
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.

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!

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.

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!

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.

Homey 2B2B Apt with One free Parking Spot
This new renovated, homey 2B2B apartment located in Brookline center. Offers open concept living area, fully equipped kitchen, high-quality mattress, linens and towels. Steps to Green line T-Stop, restaurants, cafés, groceries and more. Longwood Medical Area, Fenway and BU are around 1-mile distance. Pets friendly with extra charge $100/pet/stay Our places are professionally cleaned & sanitized. Separate Air conditioning and heating system to avoid the crowds at hotel.

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.

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!
Popular amenities for Brookline family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Getaway w/private Jacuzzi• Fire Pit•

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

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

Oceanfront Pool. Close to Boston. Free Parking.

Central Square Upscale Penthouse near MIT/Harvard

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

Headers’ Haven

Heart of Southie - Hot Tub + Walk to Top Bars
Family- and pet-friendly home rentals

Sparkling Condo With Modern Amenities

Absolutely Gorgeous 3 Bedroom Close to Boston

Transit friendly condo on quiet street

Comfortable house w parking, close to T

Ocean view studio with hot tub & access to Boston

Brookline/Allston/Brighton studio, FREE Parking

Large Studio Apt w/ Full Kitchen & Bath + Parking!

Skylit Suite in Musical home, easy access Boston
Family-friendly home rentals with a pool

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

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Cozy Private Suite halfway between Cape & Boston

Stylish and Cozy at Revere Beach

Country Cottage in the City

Cozy Private Studio Unit w/ Laundry and Parking!
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 NZD | $306 NZD | $335 NZD | $422 NZD | $461 NZD | $463 NZD | $468 NZD | $453 NZD | $419 NZD | $444 NZD | $359 NZD | $325 NZD |
| 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 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 $85Â NZD per night before taxes and fees

Verified guest reviews
Over 17,940 verified reviews to help you choose

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
390 of Brookline holiday 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 Brookline Village Station
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- Family-friendly rentals Norfolk County
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- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Quincy Market
- Onset Beach
- Roxbury Crossing Station
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center
- Things to do Brookline
- Things to do Norfolk County
- Art and culture Norfolk County
- Tours Norfolk County
- Sightseeing Norfolk County
- Food and drink Norfolk County
- Sports activities Norfolk County
- Things to do Massachusetts
- Food and drink Massachusetts
- Sports activities Massachusetts
- Nature and outdoors Massachusetts
- Sightseeing Massachusetts
- Art and culture Massachusetts
- Things to do United States
- Tours United States
- Art and culture United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Food and drink United States
- Sightseeing United States







