Beachfront vacation rentals in Pickering

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Top-rated beachfront rentals in Pickering

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Home in Pickering

4.84 out of 5 average rating, 62 reviews

Luxury 3BDRM Home | Chefs Kitchen, Quiet & Privacy

Discover the charm of our inviting 3-bedroom house in the heart of Pickering's family friendly neighbourhood, West Shore. Featuring a newly renovated luxurious chef's kitchen, comfortable living space, and a tranquil layout, our home offers the perfect blend of relaxation and convenience. With Frenchman's Bay just minutes away, you'll have easy access to the best of the beautiful lake. Convenient Location - 3 Minutes to Go Station, Pickering Town Centre and HWY 401! 23 Min. to UNION STN Via GO

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, 555 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.

Superhost

A modern living space is highlighted by large windows that provide expansive views of the skyline and water. A comfortable seating area includes a gray sofa, while a dining table with transparent chairs is situated nearby. Decorative potted plants add a touch of greenery.

Condo in Downtown Toronto

4.83 out of 5 average rating, 120 reviews

Downtown Toronto 2 BDR Condo CN Tower/Lake Views

Stunning 2 bedroom & 2 bath condo in the heart of downtown Toronto! Breathtaking views of the CN Tower, Lake, and southwest sunset. Steps away from the CN Tower, Scotiabank Arena, Rogers Centre, Union Station (airport express train direct), Convention Centre, Waterfront, and more. FREE PARKING for one vehicle. Luxurious amenities: rooftop pool, indoor pool, hot tubs, sauna, gym, theater room, party rooms. Grocery, Starbucks, restaurants, banks, bars inside the building on the ground floor.

Superhost

A spacious living area features large windows that provide unobstructed views of the lake. A comfortable gray couch occupies the space, accompanied by a round glass coffee table. Natural light fills the room, enhancing the modern design and inviting atmosphere.

Cottage in Bowmanville

4.8 out of 5 average rating, 176 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! This stunning 4-bed, 3-bath retreat is the perfect escape just outside the city. Enjoy unobstructed lake views, sunsets, kayaks, fire pit, BBQ, and a year-round hot tub. Relax indoors with a movie or on the private pebble beach. Explore nearby Darlington conservation areas for hiking and wildlife. Our home offers everything you need for the ultimate urban getaway. Whether you seek relaxation, adventure, or natural beauty, your perfect retreat awaits!

Top guest favorite

A modern home showcases a spacious balcony with outdoor seating, surrounded by potted plants and garden features. Below, a well-maintained driveway leads to a two-car garage. The architecture reflects a blend of contemporary design and outdoor living spaces, enhancing the overall aesthetic of the property.

Apartment in Ajax

5 out of 5 average rating, 10 reviews

Lake Breeze Apartment, EV Charging & Free Parking

Welcome to Lake Breeze, right in the heart of the city - with breathtaking views of Lake Ontario just steps from your door! This brand-new, beautifully lit built 2-bedroom basement apartment offers a rare blend of cottage charm and modern comfort. Wake up to serene lake views and enjoy the peaceful atmosphere, all while staying in town!!! Whether you’re visiting for a weekend escape or a longer stay, this space is perfect for those who love nature, comfort, and convenience all in one place.

Top guest favorite

A modern living area showcases a plush velvet sofa in rich teal, paired with a round glass coffee table. A sleek fireplace is mounted on the wall beneath a flat-screen television. Dining chairs are visible in the background, completing the open concept design.

Condo in Toronto

4.96 out of 5 average rating, 84 reviews

Lakefront Stylish 2-Bedroom Condo with Pool

Experience the blend of comfort and character in this beautifully styled condo featuring a spacious open-concept layout, with 10 ft ceilings, a warm fireplace, and inviting vintage decor. Step out onto the large private terrace to take in breathtaking panoramic views of lake, the iconic Toronto skyline, and the lush greenery of Humber Bay Park. Nestled in a prime location just steps from scenic bike paths, water activities, restaurants, grocery stores, public transportation, and the marina!

Superhost

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

4.9 out of 5 average rating, 172 reviews

“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!

Guest favorite

The modern three-story residence features a mix of stone and siding, characterized by large windows that allow natural light to fill the interior. A rooftop terrace is visible, providing a perfect spot for outdoor relaxation, alongside two garages located at the ground level.

Villa in Bowmanville

4.91 out of 5 average rating, 149 reviews

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!

Top guest favorite

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

4.99 out of 5 average rating, 151 reviews

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Guest favorite

A spacious living area features a large dining table surrounded by wooden chairs. A cozy sectional sofa is positioned in front of a 120-inch 4K projector, displaying a streaming service menu. Natural light pours in through multiple large windows, creating a bright atmosphere.

Home in Bowmanville

4.89 out of 5 average rating, 87 reviews

Axe-Throwing, Private Beach, Hot Tub & Home Cinema

The ONLY rental in the area with a big PRIVATE BEACH! Private & hidden getaway with hot tub and home theatre, 1h from downtown Toronto. You can stop looking now. Because our paradise is now YOUR paradise. Once owned by one of Canada's most revered artists, the custom home was designed by renowned architect D. Veenstra. Along with the beach, hot tub, kayaks & SUPs, you get a big backyard and firepit. Only 5 min to Hwy 401; 33 min to Toronto Zoo; 1h to downtown or YYZ airport.

Guest favorite

The private balcony offers panoramic views of Lake Ontario and the city skyline. It features a seating area with red cushions on a black wicker frame, complemented by a striped outdoor rug. Glass railings provide an unobstructed visual experience of the surrounding landscape.

Apartment in Downtown Toronto

4.92 out of 5 average rating, 65 reviews

66th SkyHome-CN Tower, Union Stn

Experience unbuttoned luxury living in the heart of downtown Toronto with stunning 66th floor views of the city and lake. This spacious 2-bedroom apartment is beautifully designed, featuring a yoga/meditation space with floor-to-ceiling windows to the sunrise/full moon and lake view. Staying here you can easily turn off your anxiety and calm your parasympathetic nerve system for improved emotional health, better brain function and longer attention span.

Guest favorite

A spacious living area is furnished with a sectional sofa and an additional couch, complemented by a modern coffee table. Bright overhead lights illuminate the room, which features gleaming tile flooring and an open view towards the kitchen area.

Home in Ajax

4.83 out of 5 average rating, 12 reviews

Stunning/Luxury/Cozy Private Suite In Ajax

Home away from home. Spacious bedroom basement apartment with a open kitchen, full washrooms,seperate laundry & seperate entrance. Furnished basement apartment In A Desirable Child Friendly Neighborhood, Hardwood/Taunton Area. Gleaming Tiles in the hallway and furnished Floor Thought Out the room. Open Kitchen With Breakfast Area & Walk Out To Yard. Fully Fenced Back Yard. Walking To School. Standup Shower with full washroom.