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 Kimberley
4.88 out of 5 average rating, 176 reviewsHeart of Kimberley - with views and a hot tub
May 13 – 20
Home in The Blue Mountains
4.95 out of 5 average rating, 148 reviewsSerene mountainside home View/Shuttle Bus/Pool
Oct 3 – 10
Home in Owen Sound
4.98 out of 5 average rating, 214 reviewsThe Butchart Estate: your perfect family retreat!
Nov 7 – 14
Home in Meaford
4.96 out of 5 average rating, 146 reviewsRedhill Luxury Home...by the Blue Mountains
Oct 31 – Nov 7
Home in The Blue Mountains
4.91 out of 5 average rating, 167 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
Jul 15 – 22
Home in Chatsworth
4.88 out of 5 average rating, 130 reviewsStonehaven - large country retreat, with pool*
Sep 6 – 13
Home in Collingwood
5.0 out of 5 average rating, 23 reviewsAn oasis getaway near trails, lake, restaurants
May 27 – Jun 3
Home in Flesherton
4.85 out of 5 average rating, 13 reviewsPaul’s Pool House
Nov 22 – 29
Condo rentals with a pool
Condo in Blue Mountains
4.83 out of 5 average rating, 235 reviewsPRIVATE BACKYARD & 10 MIN WALK TO VILLAGE & POOL
May 18 – 25
Condo in The Blue Mountains
4.97 out of 5 average rating, 126 reviewsSnowbridge Escape at Blue
Jan 5 – 12
Condo in The Blue Mountains
4.97 out of 5 average rating, 299 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Sep 1 – 8
Condo in The Blue Mountains
4.92 out of 5 average rating, 404 reviews★Blue Mountain Village★ Cozy, Stylish, 360 Views
Oct 27 – Nov 3
Condo in The Blue Mountains
4.95 out of 5 average rating, 714 reviewsBlue Mountain Village| Stunning Mountain Views
Aug 27 – Sep 3
Condo in The Blue Mountains
4.97 out of 5 average rating, 116 reviewsRustic Chic Renovated 2Bd Condo by Village
Sep 23 – 30
Condo in The Blue Mountains
4.94 out of 5 average rating, 175 reviewsThe Blue Mountain's Dream Escape (Rivergrass)
Jun 1 – 8
Condo in The Blue Mountains
4.92 out of 5 average rating, 519 reviewsBlue Mountain Luxury Studio
Sep 13 – 20
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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