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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
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Cottage in Kimberley
4.85 out of 5 average rating, 317 reviewsA Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
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Condo in The Blue Mountains
4.95 out of 5 average rating, 738 reviewsStunning Mountain Views- WalkToBlue, Pool, HotTub
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Chalet in The Blue Mountains
4.85 out of 5 average rating, 683 reviewsBlue Mountain / Collingwood Hill Side Condo
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Cottage in Meaford
4.91 out of 5 average rating, 220 reviewsBirch Meadow Acres
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Guest suite in Orangeville
4.92 out of 5 average rating, 665 reviewsPrivate HotTub - Headwaters Retreat
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Condo in The Blue Mountains
4.76 out of 5 average rating, 711 reviewsMountainside Studio w/Kitchen - Beside Blue
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Home in Collingwood
4.98 out of 5 average rating, 119 reviewsHome Away From Home!
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Chalet in The Blue Mountains
4.96 out of 5 average rating, 152 reviewsEntire Rustic Chalet - Hot Tub, Sauna, Large Yard!
Family- and pet-friendly home rentals
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Townhouse in The Blue Mountains
4.9 out of 5 average rating, 126 reviewsThe Snowbridge Lookout on Monterra Golf Course
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Guest suite in Orangeville
4.97 out of 5 average rating, 140 reviewsYour very own peaceful santuary in nature
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Townhouse in The Blue Mountains
4.96 out of 5 average rating, 299 reviewsWalk to Village, Fully Renovated 3 bdrm, patio/BBQ
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Farm stay in Meaford
4.88 out of 5 average rating, 194 reviewsThe SEED lodge: A Rural Retreat & Gathering Place
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Home in Durham
4.9 out of 5 average rating, 157 reviewsHeron's Perch
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Tiny home in Schomberg
4.99 out of 5 average rating, 285 reviewsRAVEN CABIN(rustic, 'off-the-grid')
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Condo in Innisfil
4.94 out of 5 average rating, 190 reviewsDesigner Condo with beautiful harbour view.
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Home in Barrie
4.82 out of 5 average rating, 212 reviewsEntire Private House+Games Room-by Downtown/Skiing
Family-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-20469628/original/2a91e3ff-448e-4e59-bfd6-02af6a617c2b.jpeg?im_w=720)
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 449 reviews3BR Sierra Scandi Chic - Closest to Village
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Condo in Innisfil
4.84 out of 5 average rating, 176 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
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Condo in The Blue Mountains
4.77 out of 5 average rating, 231 reviewsSki-in/Ski-out Cozy studio at North Creek Resort
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Cottage in Lafontaine
4.8 out of 5 average rating, 198 reviewsBeach house (with pool open May-Oct)
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Chalet in Blue Mountain
4.79 out of 5 average rating, 349 reviewsCozy, 4 Bedroom Chalet, 10 min walk to Village
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Bungalow in Orillia
4.87 out of 5 average rating, 214 reviewsLuxury, Spacious 4 bdrm Bungalow in South Muskoka
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Home in Niagara
4.91 out of 5 average rating, 271 reviewsKing West Victorian Studio Gem
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Condo in Downtown Toronto
4.97 out of 5 average rating, 219 reviewsChic, High-Rise Apartment with CN Tower Views
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
$40 before taxes and fees
Destinations to explore
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