
Family-friendly vacation 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.
Vacation 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

The Penty: Luxurious Penthouse with Pool, Hot Tub

Heated Pool-tub Open 365 Days

Luxury Stay w/phenomenal view!

Luxury Home in Trinity Bellwoods | Hot Tub

Stylish Downtown Toronto Condo with Free Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking

Artsy and Comfy Home with a View
Family- and pet-friendly home rentals

Main fl Annex, private garden oasis, welcome dogs!

Spacious Mid Century w/Patio

The Gallery
Garden Home @ Trinity Bellwoods Park

Perfect Midtown Pied-à-terre

The Crescent North.

Town Inn Suites

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

Midtown Toronto Condo!

Luxe Haven Heated Pool Sauna Gym

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

Luxury Spa Escape w/ Pool & Jacuzzi + Private Chef

Bright and Airy Guest Suite with Pool

Hidden gem in Humber bay shores Toronto w/ parking

Penthouse Corner Suite w/ Panoramic 12 FT Windows

Backyard Oasis Guesthouse.
Quick stats about vacation rentals that are family-friendly in Oakwood Village
Total rentals
90 properties
Nightly prices starting at
G$6,270 GYD 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
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- Financial District
- The Danforth Music Hall
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Dufferin Grove Park
- Royal Ontario Museum
- Jackson-Triggs Niagara Estate