
Smoking-friendly vacation rentals in Caledon
Find and book unique smoking-friendly rentals on Airbnb
Top-rated smoke-friendly accommodations 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.

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.’

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.

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.

Spacious & Vibrant
Stay comfortably in this spacious Toronto 1-bedroom apartment that sleeps up to 4 guests—perfect for couples, friends, or World Cup visitors. Located in vibrant Corso Italia, you’re just steps from transit with easy access to downtown and stadium events. Enjoy a bright, private upstairs unit with plenty of space to relax after a day exploring the city . This unit comfortably sleeps 2–4 guests. A second queen bed is set up. Parking available for up to 2 vehicles.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JUNE 17 (1 night/2 days) JUNE 21-JULY 6 Please mark this listing as a favourite to get notifications of last minute deals. 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. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards and the Lake

Entire cozy place in the middle of all
This private basement apartment features 9’2” ceilings with a separate, private entrance. includes a laundry room and a fully furnished living room with a sleeper sofa. Comfortable space with a TV and various complimentary streaming applications. Located in one of the best areas of Vaughan, the apartment is close to major attractions and amenities including Vaughan Mills, Hillcrest Mall, GO Transit, Canada’s Wonderland, numerous parks, cafés, restaurants.

Lakeside Unit & Breathtaking View! 15 Mins to YYZ!
Scenic lakeside walkout basement apartment with breathtaking view! Bright, clean and spacious. Full kitchen, washer and dryer for your convenience. Free WiFi and one parking. Located at the most prestigious area in Brampton - Professor's Lake. Out side of my house is a trail around the whole lake for around 3 kilometers. Wonderful for runners or simply walk around the lake to enjoy the nature.
Popular amenities for Caledon smoke-friendly accommodations
Smoking-friendly apartment rentals

3Min Walk to Wellesley Station, Museums and Shops

2+2 Condo Heart of Downtown + FREE parking

Urban Sanctuary

1 bed+den luxry private condo appt near train-airp

Urban Gem, 3 Mins to Wellesley Station, Balcony

Trendy 2BR + Beautiful Patio | Avenue Rd

Private Studio Apartment in Brampton on Airport Rd

Quiet & Cozy Innisfil Basement Suite
Smoke-friendly house rentals

3 Bedroom 2.5 Bath - BIG Backyard - Tesla Charger

Dundas family home

Cozy 10acre Farm Cottage in Goodwood

Studio 3B · A Beautiful, Bright Boutique Escape

A cozy country loft

Weston Garden Cottage (park & walk to UP train)

7 bedroom getaway with pristine pool

Snow valley ski (12km)Scandinavian therapy retreat
Smoke-friendly condo rentals

Upscale 1-bed condo near dining & nightlife

Pvt bedroom in a shared condo Stps to BMO/Enercare

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

Luxury 2BDR modern private condo in Toronto

Lakeview, Skyview in Heart of Downton, Free parkin

Haven Beauty

Awesome 1 + 1 Condo @ A+ Location

Lake view CN tower Free Parking Harbour Front view
Quick stats about vacation rentals that are smoking-friendly in Caledon

Total vacation rentals
Explore 20 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Caledon vacation 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
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- Smoking-friendly rentals Ontario
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- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Casa Loma
- Massey Hall
- Wilfrid Laurier University
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Beaver Valley Ski Club





