
Family-friendly vacation 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.

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.

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

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.

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.

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!

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.

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.

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.

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.

1 free parking spot - Walk to subway - Location!
Beautiful 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!

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!

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
Family-friendly home rentals with a hot tub

Cozy & convenient place with sunset & garden view

South Boston. Minutes away from Convention Center

Romantic Getaway w/private Jacuzzi• Fire Pit•

1 BR full apt w/ private hot tub, yard; sleeps 4

Oceanfront Pool. Close to Boston. Free Parking.

Explore Boston in style! Dream home (STR-26-3)

Heart of Southie - Hot Tub + Walk to Top Bars

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

Sparkling Condo With Modern Amenities

Absolutely Gorgeous 3 Bedroom Close to Boston

Transit friendly condo on quiet street

Artistic charm in hip J.P.

Comfortable house w garden and parking, close to T

Ocean view studio with hot tub & access to Boston

Cozy, historic 3 bedroom home close to Boston!

AKBrownstone: cozy private studio by T
Family-friendly home rentals with a pool

Summer heated Pool ~Easy Boston Access! STR-25-22

Bauhaus Retreat in Nature Preserve w/ Pool

Serenity - 36’ Aft Cabin Carver

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Hidden Gem near Boston w/ Private lake access
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ698 | ﺩ.ﺇ720 | ﺩ.ﺇ764 | ﺩ.ﺇ911 | ﺩ.ﺇ995 | ﺩ.ﺇ999 | ﺩ.ﺇ1,010 | ﺩ.ﺇ977 | ﺩ.ﺇ903 | ﺩ.ﺇ959 | ﺩ.ﺇ775 | ﺩ.ﺇ701 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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 ﺩ.ﺇ184 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
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