A coastal scene with a frozen waterway, a lighthouse, and a rocky shoreline.

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Pickering holiday rentals

House, 5 Bedrooms, Patio | 5 bedrooms

1. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
The price is 5.512.240 ₫
7.172.758 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Modern Comforts, Quiet Neighborhood, Free 02 Parking
Premium Apartment, 1 Bedroom, Kitchen, Partial Lake View | City view

2. Modern Downtown Apartments

Modern Downtown Apartments
4.0 star property
Downtown Toronto
8.2 out of 10, Very good, (612 reviews)
"Great location"
United States
Marta
The price is 3.852.535 ₫
6.420.657 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Modern Downtown Apartments
Deluxe Apartment, 1 Bedroom, Kitchen, City View | In-room dining

3. Maple Leaf Square

Maple Leaf Square
3.5 star property
Downtown Toronto
8.2 out of 10, Very good, (621 reviews)
"Great location"
Canada
Piotr
The price is 3.786.567 ₫
6.341.643 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Maple Leaf Square
Interior

4. Modern Sonic Way Condos

Modern Sonic Way Condos
2.5 star property
North York
8.6 out of 10, Excellent, (22 reviews)
"Very clean, comfortable, and well located. We really enjoyed our stay."
Canada
Sophia
The price is 5.333.234 ₫
8.645.762 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Modern Sonic Way Condos
Building design

5. Executive Hotel Cosmopolitan Toronto

Executive Hotel Cosmopolitan Toronto
4.0 star property
Downtown Toronto
8.4 out of 10, Very good, (2,675 reviews)
"Wonderful stay"
Canada
Amanda
The price is 5.824.037 ₫
7.394.454 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Executive Hotel Cosmopolitan Toronto
Comfort Apartment, Balcony, City View | Exterior

6. Maple leaf square

Maple leaf square
3.5 star property
Downtown Toronto
Maple leaf square
Executive Apartment, 2 Bedrooms, Balcony, City View | Living area | 43-inch flat-screen TV with digital channels, TV, Netflix

7. Modern Lillian Street Condos Midtown Toronto

Modern Lillian Street Condos Midtown Toronto
4.0 star property
Old Toronto
8.4 out of 10, Very good, (316 reviews)
"Great place and great location!"
Canada
Maria
The price is 3.878.922 ₫
6.226.504 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Modern Lillian Street Condos Midtown Toronto
Superior Apartment, 1 Bedroom, City View | Private kitchen | Coffee/tea maker, full-sized fridge, microwave, oven

8. Elegant Downtown Apartments

Elegant Downtown Apartments
4.0 star property
Downtown Toronto
8.0 out of 10, Very good, (728 reviews)
"What a great location in toronto!"
Canada
Marissa
The price is 4.206.877 ₫
7.070.849 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Elegant Downtown Apartments
Classic Condo, Balcony, City View | Free WiFi

9. Fort Harbour Suites - Downtown Toronto

Fort Harbour Suites - Downtown Toronto
2.5 star property
Old Toronto
The price is 5.360.376 ₫
6.420.658 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Fort Harbour Suites - Downtown Toronto
Exterior

10. Dundas and Yonge Hotel - Suites

Dundas and Yonge Hotel - Suites
2.5 star property
Downtown Toronto
10.0 out of 10, Exceptional, (4 reviews)
"A wonderful new experience. Outstanding communication, lovely location, and view."
United States
Paul
The price is 37.999.297 ₫
45.515.558 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Dundas and Yonge Hotel - Suites
Apartment, 1 Bedroom, Accessible, Smoking | Interior

11. 1 bd Apartment Sleeps 4- 20 Mins From Everything!

