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.

Red Roof Lake Retreat

Step into our delightful red roof lakeside cottage nestled by the shores of Lake Ontario. Witness the serene beauty and awe-inspiring vistas as you greet the day with a majestic sunrise reflecting on the water. Indulge in the peaceful ambiance of the lake, where you can partake in swimming, kayaking, and simply lounging on the veranda. Our snug hideaway guarantees a memorable getaway, combining tranquility with excitement. Reserve your stay now and surrender to the enchanting allure of nature.

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.

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

“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, and an Epic Home Theatre

The ONLY rental in the area with a big PRIVATE BEACH! Private & hidden getaway with hot tub and home theatre, an hour 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.

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.

Cozy 2-Bedroom walk-in basement apartment !

Country living in a City! Huge green all around, a quiet place for a peaceful vacation. Have fun with the whole family at this 900 SQF stylish, neat and clean place. Indoor fireplace, spacious open concept living cum kitchen cum dining area. One room with a queen bed and another room with two twin beds. Good for a family of 4!