A calm lake with rocky shores, surrounded by dense forest and a clear sky.

Pickering Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Pickering vacation rentals

A laundry area with stacked washers and dryers, wooden cabinets, and a tiled backsplash.

1. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
10.0 out of 10, Exceptional, (1 review)
"House was neat and clean as showed in the pictures. We had a smooth check in process and enjoyed our stay. The house is really beautiful"
Canada
Prem
The price is P11,805
P15,613 total
includes taxes & fees
Oct 12 - Oct 13
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A living room with a sofa, coffee table, and patterned ottoman. There is a staircase with a railing and a door leading to another room.

2. Spacious Villa in Scarborough

Spacious Villa in Scarborough
2.0 star property
Scarborough
The price is P198,285
P281,569 total
includes taxes & fees
Oct 12 - Oct 13
Spacious Villa in Scarborough
A hotel entrance with a glass facade and a sign reading "COSMOPOLITAN".

3. Executive Hotel Cosmopolitan and Spa

Executive Hotel Cosmopolitan and Spa
4.0 star property
Downtown Toronto
8.4 out of 10, Very good, (2,742 reviews)
"Love the location, check in was great. We had a lovely stay"
Canada
Teresa
The price is P8,769
P11,133 total
includes taxes & fees
Oct 12 - Oct 13
Executive Hotel Cosmopolitan and Spa
A modern apartment with a balcony, a dining area, a living room with a sofa and ottoman, and a kitchen with a TV and fireplace.

4. Modern Apartments in North York

Modern Apartments in North York
4.0 star property
North York
8.2 out of 10, Very good, (397 reviews)
"Great place, and check in was pretty easy as they provided detailed instructions."
Canada
Shubeedsha
The price is P9,557
P15,142 total
includes taxes & fees
Oct 12 - Oct 13
Modern Apartments in North York
A modern apartment with a kitchen, dining area, and living room.

5. Modern Downtown Suites Near CN Tower

Modern Downtown Suites Near CN Tower
3.5 star property
Downtown Toronto
9.2 out of 10, Wonderful, (11 reviews)
"Very spacious and location was great!"
Canada
Veronique-Anne
The price is P4,981
P10,452 total
includes taxes & fees
Oct 12 - Oct 13
Modern Downtown Suites Near CN Tower
A rooftop terrace with outdoor seating and a city skyline view.

6. Nester Finn St. Lawrence Market

Nester Finn St. Lawrence Market
2.5 star property
Downtown Toronto
9.8 out of 10, Exceptional, (188 reviews)
"Enjoyed our stay"
United States
Hussam
The price is P11,314
P13,552 total
includes taxes & fees
Oct 12 - Oct 13
Nester Finn St. Lawrence Market
A spacious lobby with a modern design, featuring a grey sectional sofa, a white sofa, and a wooden accent wall.

7. Modern Sonic Way Condos

Modern Sonic Way Condos
2.5 star property
North York
8.8 out of 10, Excellent, (23 reviews)
"Very clean, comfortable, and well located. We really enjoyed our stay."
Canada
Sophia
Modern Sonic Way Condos
A high-rise building with a modern glass facade, multiple floors, and a view of a cityscape at sunset.

8. Polaris Suites

Polaris Suites
4.0 star property
Downtown Toronto
9.2 out of 10, Wonderful, (887 reviews)
"Easy to check in, accommodating people, reasonable price."
Canada
Kerry
The price is P3,807
P9,785 total
includes taxes & fees
Oct 12 - Oct 13
Polaris Suites
A modern kitchen with white cabinets and stainless steel appliances, a dining area with a glass table and chairs, and large windows offering a city view.

9. Maple Leaf Square

Maple Leaf Square
3.5 star property
Downtown Toronto
8.2 out of 10, Very good, (624 reviews)
"Great location"
Canada
Piotr
The price is P11,064
P17,475 total
includes taxes & fees
Oct 12 - Oct 13
Maple Leaf Square
A dining area with a glass table and two chairs, a lamp, and a view of a cityscape through large windows.

10. Yonge Street Downtown Toronto Condos

Yonge Street Downtown Toronto Condos
4.0 star property
Downtown Toronto
8.8 out of 10, Excellent, (281 reviews)
"Great. Parking is a bit of a trick, but I figured it out."
United States
David
The price is P9,875
P16,578 total
includes taxes & fees
Oct 12 - Oct 13
Yonge Street Downtown Toronto Condos
A high-rise building with a glass balcony, offering a city view.

11. Modern Downtown Apartments

Modern Downtown Apartments
4.0 star property
Downtown Toronto
8.0 out of 10, Very good, (629 reviews)
"Loved the location. What a beautiful place and close to everything"
Canada
Maria
The price is P13,126
P19,945 total
includes taxes & fees
Oct 25 - Oct 26
Modern Downtown Apartments
A high-rise building with a modern architectural design, featuring a curved facade and multiple balconies.

12. Teahouse Condos in Downtown Toronto

Teahouse Condos in Downtown Toronto
4.0 star property
Downtown Toronto
8.4 out of 10, Very good, (86 reviews)
"Nice place"
United States
John-Rey
The price is P9,399
P14,952 total
includes taxes & fees
Oct 12 - Oct 13
Teahouse Condos in Downtown Toronto
A modern outdoor seating area with a sofa and lounge chairs, a wooden deck, and a view of the ocean and a tower.

