
Holiday 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.
Holiday 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

Nature Retreat in The Pretty River Valley for 6

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

Blue Mountain Retreat w/ Pool + Village Shuttle

Hockley Valley - Jazzy Pines - 4 BR with Pool

Pool Open / Serene mountainside home View/Shuttle

Cozy Lakefront Cottage with Hot tub and Pool.

Stonehaven - large country retreat, with pool*

Sauna*King Bed*Fireplace*SmartTV
Condo rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

Mountainside Escape at Blue - Outdoor Pool

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

Blue Mountain Escape, WIFI, Base of North lift

Large 3BR Modern Luxury Escape | Walk to Blue

The Fairway Chalet

Out of the Blue - Outdoor Pool / Shuttle to Blue

Blue Mountain Studio with Summer Pool
Quick stats about holiday rentals with a pool in Grey Highlands
Total rentals
490 properties
Nightly prices starting at
$33 NZD before taxes and fees
Total number of reviews
41K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with dedicated workspaces
300 properties have a dedicated workspace
Destinations to explore
- Grand River Holiday rentals
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- Rentals with beach access Grey Highlands
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Cobble Beach Golf Resort Community
- Horseshoe Resort
- Osler Bluff Ski Club
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Hockley Valley Resort - Golf, Spa and Ski
- The Club At Bond Head
- The Georgian Peaks Club
- Alpine Ski Club
- Caledon Country Club
- National Pines Golf Club
- Barrie Country Club
- Inglis Falls
- The Georgian Bay Club
- Legacy Ridge Golf Club
- The Paintbrush
- Mansfield Ski Club
- Shanty Bay Golf Club
- Heritage Hills Golf Club