Family-friendly vacation rentals in Grey Highlands
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Grey Highlands
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 Grey Highlands family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Kimberley
4.87 out of 5 average rating, 307 reviewsA Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
Aug 1 – 8
Tiny home in Mono
4.94 out of 5 average rating, 152 reviewsTiny home Soaring Heart Wellness Spa
May 20 – 27
Home in Collingwood
4.98 out of 5 average rating, 119 reviewsHome Away From Home!
Sep 4 – 11
Farm stay in Fergus
4.95 out of 5 average rating, 216 reviewsWaterpark Acres
Dec 21 – 28
Chalet in The Blue Mountains
4.96 out of 5 average rating, 149 reviewsEntire Rustic Chalet - Hot Tub, Sauna, Large Yard!
Nov 9 – 16
Chalet in The Blue Mountains
4.99 out of 5 average rating, 138 reviewsWalk to Village at Blue - Grand
Sep 19 – 26
Chalet in The Blue Mountains
4.79 out of 5 average rating, 176 reviewsChalet At Blue - Private chalet with hot tub
Mar 10 – 17
Condo in The Blue Mountains
4.77 out of 5 average rating, 229 reviewsSki-in/Ski-out Cozy studio at North Creek Resort
Sep 1 – 8
Family- and pet-friendly home rentals
Guesthouse in Schomberg
4.93 out of 5 average rating, 344 reviewsCountry Cabin for Long and Short Stays Queen bed
Jun 3 – 8
Farm stay in Meaford
4.88 out of 5 average rating, 192 reviewsThe SEED lodge: A Rural Retreat & Gathering Place
Apr 20 – 27
Home in Durham
4.9 out of 5 average rating, 155 reviewsHeron's Perch
Jan 10 – 17
Tiny home in Schomberg
4.99 out of 5 average rating, 284 reviewsRAVEN CABIN(rustic, 'off-the-grid')
Mar 16 – 23
Home in Penetanguishene
4.98 out of 5 average rating, 150 reviewsLafontaine Beach Paradise
Jun 4 – 11
Guest suite in King City
4.98 out of 5 average rating, 177 reviewsSpacious guest apartment on beautiful greenspace
Jul 23 – 30
Cottage in Lafontaine
4.8 out of 5 average rating, 196 reviewsBeach house (with pool open May-Oct)
Nov 26 – Dec 3
Chalet in Moonstone
4.89 out of 5 average rating, 235 reviewsPrivate Luxury Chalet at forest’s edge
Aug 26 – Sep 2
Family-friendly home rentals with a pool
Cabin in Mono
4.94 out of 5 average rating, 273 reviewsThe Trails Retreat (Private Cabin)
Mar 4 – 11
Condo in The Blue Mountains
4.95 out of 5 average rating, 716 reviewsBlue Mountain Village| Stunning Mountain Views
Sep 14 – 21
Chalet in The Blue Mountains
4.85 out of 5 average rating, 675 reviewsBlue Mountain / Collingwood Hill Side Condo
Oct 8 – 15
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 443 reviewsSierra Lane - Closest to Village - Fully Equipped
Jun 3 – 10
Condo in Blue Mountains
4.91 out of 5 average rating, 266 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Jan 20 – 27
Guest suite in Orangeville
4.92 out of 5 average rating, 656 reviewsPrivate HotTub - Headwaters Retreat
Dec 8 – 15
Townhouse in The Blue Mountains
4.88 out of 5 average rating, 153 reviewsPrivate condo getaway at base of Blue Mountain
Nov 27 – Dec 4
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 296 reviewsWalk to Village, Fully Renovated 3 bdrm, patio/BBQ
Aug 8 – 15
Quick stats about vacation rentals that are family-friendly in Grey Highlands
Total rentals
1.1K properties
Rentals with dedicated workspaces
560 properties have a dedicated workspace
Rentals with a pool
330 properties have a pool
Pet-friendly rentals
460 properties allow pets
Total number of reviews
46K reviews
Nightly prices starting at
€ 37 before taxes and fees
Destinations to explore
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