
Waterfront holiday 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 waterfront rentals in Pickering
Waterfront apartment rentals

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

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
Great location!! Best view and great stay!! Don’t look further if you are planning for center of Toronto For expresso drinks, Starbucks just around the corner. Host very helpful for all questions Definitely will stay here again

Cozy and Lovely 1 bedroom condo next to CN Tower
Sherry was a great host. The place was sparkling clean, incredibly comfortable, and had everything we needed. Sherry was exceptionally responsive and helpful. We can't recommend this Airbnb enough and would happily stay here 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!

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:)

Perfect spot downtownToronto,free parking,gym,pool
The house is lovely, exactly as described and exactly like the photos. The CN Tower, Rogers Centre, and Union Station are all within a 20-minute walk. I advise you to download HOPP's new app; you can get 50 off a couple of rides. The blinds were broken, so people can see you in the living room at night. The dishwasher isn’t working well. I had to soak the dishes before putting them in. The bed is really big and friendly as well as comfy. The nicest part is the projector in the room; you can watch TV in bed. The living room has a really nice air conditioner and heat, perfect. The Balcony is lovely. The bathroom is big enough for two people. It already has shampoo, conditioner, and body wash for your stay, as well as paper towels and other things you might need. The kitchen is nice. Be careful with pans when cooking; not good-quality food gets stuck on them. There’s no noise in the building, even though it’s full; it's really peaceful. Rooftop is fantastic, really nice view an

2BR 2 Bath Condo Across CN tower & MTCC
Kevin’s place was great! We travelled with a toddler and surprisingly the condo was nice and quiet. Easy to fit a pack and play. Literally a 5 minute walk from union station and we were right across from the baseball stadium and aquarium. Made it easy to do all the activities and nap time. Kevin was super responsive and provided easy instructions for check in. We hope to stay there again when we are back in Toronto.
Waterfront house rentals

Welcome to 'Lake House" Spacious 3B/2.5 bath home
Great place, exceptionally equipped with everything we needed. Very clean, felt right at home. Convenient to everything we had planned on doing (golf vacation).

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

Peaceful Place with lake view in Stouffville
This is a nice home\cottage, sadly the weather did not cooperate so we did not get a chance to hang out on the dock. After spending all day at the Goodwood Kartways, it was nice to have a place to call home and rest our heads. Only suggestion is to add tea towels to help dry dishes.

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.

*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.

Lakefront House near Niagara Falls with Hot Tub!
House was very clean and comfortable, with a deck and fire pit right on the shore of Lake Ontario made it an awesome place to stay for the weekend

Luxury & Modern Home in Thornhill, Parking, Yard
Very comfortable and clean home. communication with Amirali was quick and easy. I would definitely return.
Waterfront apartment 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
Amazing view, comfortable stay, and very responsive host. Loved the airbnb

Luxury Waterfront Downtown Condo w/ Pool & Parking
Great stay in Toronto. The unit is walkable to restaurants and other attractions. PARKING!!! I loved being able to park my car and walk and not pay for valet parking. Instructions were incredibly detailed. Check in and check out were painless. The park outside was a huge hit with my daughter. Winston is quick to reply to questions. Top notch host all around. I’d look to rent this unit again, hands down. Thank you for the great experience!

Lakeside Condo Studio In Downtown Toronto
Kyrylo’s was an amazing host, everything was as described. Very responsive and helpful with any of our questions. We loved our stay and will be back :). Thank you Kyrylo’s!

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

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!

Spacious 1 Bed + Den + Downtown + Free Parking
David's place was clean, well stocked and as described. He was very quick with communication. Had a brief hiccup accessing the check-in instructions but we got it resolved easily. We would definitely stay here again!
Quick stats about waterfront rentals in Pickering
Total rentals
50 properties
Nightly prices starting at
₹1,714 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
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Harbourfront Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Casa Loma
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Hockey Hall of Fame