
Smoking-friendly holiday rentals in Caledon
Find and book unique smoking-friendly rentals on Airbnb
Top-Rated Smoke-Friendly Accommodation in Caledon
Guests agree: These smoking-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caledon Smoke-Friendly Accommodation
Smoking-friendly apartment rentals

The Vintage Whinery at the Falls!
Sheila is so sweet and helpful...just so wonderful and personable. She met us to go over how to get in, where we could keep our bikes, the best local places to eat and visit, etc. Her place is beautiful and pristine....everything you need is there; loved having a cup of french press in the morning. The bed linens in the giraffe room were lovely and I slept great. The location is a quick walk or bike ride to all the attractions. It was a true pleasure, thank you Sheila!

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 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!

Welcome to Hub Central
This was a lovely air bnb with an incredibly comfortable bee! It’s a beautiful, spacious space and very comfortable. We cannot recommend it enough!

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

Private Studio Apartment in Brampton on Airport Rd
This booking exceeded my expectations, extremely clean and comfy. Umar was very easy to reach and communicate with. I will stay here again.

Pat's Country Home
Pats Country Home was amazing! The roll out in the couch was actually surprisingly comfortable facing the right direction! Everything was super clean and out side was so nice to sit and have coffee and look out the backyard. Highly recommend.
Smoke-Friendly Holiday Houses

2 bdrm 2.5bath home. Kitchen, patio w/BBQ
Great place for couples getaway. Place was spotless, beds were comfy, nice linens. The kitchen could use a few things like a cutting board and some baking sheets. There is a charge for early check in and late checkout . We were disappointed to find out that the place didnt have a hot tub. The listing states privated hot tub available 24/7 open year round. When i inquired about it, Dean informed me that the hot tub was located in the master bedroom . The tub in the master bedroom was a jetted jacuzzi tub. Not what we expected.

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!

Cellar House - Entire Home in the Heart of NOTL
Eric's house was wonderful! Very clean and a convenient location in the town where we could walk everywhere. Our whole family enjoyed relaxing at the house, especially in the spacious backyard. Eric was a great host - very responsive to any questions we had, gave very clear check in instructions, and even gave recommendations on local places for us to check out. We would love to come back to NOTL and stay there again!

Office | Chef Kitchen | 2 Fireplaces | 4 floors
A great home. All the modern conveniences and in the heart of Yorkville and Toronto yet you’re surrounded by green and steps from Ramsden Park which has a terrific playground.

Great Place, Lots of Room & Close to the Falls!
We couldn't have asked for a better place to stay. Mark was there to greet us when we arrived and gave us a tour of the home, explaining where everything was. It is always stressful traveling with very young children, but the home had just about everything we needed to make our stay comfortable. I can't recommend this home enough!!

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!

Farm House Resort Stay Pool Hot Tub
The stay was amazing with family ! There was always lots to do lots of room for everyone ..pool and hot tub were wonderful it was nice to have both as an option ! Communication was on key Amanda answered right away there was no waiting on her that was nice ! If you forgot something behind it was available ( shampoo, spices, ect ) . Overall stay was amazing we are hoping to go back same time next year if available !

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!!
Smoke-Friendly Holiday Condos

2 Bedroom Condo close to both Universities!
Amazing space

Newly Renovated Suite @ Carriage
We had a fantastic stay, from the initial communication with Candace to the end of our visit. The location was excellent, and the facilities were outstanding. Highly recommended.

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.

Friday Harbour Ground Floor w/ Large Terrance
We had amazing time! Tiana goes above and beyond. The outside patio was so nice and relaxing. Recommend to everyone. Thank you!

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 !!!!

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.

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 Caledon
Total rentals
30 properties
Total number of reviews
480 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- 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
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens