Waterfront vacation 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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Guest favorite

Home in Burt, New York, US

4.88 out of 5 average rating, 391 reviews

Waterfront Cottage with Hot tub

Experience Niagara Falls USA and Lake Ontario like a local! You'll enjoy a restful sleep in our waterfront cottage right on the Newfane Marina and within walking distance of a public pebble beach. Our quaint cottage is just minutes from Olcott Beach, the Niagara Wine Trail, and world-famous fishing along Eighteenmile Creek and Burt Dam. Niagara Falls is about 30 miles away and the Buffalo metropolitan area is about 40 miles. End your day with the hot tub, barbecue, and drinks on our deck! Enjoy!

Sep 17 – 24

ﺩ.ﺇ421 per night

Guest favorite

Treehouse in Port Perry, Canada

4.98 out of 5 average rating, 533 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.

Oct 4 – 11

ﺩ.ﺇ1,378 per night

Superhost

Cottage in Bowmanville

4.87 out of 5 average rating, 118 reviews

Super Cute & Modern 3 Bedroom Beach Bungalow

Transport Yourself To This Modern, Open Concept, 3 Bedroom Beach House & You Will Feel Like You Have Left The Country! Only An Hr From Toronto. Take In The Stunning Views Of Lake Ontario & Relax Over The Lapping Sounds Of The Waves. Enjoy Direct Access to The PRIVATE Beachfront & The Outdoor Space (Drum fire pit, Patio Set, BBQ)-It's The Perfect Urban Getaway. You Get The Entire House & Lots Of Parking Available. ABSOLUTELY NO PARTIES PERMITTED. Pls read all rules before booking. No pets.

Jan 6 – 13

ﺩ.ﺇ1,036 per night

Guest favorite

Guest suite in Burlington, Canada

4.93 out of 5 average rating, 108 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.

Sep 7 – 14

ﺩ.ﺇ461 per night

Guest favorite

Apartment in Richmond Hill

4.95 out of 5 average rating, 297 reviews

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.

Apr 7 – 14

ﺩ.ﺇ393 per night

Superhost

Cottage in Bowmanville

4.86 out of 5 average rating, 102 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to the one of a kind beach house - Paradise just outside of the City! Our waterfront 4 bedroom property features unobstructed lake views, a view of an infinite horizon featuring breathtaking sunsets, kayaks, a fire pit, BBQ, and an all-season hot tub. Whether it’s staying in and enjoying a movie, relaxing on our private beach, or exploring the nearby Darlington conservation areas, our home will provide you with everything you need for the perfect urban getaway!

Sep 3 – 10

ﺩ.ﺇ2,097 per night

Superhost

Guest suite in Pickering

4.8 out of 5 average rating, 144 reviews

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.

Aug 4 – 11

ﺩ.ﺇ322 per night

Guest favorite

Cottage in Richmond Hill

4.94 out of 5 average rating, 127 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

Sep 16 – 23

ﺩ.ﺇ1,009 per night

Guest favorite

Guest suite in Newcastle, Canada

4.93 out of 5 average rating, 177 reviews

Romantic Nature Retreat - Hydrotherapy Suite

A Romantic Retreat, located on 91 acres, beside a small, spring-fed lake, this is a private hydrotherapy suite with its own sitting area and firepit, providing a relaxing getaway close to the city. Gentle walking trails and abundant wildlife around the lake Swimming, dock, canoe & paddleboat Ideal for two people, 2SLGBTQ+ all welcome 6 min drive to Newcastle for dinner, shopping... Please read reviews & full ad before booking. Pets are welcome.

Sep 27 – Oct 4

ﺩ.ﺇ491 per night

Superhost

Guesthouse in Newcastle

4.9 out of 5 average rating, 254 reviews

Waterside Nature Cabin - Private & Comfortable

Spring-fed lake, 91 acres, trails, max privacy, solar power, heat, gas stove, cooler, clean out-house, wi-fi, firepit, 2SLGBTQ Pets ok To keep your costs low; No Cleaning Fees! You must clean up ALL personal mess & litter basic kitchen utensils, dishes, pots, pans provided bring bed sheet, pillow, blanket & drinking water Take all Garbage & Recycling back home with you when leaving Try to "leave the cabin, and the property better than you found it"

Jun 22 – 29

ﺩ.ﺇ258 per night

Guest favorite

Dome in East Gwillimbury, Canada

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Nov 12 – 17

ﺩ.ﺇ679 per night

Guest favorite

Apartment in Port Perry, Canada

4.97 out of 5 average rating, 143 reviews

Modern Lakefront Apartment

Modern, Private self contained apartment. One bedroom/queen bed, located in our home on the lower level. Our home sits on 1/2 acre property on the shores of Lake Scugog. If you are looking to relax and enjoy nature and peace and quiet then this place is for you. This is NOT a party place and sorry NO PETS/children. Seasonal items: Canoe, Kayak, outdoor furniture may not be available for use if your booking early spring or end of Sept/Oct.

May 6 – 13

ﺩ.ﺇ414 per night