
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 17,940 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
200 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.

1 Free parking spot - Large studio - First floor
Lovely, clean and cozy studio with one free parking spot for solo adventurers or couples Located on a main road that takes you directly Downtown in no time! Close to public transportation and a few minutes driving from Harvard Business School, Boston University, and Boston College. Walking distance to Vegan Gastronomic Square, so many international restaurants, bars, grocery stores, pharmacy, Brighton's Medical Area, and so much more! It's got everything you need to truly feel like home! :)

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!

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.

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.

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.

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!
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•

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)
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 parking, close to T

Cozy, historic 3 bedroom home close to Boston!

(F22) Charming Boho-Inspired Studio in Fenway!

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

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

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

Stylish and Cozy at Revere Beach

Country Cottage in the City

Quiet/Private Neighborhood
When is the best time to visit Brookline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 SGD | $251 SGD | $266 SGD | $318 SGD | $347 SGD | $348 SGD | $352 SGD | $341 SGD | $315 SGD | $334 SGD | $270 SGD | $245 SGD |
| 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 |
Destinations to explore
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- Rentals with a firepit Brookline
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- Rentals with a hot tub Brookline
- Pet-friendly rentals Brookline
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- Rentals with a washing machine and dryer Brookline
- Rentals with pools Brookline
- Rentals with lake access Brookline
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- Rentals with outdoor seating Brookline
- Family-friendly rentals Norfolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Brown University
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Quincy Market
- Roxbury Crossing Station
- Museum of Fine Arts
- Onset Beach
- Good Harbor Beach
- North Hampton Beach
- Things to do Brookline
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