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Pickering Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Pickering holiday rentals

Meeting facility
One King West Hotel & Residence

One King West Hotel & Residence

One King West Hotel & Residence
4.0 star property
Downtown Toronto
9.2 out of 10, Wonderful, (11696)
"Great place to stay"
Canada
Peter
The price is S$178
includes taxes & fees
21 Dec - 22 Dec
One King West Hotel & Residence
In-room dining
Panorama Suites Downtown Toronto

Panorama Suites Downtown Toronto

Panorama Suites Downtown Toronto
4.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (678)
"Great place to stay! "
Canada
Tanya
The price is S$197
includes taxes & fees
18 Dec - 19 Dec
Panorama Suites Downtown Toronto
Exterior
RivetStays - The York

RivetStays - The York

RivetStays - The York
3.0 star property
Downtown Toronto
8.6 out of 10, Excellent, (724)
"Great views, excellent accommodations "
Canada
Catherine
RivetStays - The York
Building design
Executive Hotel Cosmopolitan Toronto

Executive Hotel Cosmopolitan Toronto

Executive Hotel Cosmopolitan Toronto
4.0 star property
Downtown Toronto
8.2 out of 10, Very good, (2206)
"The location was fantastic. "
Canada
Scott
The price is S$181
includes taxes & fees
21 Dec - 22 Dec
Executive Hotel Cosmopolitan Toronto
Smart TV, Netflix, streaming services
Soho Suites Yorkville

Soho Suites Yorkville

Soho Suites Yorkville
4.0 star property
Old Toronto
9.4 out of 10, Exceptional, (136)
"No one should ever book with these people. Beyond awful. "
Canada
Tyler
Soho Suites Yorkville
Lobby
Le Germain Hotel Maple Leaf Square

Le Germain Hotel Maple Leaf Square

Le Germain Hotel Maple Leaf Square
4.0 star property
Downtown Toronto
9.6 out of 10, Exceptional, (2082)
"beautiful hotel. Great location"
Canada
nathan
The price is S$320
includes taxes & fees
2 Jan - 3 Jan, 2026
Le Germain Hotel Maple Leaf Square
Living area
Gorgeous Apartments in the Heart of Toronto

Gorgeous Apartments in the Heart of Toronto

Gorgeous Apartments in the Heart of Toronto
3.5 star property
Downtown Toronto
8.2 out of 10, Very good, (989)
"Excellent stay — clean, cozy, and super convenient."
Canada
Steven
The price is S$306
includes taxes & fees
11 Jan - 12 Jan, 2026
Gorgeous Apartments in the Heart of Toronto
Bar (on property)
1 Hotel Toronto

1 Hotel Toronto

1 Hotel Toronto
5.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (645)
"Everything was perfect! "
Canada
Laura
The price is S$546
includes taxes & fees
27 Dec - 28 Dec
1 Hotel Toronto
Living area
Forma serviced suites

Forma serviced suites

Forma serviced suites
4.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (46)
"Nice little place great view clean property will stay again"
Canada
Mat
The price is S$124
includes taxes & fees
18 Dec - 19 Dec
Forma serviced suites
In-room dining
Graydon Front Street

Graydon Front Street

Graydon Front Street
4.5 star property
Downtown Toronto
9.4 out of 10, Exceptional, (76)
"Near the sports venues "
United States
Sean
The price is S$304
includes taxes & fees
13 Jan - 14 Jan, 2026
Graydon Front Street
In-room dining
RivetStays - The Jarvis

RivetStays - The Jarvis

RivetStays - The Jarvis
3.5 star property
Downtown Toronto
8.8 out of 10, Excellent, (321)
"Great room, view, and stay!"
Canada
Anthony
RivetStays - The Jarvis
Exterior
mehri suites

mehri suites

mehri suites
2.0 star property
Downtown Toronto
9.8 out of 10, Exceptional, (12)
"Beautiful place with nice view 10/10 would book again "
Canada
Philip
The price is S$125
includes taxes & fees
18 Dec - 19 Dec
mehri suites
Front of property
Stallion Suites - Downtown Toronto

Stallion Suites - Downtown Toronto

Stallion Suites - Downtown Toronto
4.0 star property
Downtown Toronto
9.8 out of 10, Exceptional, (24)
"We had a lovely stay!"
Canada
Elias
Stallion Suites - Downtown Toronto
Interior entrance
Le Germain Hotel Toronto

Le Germain Hotel Toronto

Le Germain Hotel Toronto
4.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (1481)
"Location was great, room and amenities were great!"
Canada
Rishi
The price is S$309
includes taxes & fees
26 Dec - 27 Dec
Le Germain Hotel Toronto
Individually decorated, individually furnished, desk, laptop workspace
Stallion Suites Yorkville

Stallion Suites Yorkville

Stallion Suites Yorkville
4.0 star property
Old Toronto
9.8 out of 10, Exceptional, (15)
"Luxurious hotel, spacious, very clean and top notch service. "
Canada
Cian
Stallion Suites Yorkville
Private kitchen
Elegant Downtown Apartments

Elegant Downtown Apartments

Elegant Downtown Apartments
4.0 star property
Downtown Toronto
7.8 out of 10, Good, (522)
"Excellent stay — clean, cozy, and super convenient."
Canada
Steven
The price is S$227
includes taxes & fees
7 Jan - 8 Jan, 2026
Elegant Downtown Apartments
City view
Modern Downtown Apartments

Modern Downtown Apartments

Modern Downtown Apartments
4.0 star property
Downtown Toronto
8.0 out of 10, Very good, (400)
"Excellent stay — clean, cozy, and super convenient."
Canada
Steven
Modern Downtown Apartments
Living area
Bellair Yorkville

Bellair Yorkville

Bellair Yorkville
3.5 star property
Old Toronto
9.6 out of 10, Exceptional, (91)
"Wonderful place to stay "
Canada
Julie
The price is S$185
includes taxes & fees
10 Jan - 11 Jan, 2026
Bellair Yorkville
Living area
Rivetstays - The Parade

Rivetstays - The Parade

Rivetstays - The Parade
3.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (34)
"We loved our stay at this property. We highly recommend!"
Canada
Sheilagh
The price is S$223
includes taxes & fees
12 Jan - 13 Jan, 2026
Rivetstays - The Parade
Living area
The Teahouse Suite

The Teahouse Suite

The Teahouse Suite
2.0 star property
Downtown Toronto
The price is S$5,745
includes taxes & fees
18 Dec - 19 Dec
The Teahouse Suite
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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

10/10 Excellent
"Good views "
SHYNE 3-night trip
Posted 1 day ago
Chelsea Hotel, Toronto

Frequently asked questions

Can I find a holiday rental in Pickering?

Yes, there are holiday rentals close to the most popular sights in Pickering, 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 65 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.