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
Home in Pickering
5.0 out of 5 average rating, 13 reviewsToronto Vacation with Heated Pool/Park/Zoo/Casino
Jul 22 – 29
Home in Whitby
4.87 out of 5 average rating, 31 reviewsClean, spacious, poolside entire lower level apt
Jun 25 – Jul 2
Home in Gormley
4.95 out of 5 average rating, 38 reviewsLovely Home, Big Backyard + Pool
Mar 24 – 31
Home in Toronto
4.91 out of 5 average rating, 33 reviewsRavine Paradise with heated pool & hot tub!
Mar 15 – 22
Home in Toronto
4.93 out of 5 average rating, 97 reviewsEntire house with Pool, ravine, and nature trail
Oct 9 – 16
Home in Ajax
4.88 out of 5 average rating, 24 reviewsBeautiful Cottage in Ajax
Dec 15 – 22
Home in Uxbridge
5.0 out of 5 average rating, 15 reviewsRedwood Haven East: Your Dream Getaway in Uxbridge
Feb 4 – 11
Home in Newmarket
5.0 out of 5 average rating, 7 reviewsBeautiful Pond View stay!
Dec 22 – 29
Condo rentals with a pool
Condo in Toronto
4.97 out of 5 average rating, 218 reviewsChic, High-Rise Apartment with CN Tower Views
Jun 1 – 8
Condo in Toronto
4.86 out of 5 average rating, 178 reviewsBest View in Downtown 5 Star Luxury 1+1 w/office
May 14 – 19
Condo in Toronto
4.81 out of 5 average rating, 302 reviewsSpacious Downtown (midtown) 2bed 2 bath free parki
Jul 24 – 31
Condo in Toronto
4.95 out of 5 average rating, 170 reviewsUpscale Luxurious Condo Free Parking
Aug 25 – Sep 1
Condo in Toronto
4.94 out of 5 average rating, 230 reviewsLuxury 1 Bedroom Suite In Heart Of Toronto
Jul 24 – 31
Condo in Toronto
4.89 out of 5 average rating, 273 reviewsCENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
Sep 29 – Oct 6
Condo in Toronto
4.97 out of 5 average rating, 291 reviewsBeautiful Condo + CN Tower View + Free Parking
May 19 – 26
Condo in Toronto
4.89 out of 5 average rating, 246 reviewsClosest condo to Rogers Centre/CN tower in Toronto
Jan 14 – 21
Quick stats about vacation rentals with a pool in Pickering
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
860 reviews
Nightly prices starting at
G$4,183 GYD before taxes and fees
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