
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
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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

Award Winning Luxury Home with Heated Pool + Sauna

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*
Apartment rentals with a pool

Blue Mountain Escape, WIFI, Base of North lift

Large 3BR Modern Luxury Escape | Walk to Blue

Mountainside Studio Bliss: Walk to Slopes, Hot Tub

Summer Splendor at Blue Mountain

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Out of the Blue - Outdoor Pool / Shuttle to Blue

Slopeside Sanctuary - Ski In/Ski Out

Mountain Side One Bedroom
Quick stats about holiday rentals with a pool in Grey Highlands
Total rentals
490 properties
Nightly prices starting at
€ 17 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
- Horseshoe Resort
- Cobble Beach Golf Resort Community
- Osler Bluff Ski Club
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Hockley Valley Resort - Golf, Spa and Ski
- Snow Valley Ski Resort
- The Club At Bond Head
- The Georgian Peaks Club
- Mount St. Louis Moonstone
- Caledon Country Club
- Horseshoe Adventure Park
- Alpine Ski Club
- National Pines Golf Club
- The Georgian Bay Club
- Barrie Country Club
- Inglis Falls
- Mansfield Ski Club
- Legacy Ridge Golf Club
- The Paintbrush
- Mad River Golf Club