
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.

1Bedrm Condo|❤️ of Dt-Union Stn, Scotiabank Arena
Ideal location! Across the street from Union Station and Scotiabank Arena. Steps away from Toronto Convention Centre, CN Tower, Rogers Centre, Harbourfront, Ripley's Aquarium, and more. In the building you'll be staying in is a sports bar and grill, LCBO liquor store, large grocery store (also serving hot food), Starbucks, and a fine dining restaurant. Parking is available directly across the street at a rate of $24 - $30 per day. Parking always available, no need to reserve. Pay at the gate.

Romantic Spa/Sauna Cabin Getaway
This unique 'off grid style' is a tiny cabin surrounded by nature & panaramic views. Hosted on the lands of WÄRME Wellness- A SPOT TO RETREAT, relax & endure much needed downtime : by yourself, a couple/ two family members/friends who are looking for spa quality time 'away from it all.' Inside - enjoy the benefits of sauna/spa culture w/ an authentic large wood powered sauna. Bathrooms are located adjacent to cabin. Yoga studio available for rent. Ask about our ‘elevated romance package.’

Private 1-br Apartment: Your Secluded Getaway!
Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

The Central Oasis | Beautiful Private 3-Bedroom
Welcome to “The Central Oasis” a beautiful, clean, safe, and comfortable 3bed unit in a house in a highly sought-after area This retreat is complete with fast WiFi, a Cali king bed, 2 Qbeds, sofa bed, and a spacious, plush couch for ultimate relaxation Enjoy parking for 2. Your privacy is assured with a private entrance and no shared living spaces. Explore the nearby paths, parks, entertainment, restaurants, grocery stores, transit options, and an array of shops just a short stroll away it

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.

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.

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.

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

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.

Quirky Fun Mimico Hideaway near the lake
Relax and unwind in this private, charming unit with its own entrance and a backyard that feels like a world of its own. Nestled in the heart of Mimico—Toronto’s lush west-end neighbourhood just steps from the shores of Lake Ontario. The space is comfortable, eclectic, and inviting, with a safe, functional layout and an easygoing vibe. Perfectly located for concert-goers, sports fans, downtown explorers, and nature lovers alike. The train to Exhibition (at BMO Field) is only one stop.

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.

Gorgeous Downtown Condo
Gorgeous high-ceiling condo in downtown Toronto, located in the vibrant old fort york neighborhood. Spacious and bright unit with 2 bedrooms, 2 bathrooms, and 2 balconies. Equipped for remote work with 2 desks. A step away from the city best-known attractions: Lakefront, CN Tower, Rogers Center, Aquarium, shops, bars, restaurants and nightclubs Easy access to commodities (5 min walk from Starbucks, LCBO, Lowblaws, CityAirport and TTC) Underground parking spot is included.
Popular amenities for Caledon Smoke-Friendly Accommodation
Smoking-friendly apartment rentals

Modern 1BR + Den | 10 Mins to Downtown Toronto

Downtown Toronto: CN Tower View!

Wellesley Station 3-Min, Museums & Winter Shopping

Cozy & Stylish 1-Bedroom Condo

Cozy Two Bedroom Condo by SQ1

Urban Sanctuary

Independent Seniors

City Chic Home
Smoke-Friendly Holiday Houses

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

Cozy 10acre Farm Cottage in Goodwood

Xmas Promo: Erin Mills Best Area-airport&sq one

'70s & '80s 3-Bedroom Toronto Time Capsule

Office | Chef Kitchen | 2 Fireplaces | 4 floors

kids paradise, extra storage, fenced, pet friendly

Weston Garden Cottage

Spacious all attractions nearby
Smoke-Friendly Holiday Condos

2 Bedroom Condo near Univ of Waterloo & Laurier!

Carnival • Colourful mosaic room

Upscale 1-bed condo near dining & nightlife

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

Private Room & Washroom in high-rise near trainbus

Cozy Guest Bedroom + Shared Appt on Aquitaine Ave.

Luxury 2BDR modern private condo in Toronto

Lakeview, Skyview in Heart of Downtown,Fre parking
Quick stats about holiday rentals that are smoking-friendly in Caledon

Total holiday rentals
Explore 20 holiday rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 340 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Caledon holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Caledon rentals

4.6 Average rating
Caledon stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Caledon's top spots, include SilverCity Brampton Cinemas, Landmark Cinemas 7 Bolton, and Uptown Theatre
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Snow Valley Ski Resort
- Toronto City Hall
- Rouge National Urban Park
- Christie Pits Park




