Smoking friendly vacation rentals in Caledon

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Caledon

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Superhost

Large glass doors provide a view of the expansive deck and the serene beach beyond. Comfortable seating is visible, with plush cushions creating a relaxed space. The sun casts soft shadows across the floor, highlighting the natural wood tones of the cottage interior.

Cottage in Wasaga Beach

4.72 out of 5 average rating, 111 reviews

Incredible retro on beach with incredible views

This is a original retro 1940’s cottage on the most beautiful private Beach with huge new deck and new windows and patio sliding doors and has the best views on the Beach in wasaga beach.while staying at this retro gem you will smell the real pine vault ceilings ..inside the cottage or out side will have the sense that you are kings and queens of this amazing Beach front location. 5 minute walk to new casino and casino restaurant and close to pickle ball courts…This could be your dream vacation

Superhost

A charming outdoor area features two garden sheds with light wooden doors, flanked by well-maintained greenery. A wooden swing hangs between the sheds, adorned with hanging flower baskets. Fresh grass blankets the ground, promoting a serene and inviting atmosphere.

Apartment in Mississauga

4.88 out of 5 average rating, 269 reviews

Nice 1-Bedroom apartment in downtown Mississauga

Grace. A super host welcomes you to a Recently renovated beautiful single detach cottage unit completely private and separate. Sufficient parking. and bright entrance, Complete with comfortable queen size bed. with a fridge, double induction cooktop with all equipment included, a microwave, cozy & electrical fire place and also includes a 50 inch TV with an Apple TV including Netflix. And wifi. Nice and quiet place nearby Highways. And within walking distance to grocery stores and restaurants.

Top guest favorite

A wooden deck is highlighted with comfortable seating arrangements surrounded by vibrant planters filled with greenery. A patterned rug adds texture to the outdoor space, complemented by a table featuring a floral centerpiece. Soft lighting fixtures are positioned at the edges for ambiance.

Guest suite in Burlington

4.94 out of 5 average rating, 135 reviews

Burlington core.Walk to to lakefront and downtown

Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

Guest favorite

An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.

Home in Badjeros

4.94 out of 5 average rating, 108 reviews

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

Guest favorite

A view of the outdoor pool area at night, featuring illuminated turquoise water surrounded by lounge chairs. The modern building is visible in the background, gently lit, creating a relaxed atmosphere. Well-maintained landscaping lines the pool, enhancing the setting.

Condo in Innisfil

4.88 out of 5 average rating, 212 reviews

Lake Simco penthouse at Friday Harbour resort

Modern Penthouse with beautiful furniture located in the Friday Harbor Resort with beautiful patio…outside pool in the summer and hot tub year round ..gas barbecues ..seating and dining area with fire place large balcony where smoking is allowed. Beautiful sunset on the right Forest 200acres with beautiful trails Beach area with rental equipment .paddle board .basketball court ..bike rentals… eagle nest golf with the restaurant overlooking golf course Beach club restaurant on the water

Guest favorite

A living area features a dark sofa with a decorative cushion and two armchairs in a rich blue tone. A round black table is present, alongside a floor lamp providing soft light. Natural light enters through three windows, illuminating the space.

Apartment in Toronto

4.91 out of 5 average rating, 145 reviews

Spacious & Vibrant upstairs apartment

There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. A dog within minutes from the home. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Parking ✅ Not a shared space.

Top guest favorite

The spacious private deck features wooden flooring, comfortable seating under a canopy, and a gas grill. Planters filled with greenery surround the area, adding to the inviting ambiance. The views of the nearby rooftops and trees are unobstructed, perfect for enjoying outdoor moments.

Guest suite in Elora

4.99 out of 5 average rating, 375 reviews

Karger Gallery Suite

Located within Elora's downtown core, the Karger Suite is only a few short steps to the many fine restaurants and the Elora Mill. Enjoy the views and vibes of being in the heart of Ontario's most beautiful village. The private suite overlooks pine trees, century-old stone walls, angled rooftops and the charming village of Elora. Enjoy a glass of wine on your private 1500 sq. ft. third floor patio, keeping warm and cozy beside the fire-table. Day or night the views are enchanting.

Top guest favorite

A well-lit entryway features modern double doors with frosted glass panels, leading into the apartment. A staircase with wooden steps is visible, accompanied by a cozy seating area to one side. Neutral tones are present throughout the space, enhancing its openness.

Bungalow in Scarborough

4.95 out of 5 average rating, 146 reviews

Stylish Apartment! Steam sauna! Free Parking!

Check into this spacious and professionally decorated luxury apartment! You'll find comfort at every step with heated floors, a double steam sauna shower, fully stocked kitchen and 55" HD TV cable and Netflix. Lightning fast Bell internet (8gig) for streaming and work. Free Parking. 6 mins walk to the subway (Victoria Park). 15-20 mins by subway OR driving to the downtown core of Yonge and Bloor. 10mins drive to Scarborough Bluffer’s Park Beach and 7mins Drive to Woodbine Beach.

Guest favorite

A spacious shared home is presented, featuring a blend of stone and wooden elements. The front porch is framed by greenery and bordered by flowering shrubs, along with a paved pathway leading to the entrance. Natural light brightens the exterior against a clear blue sky.

Bungalow in Puslinch

4.89 out of 5 average rating, 28 reviews

Beautiful Spacious In-LawApartment Ready For You

Our home is in the country side but not limited to grocery,parks..etc.. The 401 & 403 exits are 10 mins away. Guelph University and downtown Guelph is also10 to 15 mins away. Its a shared home we live here also have 2 small dogs in case anyone allergic.They will not be in your space if that's going to be a concern. It's a separate entrance and room for a vehicle for parking. The laundry is not shared but I'm willing to accommodate if necessary. The apartment is an in-law sweet.

Top guest favorite

Farm stay in Markdale

4.99 out of 5 average rating, 134 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. PLEASE NOTE DOGS MUST BE ON A LEASH WHILE ON THE PROPERTY.

Top guest favorite

Guesthouse in Lincoln

4.98 out of 5 average rating, 210 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 11 (1 night/2 days) JUNE 28-JULY 25 AUGUST 1-31 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site.

Top guest favorite

A contemporary kitchen space is presented, featuring stainless steel appliances including an oven, microwave, and refrigerator. White cabinetry creates a clean look, while sunlight streams in through a large window, offering a view of the cityscape beyond.

Condo in Mississauga

5 out of 5 average rating, 44 reviews

NEW Gorgeous 2Bed 2Bath by SQ1

Brand new 5 star 2 Bedroom 2 Bathroom condominium nestled in the heart of the city. Just steps to Square One, the location is one of a kind. Stylishly furnished with gorgeous views. This is a one of a kind unit you must see! Parking, wifi, tv, and everything you need to feel at home! From one of the top Super-hosts in the city, you will be guaranteed a 5 star experience.