Family-friendly vacation rentals in Caledon
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Caledon
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 Caledon family-friendly rentals
Family-friendly home rentals with a hot tub
Farm stay in Fergus
4.95 out of 5 average rating, 216 reviewsWaterpark Acres
Sep 11 – 18
Guesthouse in Saint Catharines
4.98 out of 5 average rating, 377 reviewsPrivate Estate Coachhouse + Hot Tub near NOTL!
Jan 3 – 10
Cottage in Lincoln
4.95 out of 5 average rating, 207 reviewsFox'sDen/Cozy/Romantic/Cottage/WineCountryNiagara
Nov 3 – 10
Bungalow in Innisfil
4.82 out of 5 average rating, 272 reviewsLake Simcoe-3bdr,hot tub,sauna,swim,play,hike
Sep 22 – 29
Cottage in Kimberley
4.87 out of 5 average rating, 307 reviewsA Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
Aug 14 – 21
Apartment in Niagara Falls
4.87 out of 5 average rating, 431 reviewsNiagara Hilltop
Jul 2 – 9
Apartment in Toronto
4.91 out of 5 average rating, 257 reviewsHoney House in the Beach
Jan 2 – 9
Condo in Toronto
4.81 out of 5 average rating, 302 reviewsSpacious Downtown (midtown) 2bed 2 bath free parki
Jul 18 – 25
Family- and pet-friendly home rentals
Loft in Hamilton
4.91 out of 5 average rating, 429 reviewsA Cozy Loft in the Heart of Hamilton
Nov 24 – Dec 1
Barn in Eugenia
4.98 out of 5 average rating, 165 reviewsBlue Barn Bed n Bale / Blue Mountain
Feb 4 – 11
Guest suite in King City
4.98 out of 5 average rating, 177 reviewsSpacious guest apartment on beautiful greenspace
Feb 23 – Mar 2
Apartment in Milton
4.71 out of 5 average rating, 143 reviewsStudio Apt in Milton Dorset Park
Apr 5 – 12
Bungalow in Elora
4.98 out of 5 average rating, 228 reviewsStudio Downtown Elora
Sep 11 – 18
Guest suite in Hamilton
4.92 out of 5 average rating, 191 reviewsCentrally located - beautiful one bedroom apt.
Aug 16 – 23
Cottage in Flesherton
4.94 out of 5 average rating, 122 reviewsCottage Get-Away on the Lake
Nov 27 – Dec 4
Condo in Innisfil
4.95 out of 5 average rating, 183 reviewsDesigner Condo with beautiful harbour view.
Sep 25 – Oct 2
Family-friendly home rentals with a pool
Condo in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
Mar 28 – Apr 4
Home in Cambridge
4.91 out of 5 average rating, 238 reviewsSpacious Bungalow Guest House
Sep 2 – 9
Guest suite in Grimsby
4.96 out of 5 average rating, 224 reviewsBright, spacious 2 bedroom apartment
Feb 23 – Mar 2
Guest suite in Mississauga
4.92 out of 5 average rating, 132 reviewsFull apt on Upper floor near HWY - S Mississauga
May 1 – 8
Guest suite in Oakville
4.85 out of 5 average rating, 176 reviewsLL*1 BR Suite*Wi-fi*Parking*Near Lake
Oct 4 – 11
Home in Toronto
4.91 out of 5 average rating, 264 reviewsKing West Victorian Studio Gem
Jul 16 – 23
Condo in Toronto
4.86 out of 5 average rating, 178 reviewsBest View in Downtown 5 Star Luxury 1+1 w/office
May 14 – 19
Home in Niagara-on-the-Lake
4.77 out of 5 average rating, 211 reviewsWhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool
Dec 7 – 14
Quick stats about vacation rentals that are family-friendly in Caledon
Total rentals
570 properties
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
160 properties allow pets
Total number of reviews
9.8K reviews
Nightly prices starting at
G$2,087 GYD before taxes and fees
Destinations to explore
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- Family-friendly rentals Regional Municipality of Peel
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