
Holiday rentals in Pickering
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Top-rated holiday rentals in Pickering
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Pickering holiday rentals
Other great holiday rentals in Pickering
Guest favourite

Flat in Pickering
5 out of 5 average rating, 13 reviewsSerene & Comfortable Home
Guest favourite

Home in Pickering
4.92 out of 5 average rating, 12 reviewsHome away from Home
Guest favourite

Home in Pickering
5 out of 5 average rating, 10 reviewsModern Basement Apartment

Guest suite in Pickering
4.73 out of 5 average rating, 377 reviewsKing Studio Suit W/parking+1st flr wlkout
Superhost

Guest suite in Pickering
4.75 out of 5 average rating, 119 reviewsLovely Garden View Private Apartment with Patio
Top guest favourite

Home in Courtice
5 out of 5 average rating, 29 reviewsHome away from Home

Flat in Pickering Beach
4.73 out of 5 average rating, 231 reviewsLuxurious Private Suite by the Lake
Guest favourite

Home in Pickering
4.8 out of 5 average rating, 15 reviews1 bedroom studio private basement in Pickering
Quick stats about holiday rentals in Pickering
Total rentals
1.5K properties
Total number of reviews
36K reviews
Family-friendly rentals
600 properties are a good fit for families
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
930 properties have a dedicated workspace
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Mount Pocono Holiday rentals
- Capital District, New York Holiday rentals
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Pittsburgh Holiday rentals
- Island of Montreal Holiday rentals
- Townhouse rentals Pickering
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- Smoking-friendly rentals Pickering
- Rentals with lake access Pickering
- Rentals with pools Pickering
- Fitness-friendly rentals Pickering
- Flat rentals Pickering
- Rentals with outdoor seating Pickering
- Beachfront rentals Pickering
- Rentals with a fireplace Pickering
- Private suite rentals Pickering
- Guest house rentals Pickering
- Rentals with a washing machine and dryer Pickering
- Rentals with a patio Pickering
- Rentals with an EV charger Pickering
- Rentals with a hot tub Pickering
- Cottage rentals Pickering
- Family-friendly rentals Pickering
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Financial District
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Jackson-Triggs Niagara Estate
- Toronto City Hall
- Royal Woodbine Golf Club