Pickering Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Pickering, Ontario, Canada

10.0 (27 Reviews)
2 Bedrooms 4 Guests
10.0 (3 Reviews)
1 Bedroom 2 Guests
New
3 Bedrooms 6 Guests
From AU $219 per night
10.0 (7 Reviews)
2 Bedrooms 4 Guests
From AU $332 per night
|
10.0 (1 Review)
4 Bedrooms 6 Guests
From AU $171 per night
|
4.8 (3 Reviews)
1 Bedroom 2 Guests
|
9.8 (22 Reviews)
3 Bedrooms 6 Guests
From AU $175 per night
|
9.0 (3366 Reviews)
1 Bedroom 2 Guests
10.0 (2 Reviews)
2 Bedrooms 6 Guests
From AU $51 per night
9.3 (120 Reviews)
3 Bedrooms 6 Guests
From AU $104 per night
9.3 (3 Reviews)
1 Bedroom 5 Guests
9.2 (19 Reviews)
6 Bedrooms 18 Guests
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9.1 (31 Reviews)
2 Bedrooms 6 Guests
From AU $100 per night
10.0 (1 Review)
1 Bedroom 2 Guests
9.0 (2 Reviews)
1 Bedroom 2 Guests
From AU $84 per night
9.0 (3 Reviews)
1 Bedroom 4 Guests
From AU $163 per night
8.4 (6 Reviews)
2 Bedrooms 5 Guests
From AU $81 per night
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8.8 (9 Reviews)
1 Bedroom 2 Guests
From AU $343 per night
8.0 (2 Reviews)
2 Bedrooms 4 Guests
8.8 (8 Reviews)
1 Bedroom 6 Guests
6.0 (1 Review)
1 Bedroom 2 Guests
From AU $443 per night
8.7 (3 Reviews)
4 Bedrooms 8 Guests
From AU $149 per night
2.0 (1 Review)
1 Bedroom 2 Guests
From AU $257 per night
|
8.6 (1261 Reviews)
273 Bedrooms 15 Guests
2.0 (1 Review)
1 Bedroom 2 Guests
From AU $252 per night
|
8.5 (32 Reviews)
2 Bedrooms 5 Guests
New
2 Bedrooms 5 Guests
8.5 (13 Reviews)
1 Bedroom 2 Guests
|
8.0 (1 Review)
1 Bedroom 2 Guests
7.3 (4 Reviews)
3 Bedrooms 2 Guests
New Modern 2-Bed, 2-Bath BSMT suite | Parking | Wi Fi
New
2 Bedrooms 4 Guests
From AU $100 per night
7.0 (5 Reviews)
4 Bedrooms 8 Guests
From AU $234 per night
New
2 Bedrooms 6 Guests
From AU $220 per night
New
2 Bedrooms 4 Guests
From AU $217 per night
New
1 Bedroom 2 Guests
9.4 (6 Reviews)
3 Bedrooms 6 Guests
From AU $174 per night
7.4 (1004 Reviews)
1 Bedroom 2 Guests
9.2 (9 Reviews)
4 Bedrooms 8 Guests
From AU $268 per night
6.9 (8 Reviews)
1 Bedroom 6 Guests
From AU $81 per night
6.7 (8 Reviews)
1 Bedroom 2 Guests
From AU $95 per night
|
New
1 Bedroom 2 Guests
8.8 (5 Reviews)
3 Bedrooms 6 Guests
From AU $191 per night
6.5 (2 Reviews)
1 Bedroom 3 Guests
8.0 (5 Reviews)
3 Bedrooms 6 Guests
6.0 (27 Reviews)
3 Bedrooms 6 Guests
8.0 (3 Reviews)
4 Bedrooms 8 Guests
|
New
3 Bedrooms 6 Guests
From AU $781 per night
7.4 (6 Reviews)
8 Bedrooms 22 Guests
|
New
3 Bedrooms 6 Guests
From AU $316 per night
4.0 (1 Review)
4 Bedrooms 7 Guests
|
New
1 Bedroom 8 Guests
New
5 Bedrooms 10 Guests
From AU $84 per night
|
New
1 Bedroom 2 Guests
New
4 Bedrooms 9 Guests
New
5 Bedrooms 14 Guests
New
4 Bedrooms 8 Guests

About Pickering Vacation Rentals

With more than 229 Pickering vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Pickering.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Pickering, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Pickering. Places to stay near Pickering are 461.43 ft² on average, with prices averaging AU $295 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Pickering with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Pickering?

What are the top vacation rentals in Pickering?

How many Rentbyowner vacation rentals are available in Pickering?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 229 in the Pickering area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pickering. 

Nearby Neighborhood (1)

Neighborhood Property Count
Scarborough Vacation Rentals in Oshawa, Ontario 255