13. Skyline Suites - Next to MTCC, ACC & CN Tower

Skyline Suites - Next to MTCC, ACC & CN Tower
4.0 star property
Downtown Toronto
8.2 out of 10, Very good, (338 reviews)
"Loved the location!! Great place to stay while visiting Toronto."
Canada
Cyrene
The price is P4,393
P8,376 total
includes taxes & fees
Oct 12 - Oct 13
Skyline Suites - Next to MTCC, ACC & CN Tower
A living room with a sofa, armchair, wooden cabinet, and a small table with a bowl.

14. 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 P8,130
P16,799 total
includes taxes & fees
Oct 18 - Oct 19
1 bd Apartment Sleeps 4- 20 Mins From Everything!
A hotel room with a large bed, a bedside table with a lamp, a mirror, and a wooden floor.

15. StayToronto - Eaton Centre Escape

StayToronto - Eaton Centre Escape
3.0 star property
Downtown Toronto
8.0 out of 10, Very good, (1 review)
"Thanks!"
Canada
Layne
The price is P4,265
P9,595 total
includes taxes & fees
Oct 12 - Oct 13
StayToronto - Eaton Centre Escape
A dining area with a wooden table, four chairs, a vase with flowers, and a television in the background.

16. Dan Leckie Apartments

Dan Leckie Apartments
3.0 star property
Downtown Toronto
9.8 out of 10, Exceptional, (6 reviews)
"loved the location. central and CLEANNNNNNN"
United States
Jayne
The price is P5,111
P6,122 total
includes taxes & fees
Oct 18 - Oct 19
Dan Leckie Apartments
Room

17. Chic Suites in Downtown Toronto

Chic Suites in Downtown Toronto
3.5 star property
Downtown Toronto
10.0 out of 10, Exceptional, (1 review)
"The place looks exactly like the pictures—actually, even better in person! We loved the balcony and the beautiful city lights at night. The location was perfect for us, the check-in instructions were very easy to follow, and the host/support team replied right away whenever we had questions. We had a great stay and would definitely recommend it!"
Canada
Ernesto Luis
The price is P6,702
P13,569 total
includes taxes & fees
Nov 10 - Nov 11
Chic Suites in Downtown Toronto
A high-rise apartment with a city view, a green sofa, a glass coffee table, and a modern chandelier.

18. Bellair Yorkville

Bellair Yorkville
3.5 star property
Old Toronto
9.6 out of 10, Exceptional, (110 reviews)
"The location is perfect right in the heart of Yorkville the only problem was the amenities, such as towels and soap etc. inside the unit which were in short supply and some minor maintenance related issues that could be attended to"
Canada
joel
The price is P14,951
P24,517 total
includes taxes & fees
Oct 13 - Oct 14
Bellair Yorkville
A modern living room with a grey sofa, yellow cushions, a glass coffee table, and a view of tall buildings through large windows.

19. 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, (334 reviews)
"good location, good staff"
Canada
nathalia
The price is P10,430
P16,187 total
includes taxes & fees
Oct 18 - Oct 19
Modern Lillian Street Condos Midtown Toronto
A hotel room with two beds, each with white linens and towels, a wooden headboard, bedside lamps, and a nightstand with a phone and clock.

20. HarbourtFront Center

HarbourtFront Center
2.5 star property
Downtown Toronto
8.0 out of 10, Very good, (4 reviews)
"Perfect for staying"
Canada
Lovejoban
The price is P14,277
P17,100 total
includes taxes & fees
Oct 17 - Oct 18
HarbourtFront Center
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

8/10 Good
"Very clean and spacious room. Unfortunately the heat isn't turned on until Nov but they gave us a heater and blanket. The king size bed and linen were very comfortable. Housekeeping was excellent. Front desk staff were friendly and always willing to help. We ate in the restaurant, bar, and deli a number of times. The food was interesting and fun, and the service was excellent. The bartenders knew their wines and cocktails. Their cooperative teamwork was obvious and they provided great entertainment in addition to great service. We will definitely be back. (This was my third visit.)"
Wilfred 5-night trip
Posted less than an hour ago
Chelsea Hotel, Toronto

Find out more about Pickering

Search for holiday rentals in Pickering on Expedia! You can easily find your home rentals, villas, holiday apartments in Pickering using one of the methods below:

  • View our selection of featured holiday rentals in Pickering
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Look no further and take a look at our great range of rental properties in Pickering!

Frequently asked questions

Can I find a vacation rental in Pickering?

Yes, we offer vacation rentals in Pickering near 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 coffeehouses during your trip.

How many vacation rentals are there in Pickering?

Choose from 72 Expedia vacation rentals in Pickering for a memorable vacation.

What can I see and do in Pickering?

Rouge National Urban Park and Lake Ontario are a couple of scenic spots to enjoy the outdoors, whereas Luke Andrews Wood Sculptures is one of the cultural attractions. Pickering Casino Resort and Deer Creek North Golf Course are other places to visit while you're in town.

What are vacation rentals like in Pickering?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Pickering. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.