House holiday rentals in Pickering
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Top-rated house rentals in Pickering
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Pickering house rentals
House rentals with a pool
Home in Port Perry, Canada
4.94 out of 5 average rating, 203 reviewsHome away from home with a hot tub and pool
12–19 Sep
Home in Toronto
4.91 out of 5 average rating, 264 reviewsKing West Victorian Studio Gem
16–23 Jul
Home in Ajax
5.0 out of 5 average rating, 9 reviewsEntire Modern Home | Spacious | Near Lake & Park
4–11 May
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
Weekly house rentals
Home in Ajax
4.93 out of 5 average rating, 15 reviewsPrivate Suite - Ajax by the Lake
28 Aug – 4 Sep
Home in Pickering
4.81 out of 5 average rating, 47 reviewsPickering Sweet Home
12–19 Aug
Home in Toronto
5.0 out of 5 average rating, 18 reviewsQuiet upscale neighbourhood
27 Dec – 3 Jan
Home in Ajax, Canada
4.9 out of 5 average rating, 29 reviewsBeautiful bright basement aptmnt
19–26 Jun
Home in Ajax
4.95 out of 5 average rating, 20 reviewsCozy 1-Bedroom Retreat
8–15 Jan
Home in Ajax
4.92 out of 5 average rating, 39 reviewsCheery 1941 Historic Home in Ajax
31 Aug – 7 Sep
Home in Ajax
4.92 out of 5 average rating, 76 reviewsOne bedroom basement apartment
10–17 Jul
Home in Ajax
4.93 out of 5 average rating, 14 reviewsCozy Basement Apt near Lake
5–12 Jul
Private house rentals
Home in Whitby
4.78 out of 5 average rating, 23 reviewsBrand New, Bright & Cozy Apt w/ Parking
3–10 Mar
Home in Toronto
4.94 out of 5 average rating, 31 reviewsCottage and City all in one
1–8 Aug
Home in Whitby
4.93 out of 5 average rating, 46 reviewsLuxury Basement apartment for short & long stay
22–29 Jan
Home in Little Britain
5.0 out of 5 average rating, 12 reviewsCozy Lakeside Cottage on Lake Scugog
30 Oct – 6 Nov
Home in Whitchurch-Stouffville
4.98 out of 5 average rating, 65 reviewsHome in the Heart of Stouffville
3–10 Jul
Home in Pickering
4.91 out of 5 average rating, 11 reviewsPrivate Mainfloor One Queen Bedroom Apartment
7–14 Aug
Home in Whitby
5.0 out of 5 average rating, 11 reviewsCozy Blue Suite in Whitby
12–19 Dec
Home in Ajax
5.0 out of 5 average rating, 32 reviewsModern Cozy Vacation house in Ajax, GTA ON Canada
5–12 Oct
Quick stats about house rentals in Pickering
Total rentals
870 properties
Rentals with dedicated workspaces
550 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
350 properties are a good fit for families
Total number of reviews
12K reviews
Destinations to explore
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Muskoka Lakes Holiday rentals
- Niagara Falls Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Buffalo Holiday rentals
- Deep Creek Lake Holiday rentals
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- Family-friendly rentals Pickering
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- House rentals Regional Municipality of Durham
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