
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.

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

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.

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.

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.

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.

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.

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!

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.

“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 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.

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
Pet-friendly beachfront home rentals

First floor walk out .

Downtown Toronto Condo Suite

Cheerful 3 Bedroom cottage

Sunset every night on the waterfront? (#2) Yup!

“Love by the Water: Cozy and Romantic loft”

Beaches Beauty

Beachfront Vacation Cottages - Beach House cottage

Private Unit: Bright, Spacious Lakeside Suite
Beachfront home rentals with a pool

Downtown Toronto 2 BDR Condo CN Tower/Lake Views

Home away from home

Toronto - Central - City fifa Access + 2Bedrm +2WR

Luxurious 1-Bdr amazing Views, Pool , Free Parking

Waterfront community ideally for long stays

Spectacular Presidential Loft - Downtown Toronto
Private beachfront home rentals

Private Luxury Unit In Ajax With Kitchen & Parking

Steps to Frenchman’s Bay in Luxury bsmt apartment

Dazzling Modern Home Next to Beach & Go Station

Beautiful Lakeview Cottage on the Beach!!

Creative Cozy Escape Near the Lake
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,248 GYD | G$16,946 GYD | G$15,900 GYD | G$20,922 GYD | G$18,620 GYD | G$20,085 GYD | G$19,039 GYD | G$19,248 GYD | G$18,202 GYD | G$20,922 GYD | G$20,712 GYD | G$17,993 GYD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Downsview Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Scarborough Town Center




