
Smoking-friendly holiday rentals in Pickering
Find and book unique smoking-friendly rentals on Airbnb
Top-Rated Smoke-Friendly Accommodation in Pickering
Guests agree: These smoking-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Pickering Smoke-Friendly Accommodation
Smoking-friendly apartment rentals

Modern and Comfortable
Our stay was truly exceptional, thanks in large part to Louise's outstanding hospitality. She was incredibly kind and attentive, always making sure we had everything we needed and that we were comfortable throughout our stay. The property itself was very nice, spotlessly clean, and wonderfully quiet—a perfect retreat. The unit is a complete one-bedroom setup that feels cozy and welcoming. We particularly enjoyed the backyard patio, which provided a lovely spot to relax. Overall, we had a fantastic experience and would highly recommend this place to anyone looking for a comfortable and peaceful stay.

Luxurious Private Suite by the Lake
Audette was very responsive and even helped me with ordering in my budget and having flowers for my girlfriend prior to when we arrived! Love the cleanliness of how beautiful the place is and would rent again! Very well worth the price and the top notch service to provide guests like me a place to stay in a very nice and peaceful neighborhood!! Thank Audette for hosting us and we will be back!

Unique Apt in Trendy West End
It suited my needs perfectly

Cozy & Stylish 1-Bedroom Condo
Dada's place is a very good location. it was worth it

Cozy Two Bedroom Condo by SQ1
Our stay at Jibran's was exactly what we needed. A quiet, comfortable space that was private and well equipped with amenities. The hosts were very responsive and accommodating, we felt right at home during the check in process. The location itself was amazing with beautiful views of the city and literally across the street from Square One. Wish we could have stayed longer and will definitely be back!

Independent Seniors
Andre was very caring and went above and beyond that of a host.

Downtown Gem by the Subway
we had a great time, the apartment was adorable

Whitby Private cozy NYC Style 1 bedroom Flat
Great place to stay at! Clean and cozy, just like it was described in the posting. Tanya, the host, was responsive, detailed and helpful. I would recommend to anybody that’s looking for a place to stay in the Durham region.
Smoke-Friendly Holiday Houses

2 living rms | 3 TVs | Foosball | Family fun!
It's a very quiet neighborhood and a great location in Burlington. It's very close to the downtown area with lots of restaurants and walkable activities. Matt and Helena were very communicative and proactive regarding weekly landscaping, pool maintenance, and garbage pickup. The house was spotless upon arrival and was as described. The upstairs bedroom was warmer than the rest of the house, so depending on outside temperatures, it may be a nonusable space for some. Overall, the house met our needs and allowed us to be comfortable during our stay. Thank you!

Spring Promo: Erin Mills Best Area-airport&sq one
My family and I enjoyed our stay in Mississauga at Daisy’s house. The house is in an amazing location near the highway, shops and restaurants. It’s very quiet and in a great neighborhood. Daisy’s house is beautiful, clean and spacious. We’re a family of 5 and we had plenty of room to spread out and relax. My son loved running around in the fenced in backyard. Ivy was a great communicator and happy to answer any questions we had. We highly recommend and would love to come back. Thank you so much Ivy for hosting our family!!

1-Bedroom Basement Apartment
the host always respond to your questions

Serene Oasis
I really enjoyed staying at this airbnb as it is the whole townhouse with the exception of the garage being not accessible. Brianna was super nice & responsive! Would love to stay here again. Plenty of space and super cozy!

Cozy 3 Bedroom Mimico Home
great little spot about 25 min Uber to downtown Toronto. backyard with BBQ and hot tub are nice amenities. bedrooms fully stocked with blankets and towels. kitchen equipped with a lot of everything you need to cook meals. Host was accurate in description and responsibe

Private 1-br Apartment: Your Secluded Getaway!
Super cute and comfortable little spot. Had lots of amenities that were in the home not only for humans but also for my two dogs. They loved the foldable floor bed, they were fighting over it. The bed was very comfortable and kitchen was very clean and organized. The neighborhood was very calm and well taken care of. So many nice coffee and food spots nearby, also the lakefront trails were awesome!!

