Smoking friendly vacation rentals in Pickering

Shipping container in Clarington

An inviting wood-burning sauna features interior wood paneling, creating a warm atmosphere. Two wooden benches are positioned along the sides, with a metal stove at the end labeled 'CALDINA CESTRAL.' A wooden bucket sits on the wooden floor, completing the sauna experience.

4.96 out of 5 average rating, 45 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.

5 out of 5 average rating, 58 reviews

A quaint sitting area is featured inside the yurt, showcasing two white chairs with gray cushions positioned around a small, round table. Natural light enters through a large window, illuminating the textured walls and wooden accents. A patterned rug lies beneath the furniture.

Yurt in Port Perry

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.

4.88 out of 5 average rating, 270 reviews

A charming outdoor area features two garden sheds with light wooden doors, flanked by well-maintained greenery. A wooden swing hangs between the sheds, adorned with hanging flower baskets. Fresh grass blankets the ground, promoting a serene and inviting atmosphere.

Apartment in Mississauga

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.

Apartment in Downtown Toronto

5 out of 5 average rating, 11 reviews

Penthouse * Rare * Stunning Views * 2500 sq ft

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

4.54 out of 5 average rating, 120 reviews

An indoor hot tub is set within a tiled enclosure, surrounded by large windows that allow natural light to illuminate the space. Views of greenery and a patio area can be seen through the glass. The octagonal hot tub features a metal railing for accessibility.

Condo in Toronto

Luxury 2BDR modern private condo in Toronto

Newly renovated 2 bedrooms + 2 baths w beautiful view. Fully furnished home away from home! Perfect location for Blue Jays & Raptors Games and any concerts happening in the city! Keurig with morning coffee! Pet friendly & private parking In suite washer & dryer 1GB fast internet PS4 with 2 controllers Air mattress 2 minute drive from a grocery store, LCBO, a 5 minute drive to Lakeshore Beach, a 10 minute drive from Pearson Airport, Budwiser Stage ~3 Hot-tubs ~2 Pools ~2 Gyms ~6 BBQs

4.91 out of 5 average rating, 148 reviews

A living area features a dark sofa with a decorative cushion and two armchairs in a rich blue tone. A round black table is present, alongside a floor lamp providing soft light. Natural light enters through three windows, illuminating the space.

Apartment in Toronto

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.

4.9 out of 5 average rating, 39 reviews

The open-concept living space features a modern kitchen with wooden cabinets and a countertop bar with two white stools. A mirrored wardrobe stands against the wall, and natural light enters through a window. A cozy area rug adds a touch of warmth to the hardwood flooring.

Home in Oshawa

Cottage in the city, Parking, Fireplace-Jetted Tub

ENJOY OUR COZY WALKOUT BASEMENT (not really a basement) STUDIO OPEN CONCEPT WITH big living space. Fire place. Jetted tub. With outside patio seating area with table and chairs. Big Windows (Private Entrance) feels like a cottage, but your in the middle of the city! Coffee Machine, Air Fryer, fridge all amenities of a home are available. no stove or oven at the moment. Shoppers Drug Mart, Food Basic, walking trails. Great unique view of nature. lots birds! rabbits other wildlife!

Condo in Downtown Toronto

The entrance to the parking garage is visible, marked with clear 'EXIT ONLY' and 'ENTER' signs. The modern building's facade features large glass panels, and potted plants line the walkway, enhancing the overall accessibility to residents and visitors.

4.9 out of 5 average rating, 207 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. Pay at the gate parking garage available in the building at a rate of $36 per 24 hours. Parking always available, no need to reserve.

4.87 out of 5 average rating, 15 reviews

A modern kitchen is displayed, featuring stainless steel appliances, including a refrigerator and an oven. White cabinetry offers ample storage above sleek countertops. Natural light enters through a small window, and a framed image of a red telephone booth adds a pop of color to the light gray wall.

