Vacation rentals in Pickering

A rooftop terrace features an expansive seating area with grey wicker furniture arranged around a central table. Lush greenery outlines the space, providing a vista of the city skyline under a partly cloudy sky.

4.96 out of 5 average rating, 45 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

AlonaRating, 5 stars1 month ago

We had an absolutely fantastic time staying in Zahra’s place. From start to finish, everything exceeded our expectations. The communication with Zahra was smooth and prompt, making the booking, check in at check out process hassle-free. It is highly recommended!

4.87 out of 5 average rating, 70 reviews

The exterior view of the lakeside retreat displays a modern blue structure with large glass doors leading to the living area. A spacious wooden patio features a dining table surrounded by chairs, while a hammock is positioned for relaxation. Lush greenery and the lake can be seen in the background.

Home in Bowmanville

*Lakeside Retreat: Viva La Vida*

LdRating, 5 stars2 weeks ago

We stayed here for a weekend and had such a great time! The place is cute, clean, and located in a quiet neighborhood with the most beautiful view. It was the perfect spot to relax and unwind. The host was also super accommodating and made sure we had everything we needed. Would definitely recommend this place to anyone looking for a peaceful getaway!

4.93 out of 5 average rating, 54 reviews

A serene master bedroom features a spacious bed dressed in light linens, complemented by minimalist decor. Large windows provide views of the lake, while a bright soaking tub is positioned nearby, surrounded by greenery for a refreshing touch.

Home in Brampton

Modern Lakefront Cottage In The City With Hot Tub

JuliaRating, 5 stars3 weeks ago

We had a fantastic stay and would be more than happy to come again! The host was extremely nice and caring and the house is absolutely fabulous. From the views outside to the interior decorating this place was a dream come true. Thank you for having us!

4.77 out of 5 average rating, 79 reviews

A serene beach scene is depicted, showcasing gentle waves lapping at the sandy shore. Lush trees frame the view, providing a contrast to the clear blue sky and vibrant water. Traces of footprints can be seen in the sand, inviting a sense of tranquility.

Home in Pickering

Beach House: First Floor

TennieRating, 5 stars2 days ago

Very nice apartment and we felt very welcomed - the walk by the water and the area was beautiful. So nice and friendly and would love to stay again next time we stop by. Nice furniture, bedding , comfortable bed , bathroom - everything we needed was available for us to use.

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What guests are saying

Detox retreat

4.86 out of 5 average rating, 35 reviews2 months ago

Words cannot begin to describe how accomodating and caring the hosts have been during my stay. The place is beautiful and the neighborhood is very clean, quiet, residential and the neighboors are sweet as well. The hosts are very responsive and they make sure that your stay is comfortable and smooth. This is an airbnb that I definitely recommend, it feels like home and it’s worth every penny, if not more! Thank you again to the both of you, i’ll definitely book again when i’m in the area!

Apartment in Richmond Hill

What guests are saying

Jungle Made of Concrete: Free Parking & City View

4.83 out of 5 average rating, 41 reviews1 month ago

I was forced to book a 2nd property last minute after another host accepted our reservation request despite not being able to accommodate the check in time needed (early/immediate). The initial host charged me for their apartment before informing me that they couldnt allow for the early check in that was specifically mentioned during booking, thus rendering that reservation basically useless. I decided to put my faith in Air BnB to recover the funds for me, and focused on securing last minute accommodations with a host who was able/willing to work with our need to check in more or less that very moment. Thats when I found Cecilia's apartment. It came with a free parking space which was a huge bonus, and was just steps from my orinigal booking (exactly where i needed to be). I reached out to her directly without initiating any reservation, and Cecilia respon promptly. She invited me to come straight away and sent check in instructions just as quickly. Cecilia was fantastic! Thanks!!

Apartment in Downtown Toronto

What guests are saying

Cheerful 3 bedrooms townhouse

5 out of 5 average rating, 12 reviews7 months ago

Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !

Townhouse in Richmond Hill

What guests are saying

Beachy bungalow

5 out of 5 average rating, 29 reviews4 days ago

we have had an amazing week. Dayle was a great host, offering recommendations and checking in that everything was ok. The bungalow is in a great location with lovely walks by the lake. Easy to get around and especially the location to the go train. The bungalow had everything that is needed for a great stay. We will definitely be booking again when we next come over

Bungalow in Pickering

What guests are saying

Modern Toronto Townhome by the Lake - Free Parking

4.95 out of 5 average rating, 22 reviews1 month ago

Nicely decorated. Very clean and comfortable bedrooms. Full bathroom per bedroom. Excellent location right off QEW. Near Lakeshore and Humber area parks with views from nearby restaurants of the city. Lots of great local restaurants. Easy access to highway if travelling outside of Toronto. Close to airport and downtown. Parking for 2 cars was appreciated. Excellent hangout living spaces. Lots of stairs it is a tall townhouse. Host was very friendly and easy to communicate with. Thank you for great stay!

Townhouse in Mimico

What guests are saying

Stunning Bright 2+ Bdrm Luxury w/Free Parking

4.7 out of 5 average rating, 93 reviews3 months ago

This is our second time staying here, and Arti's place was perfect for our group of 3 adults, a toddler and a baby. The Beltway proved to be a wonderful alternative to walking on icy sidewalks our first evening and had a wonderful peaceful ambiance as opposed to roads and traffic. The place is exactly as advertised and we would not hesitate to stay here again.

