Beachfront vacation rentals in Pickering

Find and book unique beachfront homes on Airbnb

Quick stats about beachfront rentals in Pickering

  • Total vacation rentals

    Explore 10 vacation rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at G$10,461 GYD per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Wi-Fi availability

    10 of Pickering vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pickering rentals

  • 4.8 Average rating

    Pickering stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated beachfront rentals in Pickering

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Pickering
4.87 out of 5 average rating, 89 reviews

Luxury & Stylish 3BD | Chefs Kitchen & Cozy

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
Cottage in Caesarea
5 out of 5 average rating, 32 reviews

Lakefront Cottage + Boathouse & Sunsets

Lakefront summers with spectacular sunsets, private dock, and a relaxed boathouse hangout. Spend your days kayaking, paddleboarding, swimming, and fishing, then wind down with evening fires and sunset views over the lake. The cottage is a cozy, comfortable space for easy family lake days, with room to gather, unplug, and enjoy time together. When you feel like exploring, historic downtown Port Perry is just minutes away, along with local wineries, breweries, live music, and day-trip adventures.

Guest favorite
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.
Home in Bowmanville
4.92 out of 5 average rating, 26 reviews

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

The ONLY rental in the area with a huge, 100% sandy PRIVATE BEACH! You can stop looking now. Because our paradise is now YOUR paradise. Once owned by one of Canada's most revered artists, this custom home was designed & built by renowned architect D. Veenstra. Along with the sandy beach you get the hot tub (100% hidden from view in summer), kayaks, big yard, deck w/ table for up to 8, Napoleon grill, and firepit. Only 5 min to Hwy 401; 28 to the edge of Toronto; 1h to downtown & YYZ airport.

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, 557 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.

Top guest favorite
A fire pit with flames is situated near the water's edge, surrounded by smooth stones. An Adirondack chair is positioned to face the lake, offering a view of the serene water and a colorful sunset in the background.
Guest suite in Port Perry
4.88 out of 5 average rating, 250 reviews

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.

Guest favorite
A spacious outdoor area features a decorative stone fountain at the center, surrounded by well-maintained landscaping, including shrubs and flowers. The back of the two-story house is visible, with multiple seating areas and a large patio umbrella, providing a welcoming space for relaxation.
Home in Burt
4.9 out of 5 average rating, 97 reviews

Sunset Lake House in Olcott Beach, NY

Welcome to our beautiful home on the lake! You will enjoy a large fenced in patio, where you can enjoy the lake view. Inside is a gas fireplace where you can enjoy a 65 inch TV. A full kitchen and separate dining area make meal time easy. Beautiful Krull Park is steps away along with Lakeview shoppes and Carousel Park. (Please note, some attractions are seasonal). Niagara Falls is just half hour away. Let's not forget the Niagara Wine Trails and golf as well as the world renown fishing.

Superhost
A hot tub is positioned by the lakefront, featuring a clear view of Lake Ontario and a vibrant sunset sky reflected in the water. Surrounding trees and outdoor seating add to the serene environment, creating an inviting space for relaxation.
Home in Olcott
4.83 out of 5 average rating, 405 reviews

Lakefront House near Niagara Falls with Hot Tub!

Wake up to the sounds of crashing waves; spend your day fishing or boating on Lake Ontario or exploring Buffalo, Niagara Falls, and local NY farms and wineries; and relax in the evening on our lakefront deck with a majestic sunset view of Lake Ontario. This older, rustic two-story lakehouse is complete with a living room, dining room, kitchen, laundry, and two bedrooms & bathrooms, as well as plenty of parking for a boat or RV. Off the beaten path, this home is minutes from many attractions!

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, 15 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 bedrooms 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.

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
4.88 out of 5 average rating, 186 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
4.92 out of 5 average rating, 157 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!

Superhost
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
4.78 out of 5 average rating, 36 reviews

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
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 Humber Bay Shores
4.97 out of 5 average rating, 88 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 and an 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!

Popular amenities for Pickering beachfront rentals

When is the best time to visit Pickering?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,248 GYDG$16,946 GYDG$15,900 GYDG$20,922 GYDG$18,620 GYDG$20,085 GYDG$19,039 GYDG$19,248 GYDG$18,202 GYDG$20,922 GYDG$20,712 GYDG$17,993 GYD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C

Destinations to explore

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