Bungalow in Whitby

2 BHK home 5 min from Go Train

7 min walk from Whitby train and Lake, this is a 2 BR house that offers accommodation with a 2 private parkings The self contained apartment is located in a brightly lit lower floor features, a separate entrance, a living room, and a fully equipped kitchen & laundry room. Guests can enjoy sun bathing in the garden or a barbque grill with your family. The backyard is shared however the guests have a private entrance. The pool is closed until June 2025 For monthly discounts contact us

4.95 out of 5 average rating, 149 reviews

A well-lit entryway features modern double doors with frosted glass panels, leading into the apartment. A staircase with wooden steps is visible, accompanied by a cozy seating area to one side. Neutral tones are present throughout the space, enhancing its openness.

Bungalow in Scarborough

Stylish Apartment! Steam sauna! Free Parking!

Check into this spacious and professionally decorated luxury apartment! You'll find comfort at every step with heated floors, a double steam sauna shower, fully stocked kitchen and 55" HD TV cable and Netflix. Lightning fast Bell internet (8gig) for streaming and work. Free Parking. 6 mins walk to the subway (Victoria Park). 15-20 mins by subway OR driving to the downtown core of Yonge and Bloor. 10mins drive to Scarborough Bluffer’s Park Beach and 7mins Drive to Woodbine Beach.

4.94 out of 5 average rating, 36 reviews

A spacious backyard features a covered lounge area with a large sectional sofa, complemented by a coffee table. Warm lighting hangs overhead, and stone paving leads to wooden steps ascending to an upper deck, framed by wooden fencing and greenery.

Home in East York

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

Enjoy your stay in this comfy, modern detached home! Airbnb features a Travel Guide & Welcome Package so you can spend less time planning & more time sightseeing Just 10min walk to Public Transit and 1 of 4 other GO Train Stations in Toronto, this Airbnb is conveniently located at Main St & Danforth Ave. Only 20mins to Downtown / Scotiabank Arena / Union Station, close to Greek Town, and many amenities (scroll below)

5 out of 5 average rating, 45 reviews

A contemporary kitchen space is presented, featuring stainless steel appliances including an oven, microwave, and refrigerator. White cabinetry creates a clean look, while sunlight streams in through a large window, offering a view of the cityscape beyond.

Condo in Mississauga

NEW Gorgeous 2Bed 2Bath by SQ1

Brand new 5 star 2 Bedroom 2 Bathroom condominium nestled in the heart of the city. Just steps to Square One, the location is one of a kind. Stylishly furnished with gorgeous views. This is a one of a kind unit you must see! Parking, wifi, tv, and everything you need to feel at home! From one of the top Super-hosts in the city, you will be guaranteed a 5 star experience.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Pickering smoking friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

5 out of 5 average rating, 8 reviews

The entrance features a black door framed by two large, green decorative vases filled with dried branches and colorful accent plants. A small set of concrete steps leads up to the door, providing a welcoming transition into the home.

Apartment in Lakeview

Modern and Comfortable

ArinRating, 5 stars9 months ago

Our stay was truly exceptional, thanks in large part to Louise's outstanding hospitality. She was incredibly kind and attentive, always making sure we had everything we needed and that we were comfortable throughout our stay. The property itself was very nice, spotlessly clean, and wonderfully quiet—a perfect retreat. The unit is a complete one-bedroom setup that feels cozy and welcoming. We particularly enjoyed the backyard patio, which provided a lovely spot to relax. Overall, we had a fantastic experience and would highly recommend this place to anyone looking for a comfortable and peaceful stay.

A modern living area features two comfortable sofas adorned with decorative pillows. A small coffee table is placed between them on a plush rug. A staircase leads to a well-lit kitchen area, where bar stools are positioned at the counter.

Apartment in Pickering Beach

4.77 out of 5 average rating, 201 reviews

Luxurious Private Suite by the Lake

DavidRating, 5 stars1 week ago

Audette was very responsive and even helped me with ordering in my budget and having flowers for my girlfriend prior to when we arrived! Love the cleanliness of how beautiful the place is and would rent again! Very well worth the price and the top notch service to provide guests like me a place to stay in a very nice and peaceful neighborhood!! Thank Audette for hosting us and we will be back!

