Holiday 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.
Holiday 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
19–24 May
Home in Whitby
4.87 out of 5 average rating, 31 reviewsClean, spacious, poolside entire lower level apt
29 Sep – 6 Oct
Home in Gormley
4.95 out of 5 average rating, 38 reviewsLovely Home, Big Backyard + Pool
21–28 Mar
Home in Toronto
4.9 out of 5 average rating, 31 reviewsRavine Paradise with heated pool & hot tub!
12–19 Mar
Home in Newmarket
5.0 out of 5 average rating, 7 reviewsBeautiful Pond View stay!
19–26 Dec
Home in Uxbridge
5.0 out of 5 average rating, 15 reviewsRedwood Haven East: Your Dream Getaway in Uxbridge
16–23 Mar
Home in Hampton
5.0 out of 5 average rating, 11 reviewsPrivacy in the country.
17–24 Apr
Home in Toronto
4.93 out of 5 average rating, 97 reviewsEntire house with Pool, ravine, and nature trail
25 May – 1 Jun
Condo rentals with a pool
Condo in Toronto
4.81 out of 5 average rating, 302 reviewsSpacious Downtown (midtown) 2bed 2 bath free parki
5–12 May
Condo in Toronto
4.97 out of 5 average rating, 217 reviewsChic, High-Rise Apartment with CN Tower Views
8–15 May
Condo in Toronto
4.86 out of 5 average rating, 178 reviewsBest View in Downtown 5 Star Luxury 1+1 w/office
14–19 May
Condo in Toronto
4.95 out of 5 average rating, 170 reviewsUpscale Luxurious Condo Free Parking
11–18 Feb
Condo in Toronto
4.94 out of 5 average rating, 229 reviewsLuxury 1 Bedroom Suite In Heart Of Toronto
23–30 May
Condo in Toronto
4.96 out of 5 average rating, 110 reviewsModern Downtown Condo Free Parking/ Walk to Lake
19–26 Dec
Condo in Toronto
4.89 out of 5 average rating, 273 reviewsCENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
29 Sep – 6 Oct
Condo in Toronto
4.88 out of 5 average rating, 127 reviews1 bdrm Condo by CNT Free Parking 39 FLR Stun. View
12–19 Sep
Quick stats about holiday 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
$34 NZD before taxes and fees
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