Vacation rentals with a pool in Grey Highlands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Grey Highlands
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
Home in The Blue Mountains
4.91 out of 5 average rating, 171 reviewsPool Open/Sauna/Shuttle Bus/Pool table/2 King bed
Home in The Blue Mountains
4.95 out of 5 average rating, 150 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home in Meaford
4.96 out of 5 average rating, 146 reviewsRedhill Luxury Home...by the Blue Mountains
Home in Owen Sound
4.98 out of 5 average rating, 216 reviewsThe Butchart Estate: your perfect family retreat!
Home in Chatsworth
4.88 out of 5 average rating, 130 reviewsStonehaven - large country retreat, with pool*
Home in Meaford
5.0 out of 5 average rating, 39 reviewsPlume- Guest house
Home in Collingwood
4.85 out of 5 average rating, 34 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
Home in Flesherton
4.79 out of 5 average rating, 14 reviewsPaul’s Pool House
Condo rentals with a pool
Condo in The Blue Mountains
4.91 out of 5 average rating, 116 reviewsLarge Luxury Condo +full crib - steps to village
Condo in The Blue Mountains
4.97 out of 5 average rating, 127 reviewsSnowbridge Escape at Blue
Condo in The Blue Mountains
4.97 out of 5 average rating, 303 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Condo in The Blue Mountains
4.95 out of 5 average rating, 185 reviewsThe Rustic Retreat - Walk to Blue / Outdoor Pool
Condo in The Blue Mountains
4.97 out of 5 average rating, 117 reviewsRustic Chic Renovated 2Bd Condo by Village
Condo in The Blue Mountains
4.92 out of 5 average rating, 414 reviews★Blue Mountain Village★ Cozy, Stylish, 360 Views
Condo in The Blue Mountains
4.89 out of 5 average rating, 195 reviewsBlue Mountain~The One With The View~2 beds 2 baths
Condo in Oro
4.9 out of 5 average rating, 166 reviewsSpacious 1-br w pool & jacuzzi at Horseshoe Valley
Quick stats about vacation rentals with a pool in Grey Highlands
Total rentals
440 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
330 properties are a good fit for families
Total number of reviews
32K reviews
Nightly prices starting at
$20 before taxes and fees
Destinations to explore
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