Smoking friendly vacation rentals in Caledon

Find and book unique smoking friendly rentals on Airbnb

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Popular amenities for Caledon smoking friendly rentals

Smoking friendly apartment rentals

Superhost
A bright sitting area features three large windows adorned with decorative stained glass. Soft drapes frame each window, allowing natural light to filter in. A hanging swing chair adds a cozy touch, while a television is positioned nearby, creating a welcoming space for relaxation.
Apartment in Niagara Falls
4.83 out of 5 average rating, 686 reviews

The Vintage Whinery at the Falls!

BradyRating, 5 stars6 months ago
This was such a unique Air BnB and one of the most charming we have ever stayed at! The decor was early 20th century Parisian and offered beautiful spots indoors for cute pictures! I had no idea it was a local famous AirBnB! I booked it based on price and proximity to the Falls! Not even a 1mile directly from the front door to Maid of the Mist. It was so convenient to park on the street for free (observe her guidance for street parking!) There were several tasty restaurants near by all walkable and easy to get on the main road to go to Wegmans or Walmart. And if you’re a runner make sure to bring your running shoes. Trails easily accessible from her front porch! Shelia herself was very sweet! We saw her on the way out due to us arriving late and needing to let ourselves in. Enjoy her collage artworks too which are throughout! Her artistic abilities create the most beautiful Air BnB!
Superhost
The living area showcases a blend of comfort and style, featuring a cozy sofa adorned with a plush throw. A dining table with chairs sits nearby, complemented by large windows that provide natural light and a view of the outdoors.
Apartment in Niagara Falls
4.87 out of 5 average rating, 23 reviews

Chic 2BR Gateway | Family Suite | Close to Falls

SerhiiRating, 5 stars1 month ago
Excellent accommodation. The Shah was always in touch and resolved various issues in a timely manner, and also allowed us to check in ahead of schedule. There was a missing kettle in the apartment. Overall, I liked everything. Thanks
A cozy sitting area features a taupe sofa adorned with pillows, positioned beside a decorative console table. A large abstract artwork complements the space, while natural light filters through sheer curtains, creating a warm ambiance over the contrasting striped rug.
Apartment in Hamilton
4.87 out of 5 average rating, 211 reviews

Urban Sanctuary

LivonRating, 5 stars17 months ago
Wonderful home, comfy bed, love to stay there.
Superhost
A comfortable bed is positioned against a tufted grey headboard, covered by a plush, dark blanket. Soft lighting illuminates the room, and a partially opened curtain allows natural light to filter through, highlighting the sleek, modern flooring.
Apartment in Mississauga
4.84 out of 5 average rating, 50 reviews

Cozy Two Bedroom Condo by SQ1

BenjaminRating, 5 starstoday
Great place, location, and view!
Top guest favorite
An open living area features two comfortable leather recliners positioned near a modern glass coffee table. A decorative fireplace is framed by a white cabinet, displaying various decorative items. Soft carpeting adds warmth to the space, complemented by a minimalist wall decoration.
Apartment in Smithville
4.98 out of 5 average rating, 219 reviews

Welcome to Hub Central

MeghanRating, 5 stars6 months ago
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!
Superhost
A spacious living area features a blue sofa with orange accents, alongside a light wood coffee table. The parquet floor adds warmth to the room, which includes a TV mounted on a white shelf. Closets are visible in the background, providing ample storage.
Apartment in Downtown Toronto
4.86 out of 5 average rating, 22 reviews

Downtown Gem by the Subway

ClareRating, 5 stars2 months ago
we had a great time, the apartment was adorable
Guest favorite
A bright living area features a custom reupholstered sofa with a colorful throw draped over it. A glass coffee table is positioned in front of the sofa, while a round green ottoman adds a pop of color. Natural light floods through the large windows.
Apartment in North York
5 out of 5 average rating, 22 reviews

Spacious 2BR 1BA, Instaworthy Views, free parking

ShuyiRating, 5 stars3 months ago
Alex is a great host. We had a enjoyable stay there.
Top guest favorite
A cozy living area features a dark gray sectional sofa, complemented by a wooden coffee table with decorative items. A sleek lamp provides soft lighting, and a framed beach-themed artwork adds a touch of color to the neutral walls.
Apartment in Chippawa
4.94 out of 5 average rating, 88 reviews

Pat's Country Home

RimiRating, 5 stars3 months ago
I had a great time here. I went to celebrate New Year's at Niagara with my hubby and to be honest Pat’s place is one of the best I have found at Airbnb. Beautiful, peaceful, clean, and felt like home. We went for a little walk at Niagara on the lake and found a very cute restaurant. Everything was perfect. Cannot wait to go back in summer.