1 bd Apartment Sleeps 4- 20 Mins From Everything!
2.0 star property
North York
The price is 4.031.041 ₫
7.850.050 ₫ total
includes taxes & fees
21 Sept - 22 Sept
1 bd Apartment Sleeps 4- 20 Mins From Everything!
Elite Apartment, 2 Bedrooms, Fireplace, City View | Living area | 43-inch flat-screen TV with digital channels, Smart TV, Netflix

12. Modern Apartments in North York

Modern Apartments in North York
4.0 star property
North York
8.2 out of 10, Very good, (383 reviews)
"Great location, easy access to the subway. Nice to have a parking spot."
Canada
Stephanie
The price is 4.301.117 ₫
7.409.493 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Modern Apartments in North York
Apartment, Balcony, City View | Free WiFi, bed sheets

13. Imperial Enclave

Imperial Enclave
2.0 star property
Downtown Toronto
The price is 3.728.515 ₫
7.175.155 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Imperial Enclave
Apartment, City View | Premium bedding, free WiFi, bed sheets

14. Majestic Residence

Majestic Residence
2.0 star property
Downtown Toronto
The price is 5.060.127 ₫
8.770.159 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Majestic Residence
Interior

15. The Harbourline Suites Downtown Toronto

The Harbourline Suites Downtown Toronto
3.5 star property
Downtown Toronto
The price is 4.335.044 ₫
7.450.130 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Harbourline Suites Downtown Toronto
City Condo, Balcony, Lake View | Living area | 50-inch Smart TV with digital channels, Netflix, streaming services

16. Platinum Premium Residence

Platinum Premium Residence
3.5 star property
Downtown Toronto
The price is 7.989.674 ₫
12.279.294 ₫ total
includes taxes & fees
17 Sept - 18 Sept
Platinum Premium Residence
Executive Suite, City View | Living area | 55-inch flat-screen TV with cable channels

17. Bellair Yorkville

Bellair Yorkville
3.5 star property
Old Toronto
9.6 out of 10, Exceptional, (105 reviews)
"Great location."
Canada
(BROTHER) JOSEPH
The price is 5.648.750 ₫
9.593.275 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Bellair Yorkville
Interior

18. Dan Leckie Apartments

Dan Leckie Apartments
3.0 star property
Downtown Toronto
10.0 out of 10, Exceptional, (1 review)
"Location is really amazing. You walk out and see the CNTower. Check in was a bit complicated , but the host was very responsive. Unit was actually better than the photos posted. All towels were in the dryer. We were pleased to find them warm and fluffy."
Canada
Jennifer
The price is 3.562.275 ₫
4.266.893 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Dan Leckie Apartments
Comfort Double Room, City View | Free WiFi, bed sheets

19. Noyaa Toronto - The Entertainment District

Noyaa Toronto - The Entertainment District
4.0 star property
Downtown Toronto
10.0 out of 10, Exceptional, (1 review)
"Nice hotel and very clean! Location 10/10"
Canada
Jpohn
Noyaa Toronto - The Entertainment District
Dining

20. Waterfront Imperial Retreat

Waterfront Imperial Retreat
2.0 star property
Downtown Toronto
The price is 84.816.073 ₫
103.477.495 ₫ total
includes taxes & fees
17 Sept - 18 Sept
Waterfront Imperial Retreat
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.
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Top Pickering Hotel Reviews

One King West Hotel & Residence

One King West Hotel & Residence

10/10 Excellent
"Perfect stay"
Karen 2-night trip
Posted 1 hour ago
One King West Hotel & Residence

Frequently asked questions

Can I find a holiday rental in Pickering?

Yes, there are holiday rentals in Pickering close to Chestnut Hill Developments Recreation Complex, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Pickering is known for its zoo. Make sure you have time to check out the hockey games and coffee shops during your trip.

How many holiday rentals are there in Pickering?

Choose from 63 Expedia holiday rentals in Pickering for a memorable holiday.

What can I see and do in Pickering?

Enjoy the outdoors at Rouge National Urban Park and Lake Ontario, or simply take in cultural attractions like Herongate Barn Theatre and Luke Andrews Wood Sculptures. Pickering Casino Resort and Deer Creek North Golf Course are other places to visit while you're in town.

What are holiday rentals like in Pickering?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pickering. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.