
Waterfront vacation rentals in Pickering
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Top-rated waterfront rentals in Pickering
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Popular amenities for Pickering waterfront rentals
Waterfront apartment rentals

Good Looking Condo Across from CN TOWER & MTCC
Conveniently located and comfortable stay.

Stunning 1 Bedroom unit
Just what I was looking for. A peaceful stay close to nature. The train tracks right beside us was powerful. Caused me to stop and take it in. My wife said it was a reminder to stay present in the moment when a train passed. A lot of fun!

Waterfront Cozy Escape
El lugar es tranquilo u acogedor. El lago Justo en el jardín. ¡Maravilloso!

Toronto Island Wonderland View
Sylvia’s place was perfect for our long weekend staycation! It was just the right amount of space for my husband, two year old and small dog. It was cozy, clean, and conveniently located. We love the island and this was an amazing find. Sylvia was available and responsive. We’d definitely book here again!

New 40th+ floor Direct View of CN Tower and Lake
We had a pleasant stay overall. The location is fantastic — walking distance from Union Station & iconic downtown sites (CN Tower, Riples Aquarium, Scotia Arena and more), right across Longo’s (grocery), and just a short stroll to the Harbourfront. It was a great home base for exploring downtown Toronto. The unit was clean and as described. What really made the experience smooth was Nick. He was very easy to talk to and incredibly proactive — quick to respond and helpful throughout our stay. Some building-related items concerns during our stay:tThe elevators were often out of order, so we had to wait quite a while. The trash chute was also not working, so we had to keep our garbage in the unit — something to consider for longer stays, though it’s manageable for shorter ones. But overall, I would definitely book again.

Tower View | Maple Leafs | Jays | Toronto | Pool
Everything was perfect except for getting in the apartment, the code to call up and enter via elevators didn't work and security let us in but then the elevators weren't set to the floor of the apartment so we had to take the stairs from the 26 floor to the 22nd to finally reach the apartment. Host was very responsive and tried their best to help. Otherwise, great location and view. Apartment was very nice and as described. Stains on the floor at the entrance of the apartment felt like maybe it wasn't cleaned properly but the rest of the apartment was spotless. The bed was amazing, wished I could take it with me ! Would definitely recommend and would stay again !

Amazing Lake View Studio Beside CN Tower
Great location and very clean – everything matched the description perfectly. Communication with Adey was excellent. Highly recommend!

Beautiful Urban Getaway by Waterfront + Parking
We had a great stay! The place was clean and welcoming! The hosts were always fast with replies and made sure that we were all settled in! Would definitely book with Brandon again!
Waterfront house rentals

Luxe, Family Friendly Oasis in Trendy Leslieville!
Isabelle was responsive and completely accommodating!! We would love to stay again!!

The Ritzy Resting Retreat
Had a great stay, the house was beautiful. The view over the lake is what we came for, and we couldn’t get enough of that. The town of Wilson was a perfect location. Close enough to go see the falls and Niagara on the Lake, but far enough away from the hustle and bustle.

Luxurious waterfront paradise on lake Scugog
Beautiful place. Little beach area is great for kids. Responsive and friendly host.

Modern Lakefront Cottage In The City With Hot Tub
We really enjoyed our stay. It was very clean, peaceful and can’t wait to book again!

Chic 1-Bdrm Suite Steps to The Beaches & Boardwalk
My parents stayed here during the holidays for a couple of weeks as this place is close by my home. They really enjoyed staying at Anson’s place. Next time they come back, I will be looking for availability on this place as my first option for sure. Lastly, the host (Anson’s) was very responsive.

*Lakeside Retreat: Viva La Vida*
This lakeside retreat was the perfect escape for our couple’s getaway! From the moment we arrived, we were blown away by the stunning view of the lake. The peaceful surroundings and quiet atmosphere made it so easy to unwind and reconnect. The home itself is incredibly cozy, with warm touches throughout that made it feel inviting and intimate. If you’re looking for a serene spot to recharge and enjoy some quality time together, this place is an absolute dream.

Luxury & Modern Home in Thornhill, Parking, Yard
Amirali’s place was sooo great. We travel with our kids and they always bring a friend so we needed a big enough place to stay and this place was just perfect. It was so large and beautiful and had everything we needed. I have no complaints at all about this place and would happily stay again.

Luxury Beaches Home Gourmet Kitchen Private Garden
Clive's house is marvellous. The spaces are great and make you feel right at home. I love that it brings us back to the beginnings of Airbnb, and one can stay at someone else's house. The beautiful decor, the art, and every single detail were wonderful, making us feel comfortable and happy. I highly recommend Clive's house because of the great spaces and tranquillity, but also because of its closeness to public transportation, which makes it very easy to move around. I would love to come back.
Waterfront condo rentals

3BR&2BATH Condo CNT+Lake 2mins walk Subway Station
Die Unterkunft war super zentral in Toronto gelegen und man konnte alles super zu Fuß zu erreichen. Der Ausblick aus der Wohnung war super und alles war sehr sauber.

Lakeside Condo Studio In Downtown Toronto
Well-maintained studio with everything - complete kitchen including dishwasher, in-suite laundry, and deck. The bed is a standard queen (I prefer bigger beds, but it's enough room for the two of us.) Sheets, pillowcases, towels, and furniture were all clean. The decor is casual but comfortable. The deck fits two and has a view. The building gym, pool, and other amenities were clean and well-maintained. Kyrylo is attentive and responds to questions promptly. I would recommend purchasing the parking. The neighborhood is excellent and conveniently located near everything in Toronto. One note: If you're particular about your soaps and shampoos, bring your own or head to stores that are close by. Thanks to Kyrylo for providing a great place to stay.

Hidden gem in Humber bay shores Toronto w/ parking
Super convenient area for getting around the city. Very clean and super friendly host.

Sleek 40+ Floor Oasis with CN Tower and Lake Views
Beautiful views and walkable area!

Lakeside Downtown Condo for upto 4 ppl
Get stay! The Airbnb was close to everything and the hosts were so helpful. Check in was super easy, instructions were sent well in advance - they were so detailed we had no trouble or questions. Would definitely stay again!! Thank you for lending us your home for the weekend!

Artsy and Comfy Home with a View
Great Location if you're visiting the city close to everything downtown. Great view as well being on the 20th floor. Very clean apartment. The host used white sheets, pillowcases and towels which is always a plus in my opinion. Free parking was a HUGE plus for me (Parked my car and walked everywhere). I would definitely stay again and would recommend to anyone.

Spacious 1 Bed + Den + Downtown + Free Parking
Just spent 2 days at David’s place. It was great; exactly like the pictures and very clean! Apartment had everything we needed and David was quick to respond to any question. The area was very nice and easy to walk to anything. Recommended!

Modern Condo with Balcony Lakeview
The unit was extremely nice. It fit our needs perfectly for four adults. It had an excellent location and the view was incredible. The check in process was easy and Sina was very responsive and attentive to our needs. I highly recommend a stay. When I am back in town I would definitely rent again.
Quick stats about waterfront rentals in Pickering
Total rentals
50 properties
Nightly prices starting at
R360 ZAR before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Toronto City Hall