Completely Renovated 1st Floor - 3 Bedroom Home
I stayed at Luca’s place for three weeks and had a truly enjoyable experience. The home is exactly as described—clean, comfortable, and well-equipped with everything needed to feel right at home. It’s perfect for both relaxation and remote work; I had several productive days working from the dedicated desk in the living room. The location is great - nestled on a quiet side street with no noise from traffic or neighbors, yet still conveniently close to public transit. The GO Station is just a 12-minute walk away, making it easy to get downtown Toronto without hassle. Luca and his family were incredibly welcoming and responsive throughout my stay, always ready to assist when needed. Whether you're in town for work or leisure, I highly recommend this place for a comfortable, peaceful, and well-connected stay.

BIG 7 Bed Home w/ Pool Table & BBQ near Airport
we enjoyed our stay in Randy's beautiful home tucked in the charming suburbs of Mississauga. it was spacious enough to host my extended family. the house was clean and well organized. the fenced in backyard was perfect for the kids to run off some energy. thanks again for allowing us the use of your place!
Smoke-Friendly Holiday Condos

Upscale 1-bed condo near dining & nightlife
Came here for a night to see Post Malone at Roger’s Centre. Abhinav was a nice host, he came down to the lobby, showed me around and explained everything that was available. The bed was comfy, I’d definitely recommend his place, it’s a short walk to both the arenas it’s close by to Tim Hortons also. Thank you again. Go Leafs, haha.

Stunning 2BR Condo + Gym + Parking + CN Tower View
The place was easy to find & clear instructions were provided. Henry is very responsive & communicative. I would highly recommend staying here.

Riverside Pad
Loved staying here, Stuart was amazingly helpful and answered all questions quickly and kindly. Highly recommend staying here

Mississauga Sq 1 Building Condo with Balcony
Thank you so much for letting me staying at this amazing Airbnb. The unit was very clean and organized, location was perfect, it was in square one, the building has all the amenities you could ever imagine, the host is always available for anything you need, always assisting, very respectful and kind. I honestly loved the whole experience and would highly recommend this place to anyone. Thank you !!!!

Cozy guest bedroom + shared appt on Aquitaine Ave.
It was a pleasant and warm experience during my stay at cameron's airbnb. He drove me from the airport to the airbnb which was very helpful especially after a long flight and explained everything in detail about the apartment and surroundings. Introduced me to his wonderful pets who were very friendly during my stay and it was also very easy to get groceries,beer and everything you personally need in the nearby plaza just infront of the apartment. A GO station nearby makeing it convenient to visit Toronto. Nice room and comfy bed, overall pretty chill guy and a good host who values your needs and privacy.

Luxury 2BDR modern private condo in Toronto
I had an absolutely wonderful stay! The place was spotless—super clean and well-maintained—and the views were just breathtaking. It was the perfect spot to relax and take in the surroundings. What really made the stay great! was the host. They were incredibly kind, helpful, and responsive throughout the entire experience. From the moment I booked, communication was clear and timely. They went above and beyond to accommodate my schedule, including helping me with an early check-in, which made my travel day so much smoother. Every little detail felt thoughtfully handled, and it genuinely felt like they cared about making sure I had the best experience possible. I would absolutely stay here again and highly recommend it to anyone looking for a peaceful, scenic getaway with a top-notch host.

Lakeview& Skyview in Heart of Downtown,Free parki
Moha is as friendly, and quick to help get us settled. Everything was as said in the description, and everything went smoothly. Completely satisfied.

Awesome 1 + 1 Condo @ A+ Location - Free Parking!
Perfect location, felt like home also during my travel. Easy communication and fast responses from the host! Appartment had all the amenities needed and I had a very comfortable stay! Highly recommended!
Quick stats about holiday rentals that are smoking-friendly in Pickering
Total rentals
20 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
310 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Toronto City Hall