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Pickering Vacation Rentals

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Vacation Rentals in Pickering

Charming, Brand New Apartment in Pickering

Charming, Brand New Apartment in Pickering

1825 Appleview Rd, Pickering, ON

Situated in Pickering, this apartment building is 1.1 mi (1.8 km) from Lake Ontario and 2.8 mi (4.6 km) from Rouge National Urban Park. Toronto Zoo and Centennial ...

Charming, Brand New Apartment in Pickering
Fully Furnished Basement Apt With Extra Sofa Bed

Fully Furnished Basement Apt With Extra Sofa Bed

1541 Amberlea Rd, Pickering, ON

Situated in Pickering, this apartment building is 1.7 mi (2.8 km) from Lake Ontario and 2 mi (3.2 km) from Rouge National Urban Park. Toronto Zoo and Centennial ...

Fully Furnished Basement Apt With Extra Sofa Bed
Staybridge Suites by Holiday Inn Toronto-Markham

Staybridge Suites by Holiday Inn Toronto-Markham

3 out of 5
355 South Park Rd, Markham, ON

Located in Thornhill, this aparthotel is 2.5 mi (4.1 km) from First Markham Place and within 6 miles (10 km) of Flato Markham Theatre and Markham Pan Am Centre. ...

4.4/5Excellent! (1,007 reviews)

"Everything was nice and clean. Acceptable rates. Quiet and peaceful place. Friendly attendants, etc."…"

Reviewed on Oct. 13, 2020

Staybridge Suites by Holiday Inn Toronto-Markham
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TownePlace Suites by Marriott Toronto Northeast/Markham

TownePlace Suites by Marriott Toronto Northeast/Markham

3 out of 5
7095 Woodbine Avenue, Markham, ON
The price is CA $98 per night from Dec 7 to Dec 8

Situated in Markham, this spa aparthotel is 2.5 mi (4 km) from Pacific Mall and 2.6 mi (4.1 km) from Seneca College. First Markham Place is 2.7 mi (4.3 km) ...

4.3/5Excellent! (628 reviews)

"Liked everything about the property. Can improve breakfast menu for vegan"…"

Reviewed on Nov. 26, 2020

TownePlace Suites by Marriott Toronto Northeast/Markham
Life Suites Loft - CN Tower

Life Suites Loft - CN Tower

4 out of 5
20 John Street, Toronto, ON
The price is CA $84 per night from Dec 8 to Dec 9

Located in Toronto Entertainment District, this condo is steps away from The Path, PATH Underground Shopping Mall and TIFF Bell Lightbox. Princess of Wales Theatre ...

4/5Very Good! (1,062 reviews)
Best experience ever I love the view great owner very understanding kind and caring.

"This property has a great view close to everything you think of downtown ."…"

Reviewed on Aug. 31, 2020

Life Suites Loft - CN Tower
Avalon Suites Yorkville

Avalon Suites Yorkville

3.5 out of 5
155 Yorkville Avenue, Toronto, ON

Located in Yorkville, this aparthotel is within a 15-minute walk of Royal Ontario Museum and University of Toronto - St. George Campus. Casa Loma and Toronto ...

3.3/5 (13 reviews)

"Fantastic spot, and an even more beautiful space to sleep- I felt comfortable and right at home, loved the space and I will be returning again soon - highly recommend this incredible apartment"…"

Reviewed on Oct. 26, 2020

Avalon Suites Yorkville
Canada Suites on Bay

Canada Suites on Bay

3.5 out of 5
736 Bay Street, Toronto, ON
The price is CA $156 per night from Dec 6 to Dec 7

Located in Downtown Toronto, this aparthotel is within 1 mi (2 km) of Ryerson University, Royal Ontario Museum and Toronto Public Library. Hockey Hall of Fame ...

4.2/5Very Good! (224 reviews)

"The property is great for two couples or a family. It is centrally located in downtown Toronto with easy access too many sites. I found that the carpet in the hallway to be dirty, and could use a hull over. Michael the manager was always available and very friendly."…"

Reviewed on Jul. 25, 2020

Canada Suites on Bay
Sonder - The Wellesley

Sonder - The Wellesley

3 out of 5
29 Wellesley Street East, Toronto, ON

Located in Downtown Toronto, this aparthotel is within a 15-minute walk of Downtown Yonge, University of Toronto - St. George Campus and Ryerson University. ...

4.2/5Very Good! (6 reviews)

"Everything was great, cleanliness, contactless check in, modern, location, ability to store luggage. The only problem was the front door of the building. It slams so loud. Ask to be at the back of the house. We were in 201 right at the front and the head of the bed is on the wall to the hallway which ..."…"

Reviewed on Aug. 15, 2020

Sonder - The Wellesley
Luxury Penthouse w Breathtaking CN Tower Views

Luxury Penthouse w Breathtaking CN Tower Views

Toronto, ON

Located in Toronto Entertainment District, this historic apartment building is within a 10-minute walk of The Path, Rogers Centre, and CN Tower. Metro Toronto ...

