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, 169 reviewsPool Open/Sauna/Shuttle Bus/Entertainment/2 King b
Home in The Blue Mountains
4.95 out of 5 average rating, 149 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, 214 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, 35 reviewsPlume- Guest house
Home in The Blue Mountains
5.0 out of 5 average rating, 12 reviewsSpacious Condo next to The Blue Mountains w/ Patio
Home in Flesherton
4.85 out of 5 average rating, 13 reviewsPaul’s Pool House
Condo rentals with a pool
Condo in The Blue Mountains
4.8 out of 5 average rating, 174 reviewsMountainside Retreat - Ski in/out - Endless Coffee
Condo in The Blue Mountains
4.92 out of 5 average rating, 520 reviewsBlue Mountain Luxury Studio
Condo in The Blue Mountains
4.87 out of 5 average rating, 303 reviewsSki in/out @ North Creek W King bed! New Hot Tub
Condo in The Blue Mountains
4.93 out of 5 average rating, 144 reviewsMountainside Studio Bliss: Just Renovated, Tennis
Condo in The Blue Mountains
4.92 out of 5 average rating, 247 reviewsCozy Studio Mountainside stay in Blue Mountains
Condo in The Blue Mountains
4.92 out of 5 average rating, 407 reviews★Blue Mountain Village★ Cozy, Stylish, 360 Views
Condo in The Blue Mountains
4.95 out of 5 average rating, 209 reviewsCozy & Charming Retreat at Blue Mountain
Condo in The Blue Mountains
4.97 out of 5 average rating, 300 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
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
$27 CAD before taxes and fees
Destinations to explore
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