Beachfront holiday rentals in Pickering

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.

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.

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!

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!

“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!

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!

Private Beach, Hot Tub, Axe-Throwing & Chef's Kitc

It's official: this home has the BIGGEST private beach in the area! Once owned by one of Canada's most revered artists, this custom 2-storey home was designed & built by renowned architect D. Veenstra. Along with the hot tub (100% hidden from neighbours' view), kayaks & SUPs, you get the private beach, huge yard, deck w/ dining table for up to 8, huge Napoleon grill, and firepit. Only 3 min to Hwy 401; 28 to the edge of Toronto; 50 to downtown; 55 to YYZ.

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.

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.