
Vacation rentals with a pool in Collingwood
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Collingwood
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 Collingwood rentals with a pool
House rentals with a pool

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

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Blue Mountain Retreat In Historic Snowbridge

Pool Open / Serene mountainside home View/Shuttle

Charming One Bedroom at Snowbridge

Heart of Kimberley - with views and a hot tub

Sauna*King Bed*Fireplace*SmartTV

Algonquin sunrise on private balcony pond view
Condo rentals with a pool

Close to Village, 2 Bedrooms , Rivergrass

Large 3BR Modern Luxury Escape | Walk to Blue

Still Winds - Private Patio / Shuttle to Blue

3 Peaks at Blue Mountains, your luxury staycation!

The Highlands - Patio, Trails & Shuttle to Blue

Out of the Blue - Shuttle to Blue, Walk & Trails!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Slopeside Sanctuary - Ski In/Ski Out
Other vacation rentals with a pool

Woodski Retreat w/Heated Pool on 3+ Private Acres

The White Cedar Chalet! pool + free shuttle

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Gorgeous Studio Condo in Blue Mountains Sleeps 4

Tranquility Oasis - Pool, Shuttle to the Village

Hidden gem! Amazing, Corner-unit

Mountainside Escape - Shuttle, Pool & Hot Tub
Quick stats about vacation rentals with a pool in Collingwood
Total rentals
100 properties
Nightly prices starting at
R347 ZAR before taxes and fees
Total number of reviews
850 reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
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- Cottage rentals Collingwood
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- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Cobble Beach Golf Resort Community
- Horseshoe Resort
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Craigleith Ski Club
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- The Georgian Peaks Club
- The Club At Bond Head
- Mount St. Louis Moonstone
- TPC Toronto at Osprey Valley
- Muskoka Bay Resort
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club
- Toronto Ski Club
- Hawk Ridge Golf & Country Club
- Mansfield Ski Club
- Alpine Ski Club
- King Valley Golf Club
- Heritage Hills Golf Club
- Inglis Falls