Beachfront vacation rentals in Pickering

4.87 out of 5 average rating, 54 reviews

A bright living area features comfortable seating arranged around a central glass coffee table, with a soft area rug underneath. Natural light fills the space through large windows, offering views of the outdoors. A dining area is visible in the background, enhancing the open layout.

Home in Pickering

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

4.98 out of 5 average rating, 555 reviews

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

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.

A collection of outdoor furniture is arranged on a pebbled shoreline, surrounded by lush greenery and hydrangeas. A vibrant blue kayak rests nearby, while the cottage's red roof and expansive windows are visible in the background, illuminated by the soft light of sunset.

4.79 out of 5 average rating, 14 reviews

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.

4.88 out of 5 average rating, 102 reviews

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 Courtice

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.

4.81 out of 5 average rating, 172 reviews

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

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!

4.89 out of 5 average rating, 164 reviews

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

“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!

4.91 out of 5 average rating, 145 reviews

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

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!

4.81 out of 5 average rating, 26 reviews

The living area features a black leather couch, a round coffee table, and a bar-height table with two chairs. A small bookshelf displays various items. Light enters through windows, illuminating the warm wooden flooring. A piece of art decorates the wall above the couch.

Home in The Beaches

Private guest suite in the Beaches

Steps from vibrant Queen Street and just across the street from Kew Gardens - a beautiful park that takes you to the beach in less than 5 minutes. You will have a private entrance to a basement suite that's entirely yours! 🏖️ Attractions nearby: waterfront, boardwalk, hidden ravine, parks, Queen Street with shops, cafes, and restaurants, outdoor activities, easy streetcar to downtown Toronto. About a 40 minute Uber to Pearson Airport, and 15-20 minute Uber to downtown 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, 150 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

A serene private beach scene features sun loungers set on smooth pebbles. Gentle waves lap at the shore, and a large umbrella provides shade. A figure reclines, enjoying the peaceful waterscape under a clear blue sky.

5 out of 5 average rating, 13 reviews

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.

Apartment in Harbourfront

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.

4.91 out of 5 average rating, 55 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.

5 out of 5 average rating, 9 reviews

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

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.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

Popular amenities for Pickering beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

4.92 out of 5 average rating, 72 reviews

Two red Muskoka chairs are positioned on a rocky shoreline, with a clear view of the calm blue water. The sky is bright, showcasing wispy clouds, and the surrounding area features green grass and natural stone.

Loft in Bowmanville

“Love by the Water: Cozy and Romantic loft”

Private room in Port Union

A tranquil snowy scene is depicted in the backyard, featuring bare trees and a white blanket of snow covering the ground. A vibrant red cardinal is perched on a branch, providing a striking contrast against the muted winter landscape.

4.89 out of 5 average rating, 114 reviews

Bright, Spacious Lakeside Suite (Private Entrance)

A spacious living room is furnished with a large, curved leather sectional sofa positioned around a circular coffee table. A decorative area rug covers the floor, while a cozy fireplace is visible against the brick wall. Soft green curtains frame the window, adding warmth to the space.

Apartment in North York

4.79 out of 5 average rating, 43 reviews

First floor walk out .

Private room in Mississauga

A bright bedroom features a spacious bed with a gray accent pillow. A white wardrobe with mirrored doors is positioned beside a softly lit display cabinet. Natural light illuminates the room, highlighting light-colored flooring and simple decor, creating an inviting space.

4.78 out of 5 average rating, 133 reviews

Luxury Private Basement-Self Check In-Free Parking

A lakeside property is framed by lush greenery and tall trees. The multi-level building features large windows and a welcoming terrace, with a staircase leading down to the water. A wooden dock extends into the lake, providing access to the serene setting.

Cottage in Port Perry

Cheerful 3 Bedroom cottage

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Beachfront home rentals with a pool

4.89 out of 5 average rating, 53 reviews

An indoor pool area features a serene swimming pool with clear water, surrounded by tall windows allowing natural light to fill the space. Fitness equipment can be seen in the background, enhancing the wellness atmosphere.

Condo in Fort York

Downtown near CN Tower by THE LAKE with Parking

A paved walkway is lined by a sturdy black railing, leading along the tranquil shoreline. The peaceful blue waters of Lake Ontario stretch into the distance, with greenery and benches visible nearby, inviting relaxation and outdoor activities.

Townhouse in Bowmanville

4.68 out of 5 average rating, 19 reviews

Waterfront community ideally for long stays

A cozy sleeping area features a soft bed with a light blue quilt and decorative pillows. A small desk is positioned nearby, accompanied by a slipcovered chair. Floral artwork is displayed above the headboard, while natural light enters through a window with wooden accents.

Private room in The Beaches

4.86 out of 5 average rating, 7 reviews

Stunning Room Across the Beach

A spacious indoor pool is surrounded by large windows, allowing natural light to fill the area. The calm water reflects the modern architecture, while tiled flooring adds elegance. Comfortable lounge areas are visible nearby, creating a relaxing atmosphere for all guests.

Condo in Fort York

4.75 out of 5 average rating, 76 reviews

Luxurious 1-Bdr amazing Views, Pool , Free Parking

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Private beachfront home rentals

The image captures a serene sunset over a lake, with vibrant hues of pink and orange reflected on the water's surface. Decorative jars filled with warm lights line the edge of a wooden deck, creating a tranquil ambiance as the twilight deepens.

Home in Brampton

5 out of 5 average rating, 10 reviews

Modern Lakehouse. Instaworthy views. Ace location

4.56 out of 5 average rating, 110 reviews

A two-story residence showcases a brick exterior with light-colored stone accents. A covered porch is supported by white columns, and a decorative lamp post stands at the front. Lush greenery is visible around the home, creating a welcoming impression.

Home in Ajax

2B & 2W Private Family-Friendly Luxury Suite/Ajax

The exterior of a modern two-story home features a blend of stone and stucco elements. Large windows and a stylish front door enhance the facade. A driveway accommodates multiple vehicles, with a well-maintained lawn surrounding the property, creating a welcoming first impression.

Home in Pickering

4.33 out of 5 average rating, 12 reviews

Dazzling Modern Home Next to Beach & Go Station

The entrance of a modern building features large glass doors framed by sleek stone flooring. Potted plants are placed at the entrance, along with a decorative water feature on the side. The structure showcases a contemporary design with a curved roof.

Condo in Entertainment District

5 out of 5 average rating, 3 reviews

Beautiful Chic Downtown Condo

A serene lakeside view is captured, featuring a vibrant rainbow arching over the water. The foreground includes well-manicured grass and a seating area with white chairs, surrounded by lush greenery, while the calm lake creates a peaceful backdrop.

Home in Pickering

4.86 out of 5 average rating, 7 reviews

Beautiful Breezy Lake House!

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.

4.88 out of 5 average rating, 82 reviews

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

A spacious living and dining area features a sectional sofa, a dining table with four chairs, and a cozy seating area with floor cushions. Natural light enters through small windows, while an electric fireplace and a mounted television enhance the modern design.