4.7 out of 5 average rating, 20 reviews

A cozy living room is presented, featuring a large teal couch and an inviting seating area adorned with rich cushions. A glass coffee table sits at the center, while a window nook with plush pillows offers a perfect reading spot. Wall-mounted sconces provide ambient lighting.

Apartment in Midtown

Unique Apt in Trendy West End

Kevin,Rating, 5 stars1 month ago

It suited my needs perfectly

The living area features a dark sectional sofa positioned next to large windows, providing city views. A small table is placed on a light area rug, and a bookshelf displays decorative items. Two framed floral artworks hang on the wall, adding a pop of color.

Apartment in Mississauga

4.7 out of 5 average rating, 10 reviews

Cozy & Stylish 1-Bedroom Condo

HarmanRating, 5 stars1 month ago

Dada's place is a very good location. it was worth it

4.77 out of 5 average rating, 53 reviews

A comfortable bed is positioned against a tufted grey headboard, covered by a plush, dark blanket. Soft lighting illuminates the room, and a partially opened curtain allows natural light to filter through, highlighting the sleek, modern flooring.

Apartment in Mississauga

Cozy Two Bedroom Condo by SQ1

KumiRating, 5 stars1 month ago

Our stay at Jibran's was exactly what we needed. A quiet, comfortable space that was private and well equipped with amenities. The hosts were very responsive and accommodating, we felt right at home during the check in process. The location itself was amazing with beautiful views of the city and literally across the street from Square One. Wish we could have stayed longer and will definitely be back!

4.73 out of 5 average rating, 60 reviews

A cozy sleeping area features a wooden bed framed by soft lighting from side lamps. Decorative pillows add color to the bedspread. A small nightstand is positioned beside the bed, and a television is visible on a nearby dresser, enhancing the comfort of the space.

Apartment in Brampton

Independent Seniors

AngelaRating, 5 stars1 month ago

Andre was very caring and went above and beyond that of a host.

Apartment in Downtown Toronto

A spacious living area features a blue sofa with orange accents, alongside a light wood coffee table. The parquet floor adds warmth to the room, which includes a TV mounted on a white shelf. Closets are visible in the background, providing ample storage.

4.86 out of 5 average rating, 22 reviews

Downtown Gem by the Subway

ClareRating, 5 stars4 months ago

we had a great time, the apartment was adorable

An inviting living area features two stylish armchairs positioned around a small side table. A wall-mounted television displays a coastal scene. Pendant lights hang from the ceiling, providing soft illumination against the neutral-colored walls and modern flooring.

Apartment in Whitby

4.59 out of 5 average rating, 34 reviews

Whitby Private cozy NYC Style 1 bedroom Flat

JohnRating, 5 stars2 months ago

Great place to stay at! Clean and cozy, just like it was described in the posting. Tanya, the host, was responsive, detailed and helpful. I would recommend to anybody that’s looking for a place to stay in the Durham region.

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Smoking friendly house rentals

5 out of 5 average rating, 22 reviews

A well-maintained backyard features a lush green lawn surrounded by trees and shrubs. Outdoor seating is provided on a gravel area, which includes planters with blooming flowers. The two-story brick home is visible in the background, showcasing large windows that allow natural light.

Home in Mississauga

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

HollyRating, 5 stars1 week ago

My family and I enjoyed our stay in Mississauga at Daisy’s house. The house is in an amazing location near the highway, shops and restaurants. It’s very quiet and in a great neighborhood. Daisy’s house is beautiful, clean and spacious. We’re a family of 5 and we had plenty of room to spread out and relax. My son loved running around in the fenced in backyard. Ivy was a great communicator and happy to answer any questions we had. We highly recommend and would love to come back. Thank you so much Ivy for hosting our family!!

