Holiday rentals in Pickering

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!

4.99 out of 5 average rating, 143 reviews

Home in The Beaches

Heated Pool-tub Open 365 Days

PatrickRating, 5 stars1 day ago

We came up for a concert for the night and it was a great experience. The pool and hot tub were a wonderful perk and very well maintained and nice. The house is beautiful and spacious. Miles was extremely accommodating, we needed to get there a little early to help with making the concert on time and it was no problem at all. He worked with us and when there was an issue with the internet. he came and fixed it in person. The location is killer too! I strongly recommend staying here, it was a wonderful experience in every way!

Guest suite in Burlington

4.94 out of 5 average rating, 132 reviews

Burlington core close to lakefront and downtown.

Jennifer-AnnRating, 5 stars6 months ago

We recently had the pleasure of staying here which exceeded all our expectations! From the moment we arrived, we we warmly welcomed by the hosts, who went above and beyond to ensure I felt right at home. The property itself was stunning—spotlessly clean, stylishly decorated, and equipped with all the amenities one could need. The location was perfect, too! Nestled in a beautiful neighbourhood, it was just a short walk away from local attractions, restaurants, and parks. I especially appreciated the thoughtful touches throughout the space, like fresh flowers and a welcome basket. The communication with my hosts was seamless; they were quick to respond to any questions I had and offered fantastic recommendations for what to do nearby. I truly felt like I was experiencing the best of the area, thanks to their insights. Overall, I can't recommend this Airbnb highly enough! It was a wonderful getaway, and I can't wait to return.

4.94 out of 5 average rating, 109 reviews

Home in Burt

Olcott Cottage on the Park

HeatherRating, 5 stars3 months ago

The photos did not do this place justice! The cottage was super cozy and clean with plenty of everything we would need. We were bummed the hot tub was not working during our stay but the place was so comfortable and relaxing that it all worked out anyways. We were referred to the Eastside Market for a quick bite, which did not disappoint. Donald was very responsive and we had no issues with check-in or checkout.

5 out of 5 average rating, 41 reviews

Home in Uxbridge

Lakeside Lodge

VictoriaRating, 5 stars2 months ago

I think photos don’t do it justice. We stayed at Tracey’s place in the winter and when we arrived it was so much better than we expected. Perfectly clean and she had left a lovely gift basket for us on arrival. The space was honestly so well planned out, our kids loved the loft and the cosy den. We loved the addition watching the storm over the lake. Location is fantastic with easy access to skiing but also some good Uxbridge restaurants only 10 minutes away. We spent so much of the weekend outside in the snow that we met a few neighbours too and all were super lovely and welcoming. Would definitely stay again :)

Guest house in Port Perry

4.84 out of 5 average rating, 98 reviews

Hakuna-matata

CindyRating, 5 stars2 weeks ago

Had an amazing here! I wanted somewhere I could bring my dogs because it’s not easy finding places that will allow your fur babies and that was most important to me . It was clean , it smelt nice . I stayed for 5 nights and it was quiet , so peaceful . The next door Air bnb wasn’t rented so not sure I would have had the same experience because it’s pretty close but I would definitely go back if it wasn’t ;) the shower wasn’t the greatest but I had an amazing stay . Thanks so much for everything ❤️

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Pickering holiday 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 holiday rentals in Pickering

Guest favourite

5 out of 5 average rating, 5 reviews

The Snug 1+1 Suite w/ Free Parking

Paul LRating, 5 stars1 week ago

Excellente appartement tout est proche le hôte répond à n’importe quel h c’est vraiment apprécié

4.75 out of 5 average rating, 4 reviews

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. .

4.8 out of 5 average rating, 82 reviews

Stylish Condo Heart of Downtown

BrayhanRating, 5 stars1 week 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

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!

Guest favourite

5 out of 5 average rating, 11 reviews

Bright & Stylish Suite | Prime Location + Parking

JennyRating, 5 stars2 weeks 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

Home in Courtice

New Family Friendly Detached Home in Courtice

MariliaRating, 5 stars5 months ago

Fizemos uma viagem em família e nossa estadia foi como estar em casa! Tem todas as comodidades descritas e corresponde às fotos. Na próxima visita ao Canada, falaremos novamente com Horace para ficarmos em sua casa!

4.95 out of 5 average rating, 22 reviews

Townhouse in Mimico

Modern Toronto Townhome by the Lake - Free Parking

KanashiroRating, 5 stars1 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!