5/5Exceptional! (3 reviews)
Amazing stay!

"Kat's place was gorgeous, with breathtaking views in every room! I had such an amazing stay and definitely recommend booking here. 5 stars!"…"

Reviewed on Aug. 2, 2020

Luxury Penthouse w Breathtaking CN Tower Views
Velvet Stays – CN Tower and Convention Center

Velvet Stays – CN Tower and Convention Center

3.5 out of 5
300 Front Street West, Toronto, ON

Located in Toronto Entertainment District, this aparthotel is within a 5-minute walk of The Path and PATH Underground Shopping Mall. CN Tower and Metro Toronto ...

4.1/5Very Good! (112 reviews)

"The apartment was very nice and clean, we had a great stay. Communication may be difficult at times but I was able to get a hold of someone eventually and they answered all my questions. The deposit was done through an etransfer and should be refunded within 24-48hrs, so we will see."…"

Reviewed on Oct. 5, 2020

Velvet Stays – CN Tower and Convention Center
Private Room in a 2bdr Apartment

Private Room in a 2bdr Apartment

322 Fernwood Ave, Oshawa, ON
The price is CA $50 per night from Dec 5 to Dec 6

Situated in Oshawa, this holiday home is 1 mi (1.7 km) from Parkwood Estate and 2.5 mi (4 km) from Oshawa Centre. Lakeridge Health Oshawa and Tribute Communities ...

Private Room in a 2bdr Apartment
Sonder - The Slate

Sonder - The Slate

3.5 out of 5
348 Adelaide Street West, Toronto, ON

Located in Toronto Entertainment District, this aparthotel is steps away from The Path and Queen Street. PATH Underground Shopping Mall and TIFF Bell Lightbox ...

4.3/5Excellent! (30 reviews)

"amazing decor, great location, clean, quiet, perfect for business traveler"…"

Reviewed on Apr. 4, 2020

Sonder - The Slate
Altitude Suites Bellamond Yorkville

Altitude Suites Bellamond Yorkville

4 out of 5
155 Yorkville Avenue, Toronto, ON
The price is CA $444 per night from Dec 5 to Dec 6

Located in Yorkville, this aparthotel is within a 15-minute walk of Royal Ontario Museum and University of Toronto - St. George Campus. Casa Loma and Toronto ...

4.4/5Wonderful! (59 reviews)
Ideal setting and great staff

"Totally wonderful stay. John and Alex are great. Highly recommended"…"

Reviewed on Feb. 26, 2020

Altitude Suites Bellamond Yorkville
The Beachbunk - for Tiny Living by the Beach!

The Beachbunk - for Tiny Living by the Beach!

716 Kingston Rd, 102, Toronto, ON

Located in The Beaches, this apartment building is within 1 mi (2 km) of Lake Ontario and Queen Street. Woodbine Beach and Woodbine Park are also within 2 miles ...

The Beachbunk - for Tiny Living by the Beach!
Private Cabin Nestled Within Protected Forest Overlooking Large Spring Fed Pond!

Private Cabin Nestled Within Protected Forest Overlooking Large Spring Fed Pond!

Situated in a rural location, this romantic cottage is within 12 mi (20 km) of Wooden Sticks Golf Course, Rail Yard Wake Park, and Pheasant Run Golf. Newmarket ...

4.9/5Exceptional! (10 reviews)
Cute and Cozy

"Thank you Garry! You were extremely kind and helpful. Your home was cozy and super clean. Thank you so much for a wonderful stay"…"

Reviewed on Nov. 16, 2020

Private Cabin Nestled Within Protected Forest Overlooking Large Spring Fed Pond!
Downtown Whitby Furnished Homes

Downtown Whitby Furnished Homes

3.5 out of 5
422 Brock Street North, Whitby, ON

Situated in Whitby, this holiday home is 2 mi (3.2 km) from Lake Ontario and within 6 miles (10 km) of Oshawa Centre and Lynde Shores Conservation Area. Ontario ...

Downtown Whitby Furnished Homes
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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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pickering. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Pickering?
Yes, we offer vacation rentals where you’ll be only 7 mi (11.2 km) from Toronto Zoo, providing a more secluded option to escape the hustle and bustle. Discover why Pickering is known for its zoo. Make sure you have time to check out the hockey games and coffeehouses during your trip.
What can I see and do in Pickering?
Lake Ontario and Rouge National Urban Park are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places like Toronto Zoo and Ontario Science Centre.
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.

Other types of properties in Pickering you may be interested in

Comfort Inn Pickering

Comfort Inn Pickering

2.5 out of 5
533 Kingston Rd., Pickering, ON
Free cancellationReserve now, pay when you stay
The price is CA $99 per night from Dec 6 to Dec 7
Comfort Inn Pickering
Charming, Brand New Apartment in Pickering

Charming, Brand New Apartment in Pickering

1825 Appleview Rd, Pickering, ON
Charming, Brand New Apartment in Pickering
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.