
Smoking friendly holiday rentals in Caledon
Find and book unique smoke-friendly rentals on Airbnb
Top-rated smoke-friendly rentals in Caledon
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

Bed of Roses Airbnb. Hot tub! 45 mins N of Toronto
*Requests typically replied to within 15 mins during the day.* Private bright 2 bedroom basement (sleeps 4 & no shared areas), 45 minutes N of Toronto. We live in a safe neighbourhood, in a home which backs onto a forest. Walking distance to a train station and a very large mall. You will have two private bedrooms, your OWN bathroom and full kitchen, 3 fireplaces, internet & HOT TUB! Separate entrance. No parties. No instant booking. We screen our guests as we live upstairs with our kids.

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.

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.

Weston Garden Cottage (park & walk to UP train)
Uniquely restored charming century house with large private garden in a quiet enclave of homes. The historic cottage features free driveway parking for up to two cars. Walk 7 minutes to Weston UP Express train station with a 16 minute ride to Union station (Downtown Toronto City Centre), and 11 minute ride to YYZ Pearson airport. Walk to the Humber river trails and Denison park, stores and restaurants.
Popular amenities for smoke-friendly rentals in Caledon
Smoke-friendly flat rentals

Wellesley Station 3-Min, Museums & Winter Shopping

Modern Luxe Living – Walk to Square One & Transit

Cozy & Stylish 1-Bedroom Condo

Cozy Two Bedroom Condo by SQ1

Urban Sanctuary

Independent Seniors

Apartment in Downtown Hamilton with amazing views

Clean and close to everything - super convenient
Smoke-friendly house rentals

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

Luxury 3 Bed - 20min to Downtown w/ Outdoor Patio

Villa CasaLuxe Designer Whole House on Subway Line

LongstayPromo: Erin Mills Best Area-airport&sq one

Spacious 3 Bed Room Home | Sleeps 8 | Kitchener

Yorkville | Exec Kitchen | Office | Spa bathrooms

kids paradise, extra storage, fenced, pet friendly

7 bedroom getaway with pristine pool
Smoke-friendly apartment rentals

Upscale 1-bed condo near dining & nightlife

Downtown Fort York 1BR w Parking• Free Parking

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

Haven Beauty
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 € 8 per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Caledon holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Caledon rentals

4.8 Average rating
Caledon stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Caledon’s top spots include SilverCity Brampton Cinemas, Landmark Cinemas 7 Bolton and Uptown Theatre
Destinations to explore
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- Smoking-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Beaver Valley Ski Club