4.9 out of 5 average rating, 30 reviews

A modern kitchen is showcased with white cabinetry and sleek stainless steel appliances. A dark countertop provides a striking contrast, while an island with seating adds functionality. Pendant lights illuminate the workspace, emphasizing the well-organized layout and ample natural light from the window.

Home in Yorkville

Office | Chef Kitchen | 2 Fireplaces | 4 floors

GaryRating, 5 stars3 weeks ago

A great home. All the modern conveniences and in the heart of Yorkville and Toronto yet you’re surrounded by green and steps from Ramsden Park which has a terrific playground.

A cozy seating area is furnished with a gray couch and an armchair, complemented by a small television on a stand. A window above allows natural light to brighten the wood-paneled walls, while decorative plants add a touch of greenery.

Home in Brampton

5 out of 5 average rating, 3 reviews

1-Bedroom Basement Apartment

LatoyaRating, 5 stars1 month ago

the host always respond to your questions

A landscaped pathway lined with greenery leads to the entrance of the house. Lush shrubs and climbing vines create a private, serene atmosphere under a clear blue sky.

Home in Erin Mills

4.75 out of 5 average rating, 12 reviews

Enjoy a Little Nature in a Lovely Home

IqbalRating, 5 stars34 months ago

It's really very good place to live with your family,every thing available near neighborhoods, abd neighborhood is very good too,I prefer and recommened to stay here,Host ididt meet but her respose is very quick,she looks very nice.

A snowy backyard is visible, featuring a wooden railing and a swing frame in the foreground. Sparse trees surround the area, contrasting against the snow-covered ground. In the distance, urban lights from nearby buildings and a fast-food restaurant create a backdrop.

Home in Mississauga

4.69 out of 5 average rating, 13 reviews

Spacious all attractions nearby

RodrickRating, 5 stars2 weeks ago

great spot very well recommended!

A shaded outdoor space features a hot tub and comfortable seating with red accent pillows. A low coffee table is positioned between the seating and a green, grass-like surface underfoot. Lush greenery is visible in the background, contributing to a private atmosphere.

Home in Mimico-Queensway

4.65 out of 5 average rating, 71 reviews

Cozy 3 Bedroom Mimico Home

Jonathan NoelRating, 5 stars1 month ago

great little spot about 25 min Uber to downtown Toronto. backyard with BBQ and hot tub are nice amenities. bedrooms fully stocked with blankets and towels. kitchen equipped with a lot of everything you need to cook meals. Host was accurate in description and responsibe

4.88 out of 5 average rating, 193 reviews

A modern kitchen area is displayed, featuring white cabinetry and stainless steel appliances. A sleek, circular coffee table is positioned in front of a comfortable white sofa, with light hardwood flooring throughout. Natural light illuminates the space from a nearby window, enhancing the contemporary décor.

Home in Mississauga

Private 1-br Apartment: Your Secluded Getaway!

EvanaRating, 5 stars3 weeks ago

Super cute and comfortable little spot. Had lots of amenities that were in the home not only for humans but also for my two dogs. They loved the foldable floor bed, they were fighting over it. The bed was very comfortable and kitchen was very clean and organized. The neighborhood was very calm and well taken care of. So many nice coffee and food spots nearby, also the lakefront trails were awesome!!

4.95 out of 5 average rating, 19 reviews

A comfortable living area is furnished with a dark brown couch and a wooden coffee table. Natural light enters through large windows, illuminating the light grey walls. Decorative pillows add a subtle touch, while artwork on the wall complements the overall decor.

Home in Cooksville

Completely Renovated 1st Floor - 3 Bedroom Home

AlexRating, 5 stars1 week ago

I stayed at Luca’s place for three weeks and had a truly enjoyable experience. The home is exactly as described—clean, comfortable, and well-equipped with everything needed to feel right at home. It’s perfect for both relaxation and remote work; I had several productive days working from the dedicated desk in the living room. The location is great - nestled on a quiet side street with no noise from traffic or neighbors, yet still conveniently close to public transit. The GO Station is just a 12-minute walk away, making it easy to get downtown Toronto without hassle. Luca and his family were incredibly welcoming and responsive throughout my stay, always ready to assist when needed. Whether you're in town for work or leisure, I highly recommend this place for a comfortable, peaceful, and well-connected stay.

