
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Brookline family-friendly rentals
Family-friendly home rentals with a hot tub

Your Cozy 1 BR Apt & Relaxing Retreat

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

*StayTonight* Guest Houseâ20 Min to BostonâHot Tub

Oceanfront Pool. Close to Boston. Free Parking.

Central Square Upscale Penthouse near MIT/Harvard

Explore Boston in style! Dream home, pool, sauna.

Luxury Scandinavian-Inspired house in Kendall

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

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Family Friendly City Oasis! Free Parking, King Bed

Artistic charm in hip J.P.

Flower Farm Getaway 2BR, 20 Min To Boston

Historic JP Brownstone with Parking. Pets Welcome!

Private suite 1 BR, 1 BA, 1 LR, 1FLR

(N3F) Beautiful View, Back Bay, Brownstone Newbury

Luxury Brookline/Boston 6 bedroom
Family-friendly home rentals with a pool

5th floor sunny apartment

Villa with private Pool in Boston's Elite Enclave

Cozy Maynard Retreat: 3BRâ˘Wood stoveâ˘kid friendly

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Stylish and Cozy at Revere Beach

Country Cottage in the City

Monthly Skyline Apartment
Quick stats about holiday rentals that are family-friendly in Brookline
Total rentals
400 properties
Nightly prices starting at
$46Â AUD before taxes and fees
Total number of reviews
15K reviews
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Private suite rentals Brookline
- Rentals with breakfast Brookline
- Bed and breakfasts Brookline
- Condo rentals Brookline
- Rentals with a fire pit Brookline
- Rentals with a washing machine and dryer Brookline
- Rentals with a hot tub Brookline
- Rentals with outdoor seating Brookline
- Rentals with a patio Brookline
- Rentals with an EV charger Brookline
- Apartment rentals Brookline
- Pet-friendly rentals Brookline
- Loft rentals Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Fitness-friendly rentals Brookline
- Rentals with pools Brookline
- Family-friendly rentals Norfolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Revere Beach
- Harvard University
- Brown University
- Lynn Beach
- Duxbury Beach
- Onset Beach
- New England Aquarium
- Canobie Lake Park
- Good Harbor Beach
- Crane Beach
- Freedom Trail
- Faneuil Hall Marketplace
- MIT Museum
- Jenness State Beach
- North Hampton Beach
- Oakland Beach
- Quincy Market
- Museum of Fine Arts, Boston
- Prudential Center
- White Horse Beach
- Things to do Brookline
- Things to do Norfolk County
- Food and drink Norfolk County
- Tours Norfolk County
- Sightseeing Norfolk County
- Art and culture Norfolk County
- Things to do Massachusetts
- Tours Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Sightseeing Massachusetts
- Sports activities Massachusetts
- Food and drink Massachusetts
- Things to do United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Tours United States