Family-friendly holiday rentals in Brookline

Find and book unique family-friendly homes on Airbnb

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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Top Guest favourite
A spacious studio features a comfortable bed with a decorative pillow against the warm wood headboard. Soft, natural light fills the room, highlighting the wooden floors and cozy seating area. A kitchenette is visible in the background with cabinets and a small coffee setup.
Guest suite in Jamaica Plain
4.92 out of 5 average rating, 244 reviews

Ann and Esther's Cozy Studio near the Heart of JP

This airy and light private studio is set in a beautiful, secluded backyard/garden. Close to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is microwave, fridge, counter w/ sink. No stove or cooking. DO NOT request >6 mos ahead. Insta-Book when calendar opens

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.
Apartment in Allston
5 out of 5 average rating, 116 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.

Guest favourite
The spacious studio features a wooden sleigh bed with a patterned comforter. A cozy seating area includes two modern chairs and a small table near a large window draped with light-colored curtains. An ornate mirror stands against a wall, reflecting the warm wood tones in the room.
Apartment in Coolidge Corner
4.82 out of 5 average rating, 114 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

Superhost
A well-lit living area features a green sofa with plush cushions alongside a wooden coffee table. Large windows provide ample natural light, while a flat-screen TV mounted on the wall displays a scenic view. Neutral tones create a calming ambiance.
Apartment in Brighton
4.82 out of 5 average rating, 105 reviews

Lovely Boston studio with bedroom and city views!

Experience Boston in a beautiful luxe jr. 1 bedroom unit! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston and tastefully long term. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed ->Game rooms all across the property Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Top Guest favourite
Apartment in Coolidge Corner
4.96 out of 5 average rating, 250 reviews

New Spacious 2B2B Apartment, One Free Parking Spot

Newly renovated spacious 2B2B apartment in the center of Brookline. Steps away from T-Stop, restaurants, cafés, groceries and more. Near Coolidge Corner, Longwood Medical Area, Fenway and BU. Comes with one free parking spot and quality linens, towels, cookware and tableware. It is on garden-level but all windows are above ground. Pets friendly with extra charge. Professionally cleaned & sanitized. Separated Air conditioning and heating system to avoid the crowds at hotel.

Guest favourite
A well-lit room features a light-colored wall and a window with sheer curtains. A sleek desk and chair are positioned beside a white dresser. A framed artwork is displayed on the wall, adding a touch of character to the space.
Guest suite in Brighton
4.92 out of 5 average rating, 358 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright spotless studio with private entrance to the ground level of a single family home. Ample street parking. Peaceful family neighborhood minutes from the Green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 30 minutes from downtown Boston. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. Micro kitchen (no stove or oven), Central air, heat, Wi-Fi, private washer/dryer.

Superhost
The modern kitchen features light-colored cabinetry and sleek countertops. Oversized windows allow ample natural light, illuminating the dining area. A central table accommodates seating for six, and various appliances are neatly arranged on shelves and counters, enhancing the functionality of the space.
Condo in Brookline
4.85 out of 5 average rating, 251 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
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 Village
4.92 out of 5 average rating, 152 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 cozy outdoor patio area is framed by a wooden fence and surrounded by greenery. Vibrant yellow chairs and a matching table are positioned on brick pavers, inviting relaxation. The natural setting includes stones and plants, creating a tranquil garden space.
Guest suite in Jamaica Plain
4.89 out of 5 average rating, 141 reviews

Urban Guest Suite

Come stay at the guest suite in our quirky, historic home in Jamaica Plain, one of Boston's most diverse and exciting areas. The suite is on the ground floor with a private patio and private entrance. Guests enjoy their own private space with a bathroom, queen size bed, and work area. Located 2 blocks away from the Stony Brook Orange line “T” and a 10 minute walk to local restaurants and super markets.

Top Guest favourite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Condo in Jamaica Plain
4.89 out of 5 average rating, 577 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).

Top Guest favourite
A compact living area is presented with a spacious bed adorned in a textured white and green quilt, providing contrast against a soft, green rug. A light grey sofa and a small round table create a cozy seating arrangement, surrounded by decorative wall art.
Apartment in Jamaica Plain
4.89 out of 5 average rating, 579 reviews

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.

Top Guest favourite
A spacious living area features a sectional sofa and a wooden coffee table on a patterned rug. A single armchair in a rich hue complements the brick chimney, while natural light enters through a large skylight, enhancing the comfortable atmosphere.
Guest suite in Newton Corner
4.98 out of 5 average rating, 711 reviews

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.

Popular amenities for Brookline family-friendly rentals

When is the best time to visit Brookline?

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Avg. price$281 AUD$290 AUD$308 AUD$367 AUD$401 AUD$403 AUD$407 AUD$394 AUD$364 AUD$422 AUD$352 AUD$296 AUD
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Quick stats about holiday rentals that are family-friendly in Brookline

  • Total holiday rentals

    Explore 380 holiday rentals in Brookline

  • Nightly prices starting at

    Brookline holiday rentals start at $74 AUD per night before taxes and fees

  • Verified guest reviews

    Over 16,620 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    370 of Brookline holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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 Brookline Village Station

Destinations to explore