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Smoking friendly condo rentals

Private room in Downtown Toronto

A modern kitchen area features a sleek island with seating for four, illuminated by a stylish overhead light fixture. The cabinetry and appliances create a contemporary aesthetic, while the warm tones of the materials add a welcoming touch to the space.

4.88 out of 5 average rating, 26 reviews

Upscale 1-bed condo near dining & nightlife

NathanRating, 5 stars2 days ago

Abhinav is an AMAZING host. my recent stay with him was my first trip to toronto ever and he gave me so many food recommendations also was just super easy to talk to and overall an amazing guy. everything was great and he will make you feel like family. everything was great and exactly how it is described in the listing and the view from the condo is BEAUTIFUL. when i come back i will be booking with him again for sure and hopefully we can have some more soju together :)

Condo in Downtown Toronto

4.38 out of 5 average rating, 16 reviews

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

DailyRating, 5 stars3 weeks ago

The place was easy to find & clear instructions were provided. Henry is very responsive & communicative. I would highly recommend staying here.

A spacious bed is positioned near bedside tables with decorative lamps. Soft, neutral bedding is complemented by two neatly arranged towels. A colorful painting of an urban scene hangs above the headboard, adding a touch of charm to the room.

Condo in Mississauga

4.56 out of 5 average rating, 108 reviews

Amazing Large 2Bed Condo in Downtown Sqr 1

BritneyRating, 5 stars3 months ago

Was so relaxing and the view was amazing host was super nice and my kids enjoyed the pool!

An open-concept living space features a wooden dining table paired with sleek black stools. A modern seating area, adorned with greenery, is visible, along with large windows providing natural light and a view of the outdoor patio. A stylish light fixture hangs above the dining area.

Condo in Riverdale

4.6 out of 5 average rating, 10 reviews

Riverside Pad

HaydenRating, 5 stars2 months ago

Loved staying here, Stuart was amazingly helpful and answered all questions quickly and kindly. Highly recommend staying here

4.85 out of 5 average rating, 78 reviews

The image displays the entrance to a modern building featuring large glass windows and a wooden accent above the entrance. The name 'zenQ' is prominently displayed, accompanied by various logos. Paved sidewalks and small trees line the entrance, with bike racks visible at the front.

Condo in Mississauga

Mississauga Sq 1 Building Condo with Balcony

JawadRating, 5 stars4 months ago

Thank you so much for letting me staying at this amazing Airbnb. The unit was very clean and organized, location was perfect, it was in square one, the building has all the amenities you could ever imagine, the host is always available for anything you need, always assisting, very respectful and kind. I honestly loved the whole experience and would highly recommend this place to anyone. Thank you !!!!

The exterior of a multi-story apartment building is depicted, showcasing a modern design with a combination of glass and brick materials. Balconies are visible on each floor, with landscaped areas and pathways surrounding the structure, creating a welcoming urban atmosphere.

Private room in Mississauga

4.77 out of 5 average rating, 69 reviews

Cozy guest bedroom + shared appt on Aquitaine Ave.

vishnuRating, 5 stars2 months ago

It was a pleasant and warm experience during my stay at cameron's airbnb. He drove me from the airport to the airbnb which was very helpful especially after a long flight and explained everything in detail about the apartment and surroundings. Introduced me to his wonderful pets who were very friendly during my stay and it was also very easy to get groceries,beer and everything you personally need in the nearby plaza just infront of the apartment. A GO station nearby makeing it convenient to visit Toronto. Nice room and comfy bed, overall pretty chill guy and a good host who values your needs and privacy.