Waterfront vacation rentals in Pickering

Cozy Modern Condo by Lakefront

Welcome to our modern & cozy 2 bedroom 2 full bath condo with 370 sq ft terrace - located in Humber Bay waterfront. Our home offers comfort, cleanliness, & convenience, ensuring an enjoyable stay for all guests. Perfect location to relax or enjoy nightlife. A walk away from Humber bays parks, bridge, & Toronto skyline views. 15 mins from the Airport & Downtown core. Convenient 1 parking included right by elevator & public transportation access. Equipped with all the essentials & Pet-friendly.

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

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!

“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!

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Muskoka on the City

Property situated on Rouge National Urban Park, close to Toronto zoon, seaton trail. step to beautiful lake and beach , you will enjoy hiking,kayak ,bike and fishing.Close to highway,resultant,shopping mall,public transport, Rouge Hill GO Station. bright in ground suite .kitchen ,dinning room in basement with TV, private bathroom(basement), and private entrance(back yard). Suite has a separate bedroom with a queen sized bed, free wireless internet, and full laundry.

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

Artsy and Comfy Home with a View

This 670 sqft, 1 Bed+Den, 1 Bath has 9 foot ceilings and a spacious layout, plus: ▶︎ Free underground parking ▶︎ Streetcar direct to Union Stn, Bathurst Stn, Spadina St ▶︎ Restaurant-cafe downstairs, grocery store within 100m ~ 5-min walk: Loblaws, Starbucks, LCBO, Stackt Market, Farm Boy, BBT ~ 15-min walk: King St dining/nightlife, Queen St shopping... Rogers Center, Budweiser Stage, Canadian National Exhibition (CNE)... and more.