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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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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
4.89 out of 5 average rating, 46 reviews

Private Suite - Ajax by the Lake

Private guest 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. Close to casino. 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 cameras.

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, 117 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.

Top guest favorite
A dining area features a white table surrounded by six light grey chairs, offering a panoramic view of the CN Tower and the Toronto skyline through expansive floor-to-ceiling windows. Natural light fills the space, enhancing the modern design of the room.
Condo in Entertainment District
4.97 out of 5 average rating, 168 reviews

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

Trust me, this brand new luxurious 3 bedroom 2 bath condo located at Toronto downtown core has some magic to let you enjoy yourself so much as to forget to leave. Experiencing amazing view of CN Tower & Lake Ontario; only a 3-minute walk to TTC Osgoode Station and close to every Toronto's most famous attractions; various Toronto best restaurant, shopping, nightlife, entertainment nearby. Perfect for families, business travelers or a group of good friends. *Not ideal for parties *Must be quite

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, 399 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.

Guest favorite
A wooden dock extends into a serene lake, reflecting a clear blue sky with scattered clouds. Flower pots are positioned on the dock, while torches line the edges, contributing to a peaceful outdoor atmosphere.
Cottage in Richmond Hill
4.94 out of 5 average rating, 166 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

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, 217 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!

Top guest favorite
A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.
Condo in Harbourfront
4.97 out of 5 average rating, 314 reviews

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.

Guest favorite
A balcony adorned with vibrant flowers showcases a dark blue umbrella and comfortable seating. Brick walls and wooden accents complement the lush greenery, creating a welcoming outdoor space. Soft lighting beneath the balcony highlights the entrance below.
Guest suite in Parkdale
4.9 out of 5 average rating, 119 reviews

Lakeside in the city

Over 1300 square feet apartment with views. Located on a quite dead end street with amazing lake views but in the heart of trendy parkdale highpark area. Only 20 minutes from Scotia Arena via 504 king streetcar , 15 min walk to high park, Sunnyside pool, shops and restaurants on Roncesville. Close to great walking trails along the lake, High park and the Martin Goodman trail.

Superhost
An open-plan living area showcases a round wooden dining table set for four, surrounded by black chairs. A modern kitchen features dark cabinetry and stainless steel appliances. Natural light fills the space through large windows, providing a view of the cityscape.
Apartment in Entertainment District
4.83 out of 5 average rating, 115 reviews

Good Looking Condo Across from 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 650 sq ft condo unit has 8 ft ceilings, hardwood flooring , High-speed WiFi, Cable TV, and basic amenities will all be available.

Top guest favorite
A modern basement living space features an open layout with a spacious kitchen island, equipped with stylish bar stools. A comfortable seating area is visible, accented by a warm-toned sofa and decorative coffee table. Bright lighting enhances the contemporary design, with oversized windows providing natural light.
Guesthouse in Pickering
4.98 out of 5 average rating, 42 reviews

Frenchman Bay Luxury Basement

Newly renovated, bright, and modern furnished basement steps to Frenchman's Bay in West Shore. Elegant kitchen design with new stainless steel appliances, ensuite laundry, and tastefully furnished. Move-in ready, just bring your bags. Private driveway parking, side entrance, shared use of backyard and patio.

Superhost
A three-story luxury house is shown, featuring a stone facade and large front steps. Lush greenery surrounds the property, and the well-maintained street leads towards the nearby beach. Clear blue skies create a bright and inviting atmosphere.
Home in Pickering
4.78 out of 5 average rating, 107 reviews

Beach House: First Floor

Have fun with the whole family at this stylish place. It's a beach side custom made luxury house where you can enjoy sunrise and sun set view with Bar, Restaurant, Park, Public transport, Shopping Mall and many other amenities are just one step away. Its bright, specious and peaceful accommodation.

Popular amenities for Pickering waterfront rentals

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR938 ZARR1,077 ZARR1,112 ZARR1,060 ZARR1,112 ZARR1,199 ZARR1,459 ZARR1,564 ZARR1,494 ZARR1,251 ZARR1,233 ZARR1,025 ZAR
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°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 R347 ZAR 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

Destinations to explore

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  4. Durham Region
  5. Pickering
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