
Smoking friendly vacation rentals in Caledon
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Top-rated smoking friendly rentals in Caledon
Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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.

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.

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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS OCTOBER 19-30 NOVEMBER 1-30 DECEMBER 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. Views from the cottage include peaches, vineyards and orchards.

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.

Private Studio Apartment in Brampton on Airport Rd
Relax in the safe, beautiful, estate neighbourhood of Castlemore in Brampton, ON. Enjoy a fully private studio apartment located centrally off Airport Road with access to Toronto Pearson Airport in 15-20 minutes, Highway 410 in 5 minutes, Highway 427 in 10 minutes, and Downtown Toronto in 35 mins. Within reach to a number of grocery stores and fast food restaurants. One guest maximum due to studio size.

Your Peaceful Santuary in Nature
Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.
Popular amenities for Caledon smoking friendly rentals
Smoking friendly apartment rentals

Modern 2BR Retreat | Pool + Sauna | Parking | Gym

Unique Apt in Trendy West End

Cozy & Stylish 1-Bedroom Condo

Cozy Two Bedroom Condo by SQ1

Luxury 1B Condo in Downtown

Urban Sanctuary

Independent Seniors

Lovely 1BR Yonge & Wellesley | Church St | Parking
Smoking friendly house rentals

Sweet Home

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

Office | Chef Kitchen | 2 Fireplaces | 4 floors

Relaxing Farmhouse

Shanty Bay Escape

Completely Renovated 1st Floor - 3 Bedroom Home

Cozy Apartment - 20min Downtown w/ Patio

Ace of Spades: Modern 5B/2.5B,Kitchen,Parking,5G!
Smoking friendly condo rentals

2 Bedroom Condo near Univ of Waterloo & Laurier!

Carnival • Colourful mosaic stay

Upscale 1-bed condo near dining & nightlife

Amazing Large 2Bed Condo in Downtown Sqr 1

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

Friday Harbour Ground Floor w/ Large Terrance

Mississauga Sq 1 Building Condo with Balcony

Luxury 2BDR modern private condo in Toronto
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 ﺩ.ﺇ37 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 vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
- Budweiser Stage
- Blue Mountain Village
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall