
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

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

Guest suite 10 min to subwy w kitchen FREE parking

private backyard SPA oasis in Toronto
Condo rentals with a pool

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

Beautiful Condo Across CN Tower and MTCC

Chic, High-Rise Apartment with CN Tower Views

Luxury 1BR Executive Condo ⢠Panoramic City Views

Luxury 1 Bedroom Suite In Heart Of Toronto

Resort Style Lake View Condo

âAmazing 2 Bedrooms Condoâ in Downtown Torontoâ

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Other vacation rentals with a pool

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

1 Bed BRAND NEW Condo-Stunning T.O. Views

1 BDRM Luxury Loft By Square One w/FREE PARKING

Modern 1 Bed Condo Mississauga

Bright, spacious luxury basement apartment

Award Winning 3BR Luxury Penthouse â˘Stunning Views

Beautiful 2 Bedroom Apartment

Downtown Designer Condo
Quick stats about vacation rentals with a pool in Pickering
Total rentals
50 properties
Nightly prices starting at
R353Â ZAR 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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- Condo rentals Pickering
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- Rentals with a hot tub Pickering
- Rentals with an EV charger Pickering
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- Rentals with outdoor seating Pickering
- Rentals with a patio Pickering
- Pet-friendly rentals Pickering
- Rentals with lake access Pickering
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- Rentals with a washer and dryer Pickering
- Rentals with beach access Pickering
- House rentals Pickering
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- Rentals with a fireplace Pickering
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- Family-friendly rentals Pickering
- Rentals with a fire pit Pickering
- 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
- Financial District
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Jackson-Triggs Niagara Estate
- Toronto City Hall
- Royal Woodbine Golf Club