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

Beautiful Cottage in Ajax

Award Winning Luxury Home with Heated Pool + Sauna

Home away from home with a hot tub and pool

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Luxury Spa Escape w/ Pool & Jacuzzi + Private Chef

Ravine Paradise ! heated pool and hot tub!

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Victorian Charm â TIFF/FIFA Base in King West
Condo rentals with a pool

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Beautiful Penthouse with Breathtaking View

Beautiful Condo Across CN Tower and MTCC

Waterfront Downtown condo by EXRogers Pool-Parking

Chic, High-Rise Apartment with CN Tower Views

Stylish Downtown Toronto Condo with Free Parking

Luxury 1BR Executive Condo ⢠Panoramic City Views

Luxury 1 Bedroom Suite In Heart Of Toronto
Other vacation rentals with a pool

Charming and Luxurious 2BR+1Bath Guest Suite

Modern 1 Bed Condo Mississauga

Bright, spacious luxury basement apartment

Cozy 1 Bed loft with study across CN Tower!

private backyard SPA oasis in Toronto

Luxury Lakeview Condo

Penthouse Corner Suite w/ Panoramic 12 FT Windows

Top Area w/ Sunset View, King Bed, Parking, Pool
Quick stats about vacation rentals with a pool in Pickering
Total rentals
50 properties
Nightly prices starting at
$28Â CAD before taxes and fees
Total number of reviews
690 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Rentals with a fireplace Pickering
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- Family-friendly rentals Pickering
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- Rentals with a firepit Pickering
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- Rentals with pools Durham Region
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Massey Hall
- Trinity Bellwoods Park
- BMO Field
- Dufferin Grove Park
- Casa Loma
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club