Waterfront holiday rentals in Pickering

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Pickering

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Superhost

Cottage in Bowmanville

4.83 out of 5 average rating, 154 reviews

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!

Top guest favourite

Guest suite in Burlington

4.94 out of 5 average rating, 132 reviews

Burlington core close to lakefront and downtown.

Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

Superhost

Home in Olcott

4.83 out of 5 average rating, 370 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 favourite

Home in Nestleton Station

4.99 out of 5 average rating, 113 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Guest favourite

Apartment in Fort York

4.89 out of 5 average rating, 414 reviews

Lakeside Condo Studio In Downtown Toronto

Luxury waterfront condo in Historic Fort York District with amazing amenities. Right by the waterfront LakeOntario and minutes from downtown Toronto. The studio is very clean and contemporary with balcony facing the lake. Walking distance to PorterAirport, ScotiaArena, BMO field,RogerCentre, MolsonAmphitheatre, CNE,OntarioPlace and everything Lakeshore has to offer. Easy access to all of downtown right at your doorstep with 5 min tram ride to UnionStation, UpExpress, GoStation and ViaRail.

Superhost

Guest house in Newcastle

4.89 out of 5 average rating, 315 reviews

Waterside Nature Cabin - Private & Comfortable

Small spring fed lake, 91 acres, privacy, solar powered, propane heat, gas stove & wi-fi. Pets welcome! To keep your costs low; No Cleaning Fee! However, you must clean up ALL mess and take your garbage/recycling home with you. No indoor washroom or running water. Clean private outhouse. Basic utensils, cutlery/bowls/plates, pots, and pans provided. This is and independent stay. Bring your own bedding, blanket, pillow, drinking water. Please leave the cabin better than you found it!

Superhost

Cottage in Bowmanville

4.89 out of 5 average rating, 154 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!

Superhost

Home in Richmond Hill

4.85 out of 5 average rating, 39 reviews

Awesome Lakefront House/5Bedrooms/Private Dock

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Air Mattress. 1 Family room & 1 Living room. Smart TV with movable set. All guests could have dinner together with Dining table & Island. 5 free parkings. Romantic Tub, Sauna Room are avalable. This exceptional cottage offers a luxury and comfort space. The stunning interior and meticulous attention to detail is accompanied by a spectacular view. The property offers great outdoor space & direct water access plus extended private dock.

Guest favourite

Villa in Bowmanville

4.91 out of 5 average rating, 137 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

Cottage in Burt

4.89 out of 5 average rating, 146 reviews

*HOT TUB | Lake Front | Incredible Views

Welcome to The Sunflower Home! This tranquil home is located right on the lake. Just mins to Olcott Beach, Krull Park & many local wineries. Centrally located yet quietly tucked away, this home is perfect for anyone looking to relax. Enjoy the sunset as you wind down in the hot tub, sip your beverage of choice, fireside, overlooking the lake, or head inside and enjoy the view from every window. Go to sleep on the comfortable king bed & wake up to the serenity of Lake Ontario.

Guest favourite

Cottage in Richmond Hill

4.94 out of 5 average rating, 150 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Guest favourite

Cottage in Barker

4.93 out of 5 average rating, 73 reviews

Lake Front Vista & HotTub w/Sun-Thu night discount

Enjoy Spectacular Lakefront views. Relax at your own pace. Take a dip in the spa tub or just enjoy the scenery Very quiet road Speedy internet Fire-pit Enjoy the Niagara Wine Trail 2 Bdrm 6 min to Golden Hill Park 12 min to White Birch Golf course 15 min to Olcott/Burt (fishing charters) 20 min to Waterport/Kent (fishing charters) 50 min to Niagara Falls *Promo: 3rd night or more, will be discounted ~25% (no discount on cleaning and fees, excl 06/23-09/10)