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

Hollis Haven

Cozy Hot Tub Getaway - Headwaters Retreat

Timber Haven

Spacious Suite w/ HOT TUB & high-speed wifi

Country Getaway in Puslinch

Luxury Stay w/phenomenal view!

The Captain's Cottage at Willow Pond

The Barn-Fieldstone Suite
Family- and pet-friendly home rentals

Horse Ranch with Hot tub

Little Blue Barn on the Bench

Studio Apartment

Studio Apt in Milton Dorset Park

Farmview Sunset Cabin

Somerset Cottage at West Avenue Cider House

A secret space at Bellwether House|Speakeasy vibes

Cottage On Lake Ontario Niagara
Family-friendly home rentals with a pool

The Homelands Suite, 2 Bedroom with Pool.

Beautiful Penthouse with Breathtaking View

The Penty: Luxurious Penthouse with Pool, Hot Tub

Heated Pool-tub Open 365 Days

The Fort York Flat

Hidden gem in Humber bay shores Toronto w/ parking

Sleeps 12 ADULT private hot tub pool Walk to Lake

Relaxing Suite - Gateway to Niagara Region
Quick stats about vacation rentals that are family-friendly in Oakville
Total rentals
470 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
7.6K reviews
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
330 properties have a dedicated workspace
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Mount Pocono Vacation rentals
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Pittsburgh Vacation rentals
- Northeast Ohio Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- Condo rentals Oakville
- Pet-friendly rentals Oakville
- Rentals with breakfast Oakville
- Rentals with outdoor seating Oakville
- Apartment rentals Oakville
- Cottage rentals Oakville
- House rentals Oakville
- Rentals with a fire pit Oakville
- Rentals with a fireplace Oakville
- Rentals with pools Oakville
- Rentals with beach access Oakville
- Rentals with an EV charger Oakville
- Private suite rentals Oakville
- Rentals with lake access Oakville
- Waterfront rentals Oakville
- Rentals with a washer and dryer Oakville
- Rentals with a hot tub Oakville
- Rentals with a patio Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Family-friendly rentals Regional Municipality of Halton
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Massey Hall
- Trinity Bellwoods Park
- Niagara Falls State Park
- BMO Field
- Whistle Bear Golf Club
- Dufferin Grove Park
- Casa Loma
- Legends on the Niagara Golf Course