
Waterfront vacation rentals in Pickering
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Top-rated waterfront rentals in Pickering
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Spacious 1 Bed + Den + Downtown + Free Parking
Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Lakefront getaway for two on Musselman's Lake
An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Treehouse on private, isolated forest (300 acres)
You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Modern 1 BR Near CN Tower – 10 Min Walk
Our boutique condo is located in the centre of Toronto. Just steps away from the Entertainment District (King W & Queen W), you'll find restaurants, bars, cafes, and the theatre district just up the street. Enjoy our 1 BR + BA condo with access to all of the amenities during your stays with us, such as the sauna, steam room, gym, and rooftop patio. Experience Toronto with the Lakeshore, Roger's Centre, and Eaton’s Centre, all no more than a 20 minute walk away. 5 minute walk to The Well.

Lake Guest Suit> 15 mins YYZ>private whole place
You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

“Lakeside Dreams”: All season HotTub w/lake views
Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

Modern Cozy Home near the Mill Pond Park.
Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

FIFA Location! New 40th+ floor w View of CN Tower
Modern and stylish condo in the heart of downtown Toronto. Features 2 queen beds and 1 single sofa to sleep up to 5 people (The sofa does not pull out). 40th+ floor, perfect direct view of the CN Tower and Rogers Center with floor-to-ceiling panoramic windows. Professionally cleaned and disinfected after each guest checkout. 3 mins walk to Rogers Centre(Blue Jays) & Air Canada Centre(Raptors, Maple Leafs), CN Tower, Aquarium, waterfront.

Muskoka on the City
Located in Rouge National Urban Park, steps from a beautiful lake and beach. Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!

2BR 2 Bath Condo Across CN tower & MTCC
***NO PARTIES OR NONSENSE TOLERATED - VIOLATORS WILL BE FINED UP TO $500 AND EVICTED*** A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This 750 sq ft condo unit has 9 ft ceilings, hardwood flooring, High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities will all be available.

Lake Brews
Welcome to Lake brews, where we are passionate about providing an unprecedented level of hospitality and accommodations for our guests. We love to travel, just like you, and we have drawn from all of our experiences from our stays at resorts around the world in order to create a truly memorable experience for you, here, on Lake Scugog, just an hour drive from the GTA.
Popular amenities for Pickering waterfront rentals
Waterfront apartment rentals

Cozy Entire Apt - Quietness & Privacy

FIFA Location! All New CN Tower View Condo

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking

Luxury CN Tower and Lake View Penthouse Sleeps 10

Oakville Oasis - Free Parking and WiFi

FIFA location! Newly Furnished CN Tower 2 BR Condo

Amazing Lake View Studio Beside CN Tower

Lake Breeze Apartment, EV Charging & Free Parking
Waterfront house rentals

Luxe Private Family Home Near Downtown Toronto

New Entire Unit-Upper Beaches w/ Parking & Laundry

Beautiful End-unit Townhome with Lakeview Room

Bright Spacious Sun Filled Oasis w/ Parking

Chic 1-Bdrm Suite Steps to The Beaches & Boardwalk

Lake Ontario Waterfront House 15 Min To DT Toronto

Relax in Style! | Sophisticated ManCave in the Sky

Private Suite - Ajax by the Lake
Waterfront condo rentals

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

Lux Waterfront Condo Pool Hot Tub Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Entire Condo At Downtown+parking

3 Bedroom CN Tower Waterfront Oasis

FIFA Location! Sleek 40+ Floor with CN Tower View

Beautiful Lake View Studio Condo + 1 free Parking

Artsy and Comfy Home with a View
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ198 | ﺩ.ﺇ228 | ﺩ.ﺇ235 | ﺩ.ﺇ224 | ﺩ.ﺇ235 | ﺩ.ﺇ253 | ﺩ.ﺇ308 | ﺩ.ﺇ331 | ﺩ.ﺇ316 | ﺩ.ﺇ264 | ﺩ.ﺇ261 | ﺩ.ﺇ217 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about waterfront rentals in Pickering

Total vacation rentals
Explore 60 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 2,170 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Pickering vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pickering rentals

4.7 Average rating
Pickering stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with beach access Pickering
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- Waterfront rentals Durham
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Rouge National Urban Park
- Christie Pits Park
- Royal Ontario Museum
- Royal Woodbine Golf Club
- Lakeridge Ski Resort




