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Waterfront vacation rentals in Pickering

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Pickering waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Downtown Toronto
4.87 out of 5 average rating, 87 reviews

Good Looking Condo Across from CN TOWER & MTCC

PeytonRating, 5 stars1 month ago
Conveniently located and comfortable stay.
Guest favorite
Apartment in Alliston
4.85 out of 5 average rating, 55 reviews

Stunning 1 Bedroom unit

SydRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Long Branch
4.83 out of 5 average rating, 120 reviews

Waterfront Cozy Escape

LourdesRating, 5 stars1 month ago
El lugar es tranquilo u acogedor. El lago Justo en el jardín. ¡Maravilloso!
Guest favorite
Apartment in Toronto
4.94 out of 5 average rating, 89 reviews

Toronto Island Wonderland View

Valerie And RandyRating, 5 stars8 months ago
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!
Guest favorite
Apartment in Downtown Toronto
4.92 out of 5 average rating, 105 reviews

New 40th+ floor Direct View of CN Tower and Lake

AndroRating, 5 stars5 days ago
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.
Guest favorite
Apartment in Downtown Toronto
4.97 out of 5 average rating, 34 reviews

Tower View | Maple Leafs | Jays | Toronto | Pool

EmilyRating, 5 stars6 days ago
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 !
Guest favorite
Apartment in Downtown Toronto
4.82 out of 5 average rating, 130 reviews

Amazing Lake View Studio Beside CN Tower

MadelineRating, 5 stars1 month ago
Great location and very clean – everything matched the description perfectly. Communication with Adey was excellent. Highly recommend!
Superhost
Apartment in Downtown Toronto
4.87 out of 5 average rating, 83 reviews

Beautiful Urban Getaway by Waterfront + Parking

RachaelRating, 5 stars3 weeks ago
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

Guest favorite
Home in Leslieville
4.94 out of 5 average rating, 72 reviews

Luxe, Family Friendly Oasis in Trendy Leslieville!

AngieRating, 5 stars1 month ago
Isabelle was responsive and completely accommodating!! We would love to stay again!!
Guest favorite
Home in Wilson
4.95 out of 5 average rating, 61 reviews

The Ritzy Resting Retreat

RyanRating, 5 stars1 week ago
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.
Guest favorite
Home in Little Britain
5 out of 5 average rating, 12 reviews

Luxurious waterfront paradise on lake Scugog

KamaljitRating, 5 stars5 days ago
Beautiful place. Little beach area is great for kids. Responsive and friendly host.
Guest favorite
Home in Brampton
4.93 out of 5 average rating, 56 reviews

Modern Lakefront Cottage In The City With Hot Tub

TeNishaRating, 5 stars1 month ago
We really enjoyed our stay. It was very clean, peaceful and can’t wait to book again!
Guest favorite
Home in The Beaches
4.93 out of 5 average rating, 14 reviews

Chic 1-Bdrm Suite Steps to The Beaches & Boardwalk

VictorRating, 5 stars5 months ago
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.
Guest favorite
Home in Bowmanville
4.85 out of 5 average rating, 78 reviews

*Lakeside Retreat: Viva La Vida*

RamshaRating, 5 stars1 month ago
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.
Top guest favorite
Home in Vaughan
4.97 out of 5 average rating, 31 reviews

Luxury & Modern Home in Thornhill, Parking, Yard

Kara & JoeRating, 5 stars1 week ago
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.
Guest favorite
Home in The Beaches
4.94 out of 5 average rating, 108 reviews

Luxury Beaches Home Gourmet Kitchen Private Garden

BarbaraRating, 5 stars2 weeks ago
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

Top guest favorite
Condo in Downtown Toronto
4.97 out of 5 average rating, 150 reviews

3BR&2BATH Condo CNT+Lake 2mins walk Subway Station

NicoRating, 5 stars4 days ago
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.
Guest favorite
Condo in Fort York
4.9 out of 5 average rating, 424 reviews

Lakeside Condo Studio In Downtown Toronto

JamesRating, 5 stars1 week ago
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.
Guest favorite
Condo in Toronto
4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

RebeccaRating, 5 stars1 month ago
Super convenient area for getting around the city. Very clean and super friendly host.
Guest favorite
Condo in Downtown Toronto
4.91 out of 5 average rating, 172 reviews

Sleek 40+ Floor Oasis with CN Tower and Lake Views

ChloeRating, 5 stars5 days ago
Beautiful views and walkable area!
Superhost
Condo in Fort York
4.88 out of 5 average rating, 139 reviews

Lakeside Downtown Condo for upto 4 ppl

ChloeRating, 5 stars1 month ago
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!
Guest favorite
Condo in Fort York
4.98 out of 5 average rating, 121 reviews

Artsy and Comfy Home with a View

YomiRating, 5 stars6 days ago
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.
Guest favorite
Condo in Downtown Toronto
4.95 out of 5 average rating, 138 reviews

Spacious 1 Bed + Den + Downtown + Free Parking

NataliaRating, 5 stars2 weeks ago
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!
Guest favorite
Condo in Downtown Toronto
4.94 out of 5 average rating, 107 reviews

Modern Condo with Balcony Lakeview

JeffRating, 5 stars1 day ago
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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