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Search results; Over 1,000 homes in Pickering

Guest favorite
This waterfront bungalow gives you a big backyard and Lake Ontario views
2 bedrooms, 2 beds, 1 private bath
Sep 7 – 12
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4.76 out of 5 average rating, 68 reviews
Top guest favorite
Glass and crystal accents greet you at this bright Pickering house with a private patio
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 2 beds, 2 baths
Oct 6 – 11
Top guest favorite
Natural light fills this stylish Pickering house — you’ll have a private balcony
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 1 bed, 2 baths
Aug 28 – Sep 2
This Pickering house gives you a rooftop terrace and patio with pergola
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 2.5 baths
Aug 27 – Sep 1
Top guest favorite
This modern Pickering basement apartment gives you a private entrance and workspace
4.94 out of 5 average rating, 209 reviews, 1 bedroom, 4 beds, 1 bath
Sep 27 – Oct 2
Top guest favorite
This single-level Pickering home puts you 1.5km from the beach with a patio
4.96 out of 5 average rating, 55 reviews, 3 bedrooms, 4 beds, 1 bath
Nov 1 – 6
Top guest favorite
This bright Pickering house gives you a private deck, backyard, and renovated lower level
4.99 out of 5 average rating, 77 reviews, 4 bedrooms, 4 beds, 4 baths
Aug 24 – 29
This Pickering farmstay gives you valley views, a saltwater pool, and a sauna among pines
New place to stay, 4 bedrooms, 4 beds, 3.5 baths
Aug 16 – 21
Top guest favorite
This newly renovated Pickering suite gives you soundproofed walls and a private entrance
4.96 out of 5 average rating, 47 reviews, 1 bedroom, 1 bed, 1 bath
Aug 14 – 19
Top guest favorite
This Pickering apartment gives you a private entrance and lawn for morning coffee
4.97 out of 5 average rating, 35 reviews, 1 bedroom, 1 bed, 1 bath
Aug 29 – Sep 3
Top guest favorite
This cozy Toronto suite puts you near Rouge National Urban Park and a fireplace
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 7 – 12
A spacious Ajax townhome that puts you in a central location
New place to stay, 3 bedrooms, 4 beds, 2.5 baths
Sep 2 – 7
Top guest favorite
This bright, modern Pickering house gives you a backyard and plenty of space
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 2.5 baths
Aug 16 – 21
Top guest favorite
This modern Ajax suite gives you a sheltered patio and open-concept living
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bath
Aug 26 – 31
Guest favorite
Stargaze from the transparent dock dome at this lakefront Stouffville retreat
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bath
Aug 23 – 28
Guest favorite
This Ajax house gives you a fenced backyard, fireplace, and home office
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2 baths
Jan 1 – 6
Top guest favorite
This newly renovated Pickering walkout suite puts you a minute from Lake Ontario
4.9 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 1.5 baths
Sep 5 – 10
This Pickering apartment gives you a private backyard and patio facing a park
4.86 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bath
Aug 24 – 29
Top guest favorite
This fully renovated Whitby house gives you a game room and fireplace nook
4.98 out of 5 average rating, 58 reviews, 4 bedrooms, 5 beds, 2.5 baths
Aug 30 – Sep 4