Family-friendly vacation rentals in Brookline

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 390 vacation rentals in Brookline

  • Nightly prices starting at

    Brookline vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 17,940 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wi-Fi availability

    390 of Brookline vacation rentals include wi-fi 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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Superhost
A bright living space is furnished with a light-colored sofa and a wooden coffee table. A large wall-mounted TV is positioned above a light wood sideboard. A round mirror and a floor lamp add to the decor, while a dining area with a wooden table and benches is situated near a window adorned with natural light.
Apartment in Brighton
4.85 out of 5 average rating, 117 reviews

The Franklin: Wellness • Aesthetic • W/D • Gym

Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Guest favorite
An updated living space features a light-colored couch adorned with patterned throw pillows. A modern kitchen area is visible in the background, equipped with sleek appliances and ambient lighting. A window allows natural light to brighten the space, complemented by potted plants.
Condo in Coolidge Corner
4.81 out of 5 average rating, 124 reviews

Newly renovated Brookline 1bd Apartment

Private, fully updated apartment in the heart of Brookline Village near Longwood Medical Center. Enter through a private entryway. The unit has a full kitchen, dishwasher, oven and a refrigerator. The living room has a couch and tv with cable. Unit includes washer-dryer, wifi, and utilities. Many restaurants/ shops/ grocery minutes from away. Close access to public transportation. We live upstairs with 2 young kids. Guests may hear them around 7am. Brookline Short Term Rental License # 2023-1

Top guest favorite
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, 122 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 favorite
A vibrant dining area features a wooden table set with colorful placemats and decorative tableware. A centerpiece of roses adds a touch of warmth. Surrounding chairs are adorned with unique fabric. Soft light is provided by a stylish chandelier, illuminating the cheerful yellow walls.
Home in Coolidge Corner
4.79 out of 5 average rating, 126 reviews

Lovely sunny 2 BD home, great area. Free Parking

Beautiful sunny 2 bedroom, bottom unit in 2 family house. A wonderful residential neighborhood just a few houses away from JFK birthplace. Nice tree-lined side street but close to all amenities, shopping etc. There are restaurants, stores and conveniences nearby. Fully equipped and beautifully appointed. A/C units in every room during summer. Parking onsite included. Great location close to public transportation and Boston University, Longwood med center and Fenway and parks nearby.

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.
Apartment in Coolidge Corner
4.8 out of 5 average rating, 331 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.

Guest favorite
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
4.83 out of 5 average rating, 126 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! Entire apartment. No shared spaces. 100% private. Parking included.

Top guest favorite
A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.
Apartment in Newton
4.93 out of 5 average rating, 399 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to 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. Newton Short Term Rental - STRA-23

Guest favorite
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.
Apartment in Coolidge Corner
4.87 out of 5 average rating, 127 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.

Guest favorite
A spacious living area features large windows offering views of greenery. A comfortable queen bed is set against one wall, while a pullout sofa sits opposite. Light-colored curtains frame the windows, and a stylish lamp is placed beside a round table.
Guest suite in Roslindale
4.91 out of 5 average rating, 222 reviews

Cozy Renovated Suite w/Free St Parking near Train

Newly renovated in-law suite located in the charming Roslindale neighborhood of Boston. A short walk from West Roxbury Center, Roslindale Village's shops and restaurants, and Bellevue commuter rail stop which gets you to Back Bay in 15 mins (or 20 Min Uber/drive). Features include a private entrance kitchenette, bathroom, large quiet back yard with patio and fire pit (avail Apr-Oct). Perfect for weekend getaways, working/commuting to Boston, or visiting friends and family!

Guest favorite
A well-lit bedroom is presented with large windows dressed in dark curtains. The spacious bed features a vibrant red and blue bedding arrangement with two yellow pillows. A wooden chair is positioned beside the bed, and wall art adds color to the light walls.
Apartment in Coolidge Corner
4.83 out of 5 average rating, 552 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 favorite
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, 375 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.

Guest favorite
Apartment in Coolidge Corner
4.98 out of 5 average rating, 173 reviews

New Luxury 2B2B Apt. One Free Parking Spot

This is a NEWLY renovated, luxurious 2B2B apartment. Comes with high-quality linens, towels, cookware and tableware. Location is Great, A short walk to T-Stop, restaurants, cafés, groceries and more. Around 1 mile to Longwood Medical Area , Fenway and BU. Pets friendly with additional $100/pet/stay. Our places are professionally cleaned & sanitized. bleached Linens and towels. Separate Air conditioning and heating system to avoid the crowds at hotel.

Popular amenities for Brookline family-friendly rentals

When is the best time to visit Brookline?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$37,645 GYDG$37,645 GYDG$41,200 GYDG$51,866 GYDG$56,676 GYDG$56,886 GYDG$57,513 GYDG$55,631 GYDG$51,448 GYDG$54,585 GYDG$44,128 GYDG$39,945 GYD
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