
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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JANUARY 30-(today)-FEBRUARY 1 FEBRUARY 2-5 (3 nights/4 days) FEBRU 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. Views from the cottage include: Lake & orchards.

Sidarly Hills Cozy Yurt Getaway on 100 acre farm
Sleep under the stars on a 111 acre farm. This rustic experience allows you to live off-grid and among nature. There are a number of trails and outdoor areas to explore as well as a number of close-by amenities within a 5 minute drive including 2 ski resorts. If you really want to indulge, we are also just a 20min drive to the Thermëa spa by Nordik. Far enough away from the hustle and bustle but close enough to not require a long travel commitment, this place is a great way to relax and unwind.

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.

Friday Harbour Ground Floor w/ Large Terrance
Welcome to FriYAY Getaways at The Friday Harbour Resort! Create unforgettable memories in our unique family-friendly condo. Beautifully designed, Two sets of cozy bunk beds, along w/a Queen bed & trundle.Accommodates 5-6 Adults 2-3 children. Each room is equipped w/a smart TV, offering access to Disney,Amazon Prime,& Netflix. Our backyard patio is perfect for entertaining, featuring a BBQ w/a pizza oven & griddle
Popular amenities for Caledon smoking friendly rentals
Smoking friendly apartment rentals

The Chardonnay by Short Stays

Luxurious Private Suite by the Lake

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
Smoking friendly house rentals

Villa CasaLuxe Designer Whole House on Subway Line

Niagara's Hidden GEM: Mainfloor

Cellar House - Entire Home in the Heart of NOTL

LongstayPromo: Erin Mills Best Area-airport&sq one

Yorkville | Exec Kitchen | Office | Spa bathrooms

Great Place, Lots of Room & Close to the Falls!

Weston Garden Cottage (park & walk to UP train)

7 bedroom getaway with pristine pool
Smoking friendly condo 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.

Friday Harbour 4 Season Getaway Penthouse

Luxury 2BDR modern private condo in Toronto

Lakeview, Skyview in Heart of Downtown,Fre parking
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 € 8 per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Caledon vacation rentals include wi-fi 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
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Pocono Mountains Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Central New York Vacation rentals
- Apartment rentals Caledon
- Rentals with a hot tub Caledon
- Rentals with lake access Caledon
- Family-friendly rentals Caledon
- Rentals with a washer and dryer Caledon
- Rentals with pools Caledon
- Rentals with outdoor seating Caledon
- Rentals with an EV charger Caledon
- Pet-friendly rentals Caledon
- Waterfront rentals Caledon
- Private suite rentals Caledon
- Rentals with breakfast Caledon
- Rentals with a patio Caledon
- Townhouse rentals Caledon
- Fitness-friendly rentals Caledon
- Guesthouse rentals Caledon
- House rentals Caledon
- Rentals with a fire pit Caledon
- Rentals with a fireplace Caledon
- Condo rentals Caledon
- Bed and breakfasts Caledon
- Smoking-friendly rentals Peel
- Smoking-friendly rentals Ontario
- Smoking-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- Blue Mountain Village
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Snow Valley Ski Resort
- Casa Loma
- Dufferin Grove Park
- Wasaga Beach Area
- Lakeridge Ski Resort




