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Search results; Over 1,000 homes in Pickering

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Top guest favourite
Guest suite in Pickering
Hot Tub Oasis | 35 Min to DT | Main Floor Suite
1 bedroom, 1 bed, 1 private bathroom
1–6 Sept
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4.9 out of 5 average rating, 349 reviews
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Tiny home in Ajax
If you need to rest and forget about stress.
1 bedroom, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 33 reviews
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Home in Pickering
6BR Sleeps 12 | Games, Fire Pit, 5 Cars, Zoo
6 bedrooms, 6 beds, 3.5 bathrooms
1–6 Sept
New place to stay
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Home in Pickering
Luxurious, modern basement unit
1 bedroom, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 213 reviews
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Room in Pickering
Private Room in Pickering
1 bed, 1 bathroom
1–6 Sept
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Home in Ajax
Private Family Friendly Suite - Separate Entrance
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 74 reviews
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Flat in Pickering
Home away from home!
1 bedroom, 1 bed, 1 bathroom
5–10 Sept
4.95 out of 5 average rating, 42 reviews
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Farm stay in Pickering
The Lodge | Pool & Sauna | Horse Academy Next Door
4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Pickering
Large house 3 bed 2 bath 2 parkings
3 bedrooms, 1 bed, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 20 reviews
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Home in Ajax
New Cozy Walkout Basement Studio Getaway
1 bedroom, 1 bed, 1 bathroom
4–9 Sept
4.92 out of 5 average rating, 48 reviews
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Home in Pickering
Upscale Urban Retreat | DT 35 min | TO Zoo 15min
4 bedrooms, 5 beds, 2.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Toronto
Cozy 4 Bedroom Toronto Home, Free wifi/parking
4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 11 reviews
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Flat in Pickering
2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt
3 bedrooms, 3 beds, 1 bathroom
19–24 Sept
4.94 out of 5 average rating, 202 reviews
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Room in Ajax
Private Basement Studio | Ensuite 4 pc Bath
1 queen bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Pickering
Airbnb Superhost • Chic 2BR Retreat w/Parking
2 bedrooms, 2 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 32 reviews
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Home in Ajax
Ultra-Modern Luxury Retreat! Close to Thermea SPA.
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 141 reviews
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Home in Ajax
Cheery 1941 Historic Home in Ajax
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 89 reviews
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Home in Toronto
Quiet upscale neighbourhood
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 64 reviews
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Home in Whitby
Quiet retreat with 2 king beds & Hot tub
2 bedrooms, 2 king beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 10 reviews