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Search results; Over 1,000 homes in Pickering

Guest favourite
Guest suite in Pickering
* HOT TUB* Guest Suite - Minutes to the Beach!
1 bedroom, 2 beds, 1 shared bathroom
27 Sept – 2 Oct
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4.88 out of 5 average rating, 825 reviews
Home in Pickering
6BR Sleeps 12 | Games, Fire Pit, 5 Cars, Zoo
6 bedrooms, 6 beds, 3.5 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Room in Ajax
Luxury Room• Private Bath• Ajax GO• Free Parking•
1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 19 reviews
Townhouse in Pickering
Townhouse in Pickering - Whole house (Private)
2 bedrooms, 1 king bed, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Ajax
A Modern Country Retreat! No cleaning fees!
2 bedrooms, 3 beds, 1.5 bathrooms
30 Sept – 5 Oct
4.98 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Whitby
Zarmas Oasis 2BRM | BR | Kitchen
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 162 reviews
Top guest favourite
Tiny home in Ajax
If you need to rest and forget about stress.
1 bedroom, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Pickering
Luxurious, modern basement unit
1 bedroom, 4 beds, 1 bathroom
28 Oct – 2 Nov
4.94 out of 5 average rating, 218 reviews
Top guest favourite
Home in Whitby
Quiet retreat with 2 king beds & Hot tub
2 bedrooms, 2 king beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 14 reviews
Home in Ajax
Lakeside Modern Renovated House
5 bedrooms, 5 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Home in Pickering
Spacious 3BR Townhouse | Patio & Near highway
3 bedrooms, 3 beds, 3 bathrooms
2–7 Nov
New place to stay
Rooms in Ajax
Scenic 2BR Ravine Suite • Yard • Parking • Beach
2 bedrooms, 1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
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, 77 reviews
Home in Ajax
Tranquil Home by the Lake– Near Toronto/401/Trails
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Pickering
Airbnb Superhost • Chic 2BR Retreat w/Parking
2 bedrooms, 2 beds, 2 bathrooms
10–15 Nov
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Flat in Ajax
Top 5% Quiet 2BR Suite | Sleeps 6 + 2 car Parking
2 bedrooms, 4 beds, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Whitby
Stunning Luxe Design | 4 BR | Whitby | Thermea
4 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Bungalow in Whitby
Modern 2BR+2 Parking | HWY401, Iroquois, GO
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 19 reviews
Home in Pickering
Pickering Shores Retreat | King Bed
1 bedroom, 1 king bed, 1 bathroom
16–21 Sept
New place to stay