Home in Midtown

What guests are saying

Unique Glamping Space

5 out of 5 average rating, 10 reviews3 months ago

My girlfriend and I had a great stay at Serenity. We went in the winter time, the yurt was heated and very cozy, made for a great stay. If you come here, you must do the dinner experience. We ended up going with the Italian five course meal and it was incredible. William’s storytelling for each dish was amazing and it was great to see how fresh everything was from farm to table. You can tell William has a passion for this and it does not go unnoticed. After dinner, William, kindly set up a campfire for us to roast some marshmallows and relax for the rest of the evening. Thank you for a great stay, I can’t wait to come back and try the Spanish menu!

Yurt in Nestleton Station

What guests are saying

TIFF, Scotiabank Arena, Rogers & Convention Centre

4.9 out of 5 average rating, 10 reviews2 weeks ago

I absolutely loved Maximillian’s home!!! So clean and with everything you need. The walking distance to Litterally anything was amazing. He was very quick to respond with any questions I had and check-in and check-out was a breeze. Loved the amount of towels and hand towels available as well as the google home setup for music. Very cozy home I felt very comfortable. Would stay again and would recommend :) thank you Maximillian I had the best time.

Townhouse in Downtown Toronto

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Popular amenities for Pickering vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Pickering's top sights

University of Toronto Scarborough15 locals recommend

Scarborough Bluffs Park198 locals recommend

Toronto Zoo station213 locals recommend

Deer Creek Golf Club7 locals recommend

Swiss Chalet46 locals recommend

Pickering Town Centre45 locals recommend

Other great vacation rentals in Pickering

An open kitchen and living area is presented, featuring sleek, modern cabinetry and appliances. A dining table with seating for four is visible, alongside a black leather couch. Natural light filters through large windows, highlighting the warm wooden flooring and decorative green plants.

5 out of 5 average rating, 5 reviews

The Snug 1+1 Suite w/ Free Parking

Paul LRating, 5 stars1 week ago

Excellent apartment everything is close the host responds to any h it's really appreciated

4.75 out of 5 average rating, 4 reviews

The kitchen features modern cabinetry and a sleek countertop made of speckled granite. Stainless steel appliances include a refrigerator, oven, and dishwasher. A coffee maker is positioned for easy access, and natural light filters through the window above the sink.

Home in Brampton

My Charming Getaway

MichelleRating, 5 stars8 months ago

The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .

A spacious balcony offers sweeping views of downtown Toronto, showcasing urban landscapes and distant skyline features. Large glass panels create an unobstructed line of sight, while the building's modern architecture is evident in the design. Bright blue skies complement the cityscape.

4.8 out of 5 average rating, 81 reviews

Stylish Condo Heart of Downtown

BrayhanRating, 5 stars4 days ago

I had a great stay at this downtown Toronto apartment. Aliyah was a great host—she provided very clear and helpful instructions that made check-in and the entire stay smooth. The location is fantastic—walking distance to my meetings, with plenty of restaurant options and a cozy coffee shop nearby. The apartment itself was clean, comfortable, and had everything I needed. Highly recommend this place if you’re visiting Toronto and want to stay in a convenient, central location with a reliable host!

5 out of 5 average rating, 3 reviews

The modern kitchen features stainless steel appliances and quartz countertops, complemented by an island with seating. A dining area is situated nearby, illuminated by natural light from large windows adorned with horizontal shades. Light wood flooring enhances the contemporary design.

Home in North York

Modern Home with Pool & Jacuzzi [no cleaning fee]

Yalealem Rating, 5 stars5 months ago

We had a wonderful stay at Angie's house. The place is amazing—clean, bright, and welcoming. The host is incredibly sociable, friendly, positive, helpful, and proactive. Overall, we had a fantastic time, and I just want to say thank you!

A modern living area features a cozy gray sofa adorned with soft cushions and a textured throw. A sleek entertainment center holds a 55" smart TV. Large windows provide panoramic views of the city, while light streams in, creating a bright atmosphere.

5 out of 5 average rating, 10 reviews

Bright & Stylish Suite | Prime Location + Parking

JennyRating, 5 stars1 week ago

Excellent! Met our expections ! Will definitely return! Very much recommend the apartment and Michael was a great host! Thank you for everything !

4.91 out of 5 average rating, 11 reviews

A spacious living area is captured from a high angle, featuring a large window allowing natural light to fill the room. A dining area and modern kitchen with dark cabinetry are visible in the background, while a potted plant adds a touch of greenery.

Home in Courtice

New Family Friendly Detached Home in Courtice

KlydeRating, 5 stars4 months ago

Very clean and spacious; no complaints!

4.83 out of 5 average rating, 30 reviews

A modern living area is showcased, featuring a neutral-colored sectional sofa adorned with decorative pillows. A round coffee table sits in front, complemented by a potted plant and soft rug. Floor-to-ceiling windows allow natural light and provide a view of the cityscape.

Apartment in Fort York

Amazing Condo Heart of Downtown + 1 Free Parking

BiftuRating, 5 stars6 days ago

Had a great stay! The place was clean, comfortable, and just as described. The host was friendly and responsive. Would definitely stay here again.