Smoking friendly house rentals

Superhost
Home in Burlington
5 out of 5 average rating, 3 reviews

2 living rms | 3 TVs | Foosball | Family fun!

AlexRating, 5 stars4 months ago
This was our home away from home through renovations and cannot be more thankful for Helena and Matt allowing us to use their home. We had two extensions and the team was more than accommodating - communication was quick and easy! Thank you so much again for opening your home to us! Happy Holidays!
Guest favorite
A spacious backyard features a covered lounge area with a large sectional sofa, complemented by a coffee table. Warm lighting hangs overhead, and stone paving leads to wooden steps ascending to an upper deck, framed by wooden fencing and greenery.
Home in East York
4.94 out of 5 average rating, 36 reviews

Luxury Home - 20min to Downtown w/ Outdoor Patio

JennRating, 5 stars5 months ago
Ana was an exceptional host. She was very friendly and helpful, made our stay feel very welcomed. She provided great helpful tips which made getting around and planning that much easier. Check in and check out was very easy and she was very flexible and accommodating. Holly the host dog was exceptionally friendly and cuddly which made the stay that much warmer and more welcoming. I would highly recommend this Airbnb for your next stay.
Guest favorite
A dining area is centered around a wooden table with eight chairs, illuminated by a stylish chandelier. Natural light enters through a large window adorned with sheer curtains, while dark green wall accents and wooden cabinets create a thoughtful aesthetic.
Home in Niagara-on-the-Lake
4.9 out of 5 average rating, 39 reviews

Cellar House - Entire Home in the Heart of NOTL

JoyceRating, 5 stars6 months ago
Eric’s home is what you see in the pictures and more! Great home with all the furnishing you would need for your stay. Well equipped kitchen, entertainment, washroom filled with towels and they included slippers for the hot tub. Eric is a great host. Quick and responsive. Gives amazing recommendations for wine tours and restaurants so definitely ask when booking! We can’t wait to come back to Eric’s lovely Airbnb!
Guest favorite
Home in Yorkville
4.88 out of 5 average rating, 26 reviews

Office | Chef Kitchen | 2 Fireplaces | 4 floors

RodicaRating, 5 stars1 week ago
Our family of 6 really enjoyed Esther’s place. The location is fantastic, walking distance to restaurants, shops, museums, subway. The rooms are spacious, the kitchen well appointed, and living areas very comfortable. We will stay here again when we come back to Toronto!
Superhost
An open-concept living space is showcased, featuring a spacious sectional sofa and a large kitchen island with bar seating. Light-colored walls and natural light from multiple windows create an airy ambiance. Modern fixtures are present, contributing to the contemporary design.
Home in Bradford West Gwillimbury
4.8 out of 5 average rating, 5 reviews

kids paradise, extra storage, fenced, pet friendly

MattRating, 5 stars4 months ago
We loved staying here! There was SO much space, it felt very homey and cozy. The backyard was beautiful! This is an amazing home to stay in with tons and tons of room.
Guest favorite
A modern kitchen area is displayed, featuring white cabinetry and stainless steel appliances. A sleek, circular coffee table is positioned in front of a comfortable white sofa, with light hardwood flooring throughout. Natural light illuminates the space from a nearby window, enhancing the contemporary décor.
Home in Mississauga
4.87 out of 5 average rating, 186 reviews

Private 1-br Apartment: Your Secluded Getaway!

DelaliRating, 5 stars3 weeks ago
very helpful, place is very clean. very responsive. i will stay here every chance i get
Top guest favorite
An open-concept living area features a light-colored sectional sofa with a decorative yellow pillow. A round coffee table with stacked books is positioned nearby, while a modern kitchen is visible in the background, equipped with stainless steel appliances and a dining area accented by warm wood tones.
Home in Barrie
5 out of 5 average rating, 9 reviews

Shanty Bay Escape

Jiwon JasonRating, 5 stars2 months ago
I had a fantastic stay at Ped’s place! The accommodation was clean, cozy, and exactly as described. The location was peaceful, making it a perfect getaway. Ped was an excellent host—quick to respond and very helpful throughout our stay. Everything was well-prepared, and I felt truly welcomed. I would highly recommend this place to anyone looking for a comfortable and relaxing stay. I’d love to come back in the future!
An aerial view of the countryside home is displayed, surrounded by lush fields and tree plantations. Snow lightly covers the ground, contrasting with the greenery. A circular driveway leads to the house, which is positioned strategically within the landscape.
Home in Lisle
4.78 out of 5 average rating, 9 reviews

Serene country retreat - your home away from home!

