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Waterfront vacation rentals in Pickering

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Pickering

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.
Condo in Entertainment District
4.96 out of 5 average rating, 156 reviews

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)

Guest favorite
A modern living area features a queen sofa-bed paired with a small side table, accented by a framed nature artwork. A glass dining table with wooden chairs is visible in the foreground, while a stainless steel refrigerator is seen in the background.
Home in Ajax
4.88 out of 5 average rating, 50 reviews

Private Suite - Ajax by the Lake

Private garden level walk-out suite, newly renovated in lower level of our house with separate entrance. Short distance to the Lake and parks, 5 min drive to Ajax GO and Highway 401. Space is family friendly in a quiet neighborhood. 30 min drive to Downtown Toronto, and 40 min drive to Pearson Airport. Space fully equipped kitchen, double bed, queen sofa-bed, washer/dryer, microwave, kettle, toaster, Nespresso, Chromecast and WIFI. No - Drugs, pets, parties. Property monitored by cc camera.

Top guest favorite
A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.
Cabin in Whitchurch-Stouffville
4.99 out of 5 average rating, 121 reviews

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.

Top guest favorite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.94 out of 5 average rating, 213 reviews

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.

Guest favorite
A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.
Treehouse in Port Perry
4.98 out of 5 average rating, 556 reviews

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.

Top guest favorite
A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.
Condo in Fort York
4.98 out of 5 average rating, 101 reviews

Beautiful Lake View Studio Condo + 1 free Parking

Your own studio/bachelor apartment with a view of a lake + everything you need to feel like you never left home. Work with a breathtaking view, fast and stable gigabit wifi,indoor parking,Air Conditioned and Heated suite. Wake up to an unobstructed view of Lake Ontario from close to the 30th floor. Be connected to the downtown core while close to Lake Ontario and Coronation Park. Steps from Exhibition, Budweiser stage, Porter Airport, CN tower, Rogers Centre, King St W and Liberty Village.

Top guest favorite
A modern living area is presented with a cozy grey sofa adorned with decorative pillows. A glass table is set with a vase of flowers, complemented by a green accent chair. Natural light filters in through large sliding doors, leading to a balcony.
Condo in Entertainment District
4.93 out of 5 average rating, 167 reviews

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.

Guest favorite
A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.
Condo in Fort York
4.96 out of 5 average rating, 140 reviews

Lux Waterfront Condo Pool Hot Tub Free Parking

This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

Top guest favorite
A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.
Apartment in Richmond Hill
4.96 out of 5 average rating, 405 reviews

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.

Superhost
A bright living area is featured with large windows allowing ample natural light. A modern white sofa is positioned in front of a sleek TV stand. A dining table with chairs is visible in the background, complemented by a stylish rug beneath the coffee table.
Condo in Harbourfront
4.88 out of 5 average rating, 124 reviews

Stunning 2BD Corner Suite, Free Parking and Wifi

From this luxurious suite in the heart of downtown Toronto, you can enjoy stunning views of the city. Open concept with a balcony and lots of natural light. A short walk from restaurants, bars, the harbourfront, and Lake Ontario. Walk out to Scotiabank Arena, the Rogers Centre, CN Tower, and trendy restaurants. Take advantage of a Starbucks, and Longo's supermarket all located in the building! Suite comes with super fast 1G WIFI and free parking.

Guest favorite
A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.
Guest suite in Pickering
4.8 out of 5 average rating, 219 reviews

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!

Superhost
Apartment in Pickering
4.93 out of 5 average rating, 14 reviews

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!

Popular amenities for Pickering waterfront rentals

When is the best time to visit Pickering?

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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 € 17 per night before taxes and fees

  • Verified guest reviews

    Over 2,380 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 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

Destinations to explore

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