
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 $85 NZD per night before taxes and fees

Verified guest reviews
Over 18,370 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
210 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 Boston College Station
Top-rated family-friendly rentals in Brookline
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.
Indoor spacesFamilyWi-Fi

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.
FamilyKitchenSleep quality

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.
FamilyIndoor spacesCheck-in

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!
Indoor spacesKitchenLayout

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.
Indoor spacesFamilyNearby

Brownstone Luxury Penthouse Condo
Beautiful and sunny 2 bed 2 bath renovated 3rd floor penthouse condo with access to all that Boston has to offer! Walking distance to shops, groceries, and entertainment, including Fenway Park!, Immediate access to Green Line subway as well as other local transportation! Enjoy our primary bedroom with king size bed and ensuite bathroom, 2nd bedroom with full bed, additional full bathroom, full kitchen with dining area, living room with fireplace, and balcony with sitting area!
Indoor spacesKitchenLayout

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.
Indoor spacesKitchenTV

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.
Indoor spacesKitchenAccess

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.
FamilyIndoor spacesLayout

Now availJamaica Plain & Arboretum 20min toBoston
Bright and sunny 2-bedroom retreat with a fully equipped kitchen, spacious bath with rain shower and tub, and TVs in each room. Enjoy fresh coffee daily with espresso maker, milk steamer, and grinder provided. Including a blender..A selection of teas .WiFi and off-street parking included. Private, peaceful, and filled with natural light—perfect for relaxing mornings and cozy evenings!
KitchenIndoor spacesHeating

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.
KitchenIndoor spacesCheckout

Newly Renovated Modern 2B2B Apartment
This modern apartment nested in the heart of Brookline. It boasts an inviting open floor plan with fully equipped kitchen. Comes with 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. Our places are professionally cleaned & sanitized.
Indoor spacesFamilyOutdoor spaces
Popular amenities for Brookline family-friendly rentals
Family-friendly home rentals with a hot tub

4br Near Stadium | Hot Tub + Firepit
FamilyCleanlinessLocation

Cozy & convenient place with sunset & garden view
KitchenAmenitiesComfort

Romantic Getaway w/private Jacuzzi• Fire Pit•
Indoor spacesFamilyTV

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

Oceanfront Pool. Close to Boston. Free Parking.
Indoor spacesFamilyAccess

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

Digital Nomad Oasis 10
FamilyKitchenWalkability

Newly renovated, close to Foxboro and Boston
Indoor spacesKitchenPool
Family- and pet-friendly home rentals

(T4) Pizza, Nails, Shopping, South End Studio!
Indoor spacesKitchenGetting around

Pretzel Factory Loft w/Peloton
FamilyKitchenHospitality

Comfortable house w 3 cars parking, close to T
Indoor spacesKitchenComfort

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St
Indoor spacesKitchenAccess

AKBrownstone: Micro studio by T
FamilyKitchenCleanliness

Peaceful Garden Apartment
FamilyIndoor spacesSolo travel

Newly Finished Guest Haven in Woburn
KitchenFamilyBathroom

Conveniently Located Private Garden Apartment
FamilyIndoor spacesAmenities
Family-friendly home rentals with a pool

Brand New Luxury Retreat w/ Pool & Fitness Center
Indoor spacesNearbyAccuracy

Spacious quiet Newton Villa *Easy Boston Access!
KitchenIndoor spacesPool

the house of id; vintage shop, accessible space
FamilyKitchenOutdoor spaces

Theatre | Arcade | Pool w. Free 3 Car Parking
Indoor spacesKitchenAmenities

Spacious vacation unit in premium suburban town
FamilyIndoor spacesAccuracy

Cozy Private Suite halfway between Cape & Boston
FamilyIndoor spacesHospitality

Country Cottage in the City
Indoor spacesFamilyCleanliness

Cozy Private Studio Unit w/ Laundry and Parking!
Indoor spacesFamilyCheckout
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 | $413 NZD | $442 NZD | $509 NZD | $468 NZD | $452 NZD | $418 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 |
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- Family-friendly rentals Norfolk County
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- Family-friendly rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Things to do Brookline
- Things to do Norfolk County
- Sports activities Norfolk County
- Food and drink Norfolk County
- Nature and outdoors Norfolk County
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- Sightseeing Norfolk County
- Things to do Massachusetts
- Art and culture Massachusetts
- Food and drink Massachusetts
- Sightseeing Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
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