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
Guest suite in Orangeville
4.92 out of 5 average rating, 656 reviewsPrivate Hot Tub - Headwaters Retreat
Cottage in Lincoln
4.95 out of 5 average rating, 207 reviewsFox'sDen/Cozy/Romantic/Cottage/WineCountryNiagara
Home in Lincoln
4.92 out of 5 average rating, 258 reviewsAmazing LakeHouse with Great Amenities
Condo in Toronto
4.81 out of 5 average rating, 302 reviewsSpacious Downtown (midtown) 2bed 2 bath free parki
Apartment in Toronto
4.91 out of 5 average rating, 257 reviewsHoney House in the Beach
Condo in Toronto
4.84 out of 5 average rating, 121 reviewsModern 1 Bdrm Suite Downtown District - Lake View
Condo in Toronto
4.89 out of 5 average rating, 273 reviewsCENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
Condo in Toronto
4.93 out of 5 average rating, 189 reviewsCollege Park :2Bd+2bth + Free parking
Family- and pet-friendly home rentals
Apartment in Milton
4.71 out of 5 average rating, 143 reviewsStudio Apt in Milton Dorset Park
Guest suite in Hamilton
4.92 out of 5 average rating, 191 reviewsCentrally located - beautiful one bedroom apt.
Guest suite in Thorold
4.96 out of 5 average rating, 180 reviewsWelland Canal & Niagara Falls
Condo in Toronto
4.96 out of 5 average rating, 248 reviewsLively 1+1 Lakeview Condo near CN Tower + Free Prk
Home in Toronto
4.93 out of 5 average rating, 178 reviewsClassic 1 Bedroom Suite
Guest suite in King City
4.98 out of 5 average rating, 177 reviewsSpacious guest apartment on beautiful greenspace
Condo in Toronto
4.93 out of 5 average rating, 218 reviewsVibrant downtown place
Boat in St. Catharines
4.89 out of 5 average rating, 114 reviewsBob's Place Uncle
Family-friendly home rentals with a pool
Home in Toronto
4.91 out of 5 average rating, 264 reviewsKing West Victorian Studio Gem
Home in Cambridge
4.91 out of 5 average rating, 239 reviewsSpacious Bungalow Guest House
Condo in Toronto
4.86 out of 5 average rating, 178 reviewsBest View in Downtown 5 Star Luxury 1+1 w/office
Home in Welland
4.97 out of 5 average rating, 127 reviewsSuburban home near Niagara Falls Canada with pool
Condo in Toronto
4.97 out of 5 average rating, 217 reviewsChic, High-Rise Apartment with CN Tower Views
Apartment in Toronto
4.79 out of 5 average rating, 141 reviewsStunning Condo @ the Heart of Toronto (w/ Parking)
Townhouse in Toronto
4.74 out of 5 average rating, 152 reviewsKing West Triplex Main FLR PVT APT 1 BDRM Parking
Home in Niagara-on-the-Lake
4.77 out of 5 average rating, 211 reviewsWhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool
Quick stats about vacation rentals that are family-friendly in Oakville
Total rentals
410 properties
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
100 properties allow pets
Total number of reviews
5.5K reviews
Nightly prices starting at
$10 before taxes and fees
Destinations to explore
- Niagara Falls Vacation rentals
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- Niagara-on-the-Lake Vacation rentals
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- Apartment rentals Oakville
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- Condo rentals Oakville
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- Pet-friendly rentals Oakville
- Rentals with an EV charger Oakville
- Private suite rentals Oakville
- Rentals with a washer and dryer Oakville
- Monthly Rentals Oakville
- Family-friendly rentals Regional Municipality of Halton
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