
Waterfront holiday rentals in Pickering
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Pickering
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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.

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.

Grand Waterfront Retreat – Under 1hr from Toronto
Experience the ultimate in refinement and relaxation on the north shore of beautiful Lake Ontario. Luxurious waterfront 5000 sq ft modern house with an incredible 180 degree view of Lake Ontario. Just 5 minutes walks to Port Darlington Marina & beach. This brand-new house with modern high-end furnishings and decor in the prestigious Lakebreeze community is something you don't want to miss. Enjoy sunrise and sunsets directly from the house. All this is only 40 minutes away from Toronto!

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.

Deerleap Glamping Dome
Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

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!

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking
The Shopping & Dining Retreat Shop, dine, and relax in style. This chic 1-bedroom condo features high-end décor, a queen pull-out sofa, and a full kitchen. 🛍️ Just steps from a vibrant mall and countless restaurants. 🚆 Toronto is only 23 minutes away via GO. Perfect for weekend getaways, foodie trips, or retail therapy. Secure your dates now and enjoy the ultimate mix of comfort and city convenience!

Lively 1+1 Lakeview Condo near CN Tower + Free Prk
Enjoy the stunning lake view in this open concept 700 sq ft condo with 9 ft ceilings, in the heart of the harbourfront. Right next to CN Tower, Rogers Centre, and Scotiabank Arena. Includes parking space, TV, and internet. Gym, indoor-out door pool, Variety of restaurants and grocery stores steps away. Minutes walk to subway, Union Station, the business district, and Billy Bishop City Airport.

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 accommodation

Cozy Entire Apt - Quietness & Privacy

FIFA Location! All New CN Tower View Condo

Good Looking Condo Across from CN TOWER & MTCC

Waterfront Cozy Escape

FIFA location! Newly Furnished CN Tower 2 BR Condo

FIFA Location! New 40th+ floor w View of CN Tower

Amazing Lake View Studio Beside CN Tower

Bright & Spacious Condo | Next to CN Tower
Waterfront house rentals

Designer Luxe Home - Trendy Leslieville Gem!

New Entire Unit-Upper Beaches w/ Parking & Laundry

Chic 1-Bdrm Suite Steps to The Beaches & Boardwalk

Bright Spacious Sun Filled Oasis w/ Parking

Private Suite - Ajax by the Lake

Luxury & Modern Home in Thornhill, Parking, Yard

Riverfront home,sauna,gym.15 min Airport. Sleeps 8

Luxury Beaches Home Gourmet Kitchen Private Garden
Waterfront condo accommodation

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

Lux Waterfront Condo Pool Hot Tub Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

Luxury Condo with FreeParking. CN Tower Lake View

Luxury Entire Condo At Downtown+parking

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 | $81 AUD | $93 AUD | $95 AUD | $91 AUD | $95 AUD | $103 AUD | $125 AUD | $134 AUD | $128 AUD | $107 AUD | $106 AUD | $88 AUD |
| 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 holiday rentals
Explore 60 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $30 AUD per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Pickering holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Pickering rentals

4.7 Average rating
Pickering stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Grand River Holiday rentals
- Island of Montreal Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Townhouse rentals Pickering
- Rentals with an EV charger Pickering
- Rentals with breakfast Pickering
- Rentals with a patio Pickering
- Rentals with a hot tub Pickering
- Rentals with a washing machine and dryer Pickering
- Apartment rentals Pickering
- Private suite rentals Pickering
- Beachfront rentals Pickering
- Cottage rentals Pickering
- Rentals with lake access Pickering
- Family-friendly rentals Pickering
- Rentals with outdoor seating Pickering
- Guesthouse rentals Pickering
- House rentals Pickering
- Rentals with a fire pit Pickering
- Smoking-friendly rentals Pickering
- Rentals with beach access Pickering
- Pet-friendly rentals Pickering
- Rentals with a fireplace Pickering
- Fitness-friendly rentals Pickering
- Condo rentals Pickering
- Rentals with pools Pickering
- Waterfront rentals Durham Region
- Waterfront rentals Ontario
- Waterfront rentals Canada
- 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
- CF 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