MichelleRating, 5 stars34 months ago
We booked this home for 1 night as a group because we were attending a wedding in the area. The home was large with plenty of sleeping space and bathrooms which was great. The bedding and pillows were extremely comfortable. Overall we had a great stay. Ameet also was very responsive after our stay when one of our group realized they had forgotten some items and worked with them to find a way to get the items shipped back to them. Thank you Ameet!

Smoking friendly condo rentals

The exterior of a modern multi-unit building is displayed, showcasing multiple large windows allowing ample natural light. Clean lines and a mix of colors highlight the contemporary design. The surrounding area is lined with grass and minimal landscaping, enhancing the building's modern aesthetic.
Condo in Waterloo
4.91 out of 5 average rating, 11 reviews

2 Bedroom Condo close to both Universities!

ChrisRating, 5 stars49 months ago
Amazing space
Condo in Downtown Toronto
4.25 out of 5 average rating, 12 reviews

Stunning 2BR Condo + Gym + Parking + CN Tower View

FabricioRating, 5 stars4 months ago
Very nice place with an amazing views within the apartment. The location was walkable 10/10 would recommend. However, I think the instructions for parking could be better.
A spacious bedroom is highlighted by a large floor-to-ceiling window, allowing ample natural light. The bed features decorative pillows and a neatly arranged blanket. A modern piece of wall art is visible above the bed, complementing the contemporary design.
Condo in Mississauga
4.59 out of 5 average rating, 107 reviews

Amazing Large 2Bed Condo in Downtown Sqr 1

BritneyRating, 5 stars1 month ago
Was so relaxing and the view was amazing host was super nice and my kids enjoyed the pool!
Top guest favorite
Condo in Innisfil
5 out of 5 average rating, 27 reviews

Friday Harbour Ground Floor w/ Large Terrance

ZoeRating, 5 stars1 day ago
The host replied back to my inquiries extremely quickly and with kindness. The location was also amazing and the room was very clean. We were there to celebrate a birthday and the host had prepared an assortment of decorations for us, including banners and balloons.
A modern living space features a comfortable gray sofa and armchair, accompanied by a stylish coffee table. A well-equipped kitchen is visible in the background, with wooden bar stools at a small dining table. Natural light brightens the interior, highlighting decorative artwork on the wall.
Condo in Riverdale
4.63 out of 5 average rating, 8 reviews

Riverside Pad

JaclynRating, 5 stars3 months ago
Stuart was super quick to respond which made the process really smooth. The location is great, just steps from interesting local restaurants and pubs.
Superhost
An indoor swimming pool is surrounded by large windows, allowing natural light to fill the space. A hot tub is positioned beside the pool, and lounge chairs are placed along the edges, creating a relaxing atmosphere. The ceiling features a wooden design, enhancing the modern aesthetic.
Condo in Toronto
4.54 out of 5 average rating, 120 reviews

Luxury 2BDR modern private condo in Toronto

Maria IsabelRating, 5 stars1 week ago
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.
A bright kitchen and living area are showcased, featuring a modern kitchen with warm lighting and ample cabinetry. Stools accompanied by a small dining table are positioned nearby. Large windows allow natural light to fill the space, enhancing the inviting atmosphere.
Condo in Downtown Toronto
4.66 out of 5 average rating, 269 reviews

Awesome 1 + 1 Condo @ A+ Location - Free Parking!

A.Rating, 5 stars5 months ago
Great condo. Nicely located. The condo is surrounded by an alleyway, making it easier to get keys and garage FOB. The condo is also quiet at night. If you are a coffee drinker there are three types of coffee making devices. Office setup with large monitors were in the alcove ( I think Toronto condo developers call this a +1) . Loved the views from the balcony.
Guest favorite
An indoor pool area features spacious surroundings with tall windows allowing natural light. Smooth blue waters are framed by sleek tiles. Lounge chairs are positioned nearby, and a clean, modern aesthetic is apparent throughout the space.
Condo in Fort York
4.89 out of 5 average rating, 36 reviews

Studio for 2 in Downtown Toronto

AlexanderRating, 5 stars1 week ago
Stayed for a week and absolutely loved it. Lovely pool, big tv that was great for movies and close to the best parts of Toronto. Will definitely stay here again in the future.

Quick stats about vacation 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

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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