
Family-friendly holiday rentals in Oakwood Village
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oakwood Village
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 Oakwood Village family-friendly rentals
Family-friendly home rentals with a hot tub

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Great Davenport Hillcrest House

Downtown Markham Unionville

Heated Pool-tub Open 365 Days

The Fort York Flat

Luxury Stay w/phenomenal view!

Luxury Home in Trinity Bellwoods | Hot Tub

Stylish Downtown Toronto Condo with Free Parking
Family- and pet-friendly home rentals

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Main fl Annex, private garden oasis, welcome dogs!

Stylish Yorkville Studio: Near U of T & ROM

Spacious Mid Century w/Patio

Guest suite 10 min to subwy w kitchen FREE parking

The Crescent North.

Town Inn Suites

Midtown Luxury Yonge/Lawrence Close to Downtown
Family-friendly home rentals with a pool

Free Parking | WFH Space | Billy Bishop Airport

Private 1 bed/1.5 bath in-law suite in a house!

Bright and Airy Guest Suite with Pool

Hidden gem in Humber bay shores Toronto w/ parking

Luxury City Vacation Getaway

Royal Retreat 1B Condo in Downtown Toronto Yorkvil

Casa Meya - Toronto Poolhouse Villa

French Inspired petit château
Quick stats about holiday rentals that are family-friendly in Oakwood Village
Total rentals
90 properties
Nightly prices starting at
£22 before taxes and fees
Total number of reviews
2.5K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi
Destinations to explore
- Flat rentals Oakwood Village
- Rentals with a patio Oakwood Village
- Rentals with a washing machine and dryer Oakwood Village
- House rentals Oakwood Village
- Rentals with outdoor seating Oakwood Village
- Fitness-friendly rentals Oakwood Village
- Rentals with a fireplace Oakwood Village
- Private suite rentals Oakwood Village
- Pet-friendly rentals Oakwood Village
- Rentals with a firepit Oakwood Village
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Financial District
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Royal Ontario Museum