair. Natural light streams through multiple windows covered with woven shades. Shelves filled with books and decorative items line one wall, while a light-colored rug adds warmth to the concrete floor.
Home in Brookline
4.93 out of 5 average rating, 175 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!

Top guest favourite
A spacious living area features a comfortable brown leather sofa and a blue armchair. A wooden coffee table sits in the center, and a 55-inch television is positioned on a console against a light blue wall. Large windows allow natural light to fill the space.
Apartment in Fenway-Kenmore
4.98 out of 5 average rating, 126 reviews

2 Bedroom by Longwood Medical Hospitals

Perfect location for those visiting Longwood Medical area hospitals. Walkable area with a train that goes anywhere in the city, directly across from tons of green space. Enjoy a restful night sleep on a king sized memory foam mattress or full memory foam in second bedroom. You will be entertained with Roku & streaming (55in TV). Updated kitchen stocked with coffee.

Popular amenities for Brookline family-friendly rentals

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