Smoking friendly vacation rentals in Greater Toronto and Hamilton Area

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Top-rated smoking friendly rentals in Greater Toronto and Hamilton Area

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
An outdoor stone wall shower is positioned next to a wooden deck, leading to a private pond. The deck features a covered area with dining furniture. Lush greenery surrounds the space, and sunlight illuminates the scene under a clear blue sky.
Shipping container in Clarington
4.98 out of 5 average rating, 105 reviews

Rustic Ridge

Rustic Ridge Tiny Cabin - Cozy Escape on Private Pond **Cabin will have to be winterized when temperature drops meaning no running water and outdoor shower, jugs of water will be supplied to rinse after sauna, bottled water in dispenser also provided.*** Welcome to Rustic Ridge Tiny Cabin, a unique shipping container retreat on the back of our property. Nestled by a private pond with a fountain, this serene cabin is the perfect escape for nature lovers and those looking to unwind in comfort.

Guest favorite
A nighttime view of the downtown skyline is displayed, featuring illuminated high-rise buildings against a darkening sky. A busy roadway stretches below, with vehicles in motion, and hints of waterfront visible in the background, creating a vibrant urban scene.
Condo in Toronto
4.89 out of 5 average rating, 256 reviews

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.

Guest favorite
An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.
Home in Badjeros
4.93 out of 5 average rating, 173 reviews

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.

Top guest favorite
An elegantly designed building features a unique glass extension reflecting the surrounding nature. Multiple levels are connected by balconies with black railings, while wooden accents add warmth. A large umbrella is visible on the upper deck, creating a welcoming outdoor space.
Guest suite in Elora
5 out of 5 average rating, 464 reviews

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.

Top guest favorite
Farm stay in Saint Anns
4.99 out of 5 average rating, 97 reviews

Ace Mongolian Yurt

Unplug, unwind, and experience a unique stay in this handcrafted Mongolian yurt, blending traditional craftsmanship with a deep connection to nature. A Perfect Summer Escape: Embrace the beauty of the season. Open the traditional toono (skylight) to catch the gentle summer breeze and fall asleep under a clear, starry sky. Surrounded by vibrant, quiet fields, the round walls and soft lighting create a grounding space to breathe, disconnect, and enjoy the longer, warmer days.

Top guest favorite
A rustic log cabin is nestled among trees, featuring a stack of firewood in front and warm light glowing from its windows. A simple wooden bench sits nearby on a forested ground covered with fallen leaves.
Place to stay in Cayuga
4.98 out of 5 average rating, 194 reviews

Whitetail Cabin *private forest spa*

Embrace the simplicity and romance of a wood burning adventure in style at our private off grid cabin enclosure. Nestled under oaks on 300 acres of farmland and forest this secret paradise is just 1 km down a dirt lane from the main house. Your luxury adventure is what you make of it! Choose to stay in camp and unwind in the basswood sauna, stargaze from the wood burning stock tank hot tub(available when not bloody cold) or explore the network of trails. Dog friendly

Top guest favorite
Apartment in Toronto
4.91 out of 5 average rating, 187 reviews

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.

Guest favorite
The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.
Guesthouse in Lincoln
4.96 out of 5 average rating, 307 reviews

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

Top guest favorite
A spacious outdoor area features a picnic table and multiple lounge chairs arranged on well-maintained grass. The wooden structure in the background has large windows, adorned with awnings, and is surrounded by greenery under a clear blue sky.
Farm stay in Markdale
4.99 out of 5 average rating, 149 reviews

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. PLEASE NOTE DOGS MUST BE ON A LEASH WHILE ON THE PROPERTY.

Top guest favorite
A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.
Guest suite in Lakefield
4.96 out of 5 average rating, 308 reviews

Pretty Stoney Lake Cabin Suite

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

Guest favorite
A modern kitchen is presented, featuring sleek white cabinetry and granite countertops. The space includes a stainless steel sink, a stovetop, and an assortment of dishware on open shelves. Natural light is welcomed through a window above the sink, providing a bright cooking environment.
Home in Vaughan
4.84 out of 5 average rating, 180 reviews

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.

Top guest favorite
A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.
Guesthouse in Delhi
4.97 out of 5 average rating, 173 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

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