
Waterfront vacation rentals in Pickering
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Top-rated waterfront rentals in Pickering
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Pickering waterfront rentals
Waterfront apartment rentals

Waterfront Cozy Escape
Cute little place for a quick getaway. Clean and friendly neighborhood.

Jungle Made of Concrete: Free Parking & City View
Beautiful view of the city from her place. Very safe and a great location.

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
It was a lovely place to stay. It was close to all the places we wanted to check out, like CN Tower, Aquarium, and a hort walk to Hockey Hall of Fame! The view of the CN Tower ag night was amazing! totally worth the stay!

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

Penthouse Corner Suite w/ Panoramic 12 FT Windows
This was the perfect place to stay! Ryan was so helpful and answered any and all questions I had. The views were phenomenal & everything was within walking distance too, which was perfect! Definitely recommend staying here:)

2BR 2 Bath Condo Across CN tower & MTCC
The Air bnb was perfect for our family vacation. Bedrooms were spacious and comfortable. Kitchen had all the necessities. The unit is right downtown just 3 min walk to the baseball stadium and other surrounding attractions. My family will be sure to come back for future visits!
Waterfront house rentals

Welcome to 'Lake House" Spacious 3B/2.5 bath home
Great place with a great view! There were a few hiccups with the place but an overall great rental. My only recommendation would be to treat the area for spiders as they congregated on the patios. Made sitting outside a little uncomfortable.

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

Private river access with pool, canoes, kayak
Clean space, amenities were good! Responsive host!

Rated Top 5% of Homes 1500 ft.² 2Bed close to lake
Gabriel was a great host and his property was immaculately maintained. He communicated extremely well and was attentive to any need we may have had.

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.

Luxurious waterfront cottage
Direct access to Lake Ontario. Beautiful view with plenty of wildlife and lovely nature trails close by. Fire pit available for campfire gatherings. Very quick response to our requests. The owners are accessible via Airbnb app and they were accommodating.”

Private Beach, Hot Tub, Axe-Throwing & Home Cinema
Really enjoyed our stay. Matt was very accommodating and communicative making our stay feel very smooth and simple. For cooking in or staying out all day coming back to the place was just nice and simple to go in and just relax. Just added to the relaxing atmosphere to have Matt proactively give us nearby recommendations to restaurants and fun attractions, how streamlined the entertainment system was inside and outside for viewing whatever we wanted, the drums and to talk to Matt and hear about the future plans to make the space even better. My recommendations currently would be making a path to the backyard so going to the hot tub and beach is more apparent, adding some form of light outside the main entrance for late night arrivals, and a place to put shoes and coats in the entrance area to avoid walking further inside and tracking dirt inside. Those recommendations aside really loved the space and definitely would stay again.

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.
Waterfront condo rentals

2BR Condo near CN Tower/Scotia Arena, Free Parking
We truly enjoyed our stay at Victor's Airbnb! It was in the heart of downtown with all amenities as described in the listing. It had everything we needed to make our stay in Toronto easy. Victor was very accommodating to your needs, and was quickly responsive to our questions. I would absolutely recommend staying here to anyone wanting to be close to everything downtown Toronto and would stay here again myself.

Luxury Downtown 2Bed by ScotiaBank Arena + Parking
This place is AMAZING. Great location if you go to a concert at the Scotiabank Stadium. The building is exactly near by the stadium. It was a little bit confusing to park the car and get inside the building (It’s a huge building with many entrances and elevators) but once you know where you are, you will be fine.

3BR & 2BATH Condo CNT+Lake 2mins walk Subway Station
Loved it! Beautiful and view too !

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!

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
There were some issues with cleanliness but host very responsive and refunded cleaning fee. We were very happy with things otherwise. Cleaning up the issues was not a problem. Told host about it more so it would be corrected in future. Happy with outcome.

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!
Quick stats about waterfront rentals in Pickering
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ73 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