Book Holiday Homes in Pickering

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Pickering Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pickering vacation homes are the perfect way for you to wing it.

Holiday houses in Pickering let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pickering in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pickering adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pickering with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pickering vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pickering Holiday Homes essential information

Accommodation
Holiday Homes
Lowest Price
AU$154
Highest Price
AU$271
Popular accommodation
Pickering Casino Resort Hotel, Holiday Inn Toronto Downtown Centre by IHG, Chelsea Hotel, Toronto, One King West Hotel & Residence

Top trending hotels in Pickering

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave, Pickering, ON
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 14 Apr to 15 Apr
AU$154
includes taxes & fees
14 Apr - 15 Apr
Located in Pickering, Pickering Casino Resort Hotel is within a 10-minute drive of Ajax Convention Centre and Lake Ontario.
Pickering Casino Resort Hotel
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street, Toronto, ON
Fully refundable
The price is AU$248 per night from 20 Apr to 21 Apr
AU$248
includes taxes & fees
20 Apr - 21 Apr
A stay at Holiday Inn Toronto Downtown Centre by IHG places you in the heart of Toronto, within a 15-minute walk of CF Toronto Eaton Centre and University of ...
Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 21 Apr to 22 Apr
AU$250
includes taxes & fees
21 Apr - 22 Apr
With a stay at Chelsea Hotel, Toronto, you'll be centrally located in Toronto, within a 10-minute walk of Yonge-Dundas Square and CF Toronto Eaton Centre.
Chelsea Hotel, Toronto
Save an average of 15% on thousands of hotels when you're signed in
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
1 King Street West, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 6 Apr to 7 Apr
AU$271
includes taxes & fees
6 Apr - 7 Apr
With a stay at One King West Hotel & Residence, you'll be centrally located in Toronto, within a 10-minute walk of CF Toronto Eaton Centre and Scotiabank ...
One King West Hotel & Residence
Don't see what you're looking for?
See all available properties in Pickering
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.