Smoking friendly vacation rentals in Whitby

4.9 out of 5 average rating, 29 reviews

A modern staircase with wooden steps is set against a textured brick wall, leading to an upper level. Natural light is visible at the top, enhancing the open and airy feel of the space. The area features sleek cabinetry and bar stools in the background.

Home in Yorkville

Office | Chef Kitchen | 2 Fireplaces | 4 floors

Tucked away on a tranquil street in Yorkville , this 19th-century gem places you steps from the city's most exclusive dining, shopping, and art galleries. Meticulously renovated, you'll enjoy high-end finishes --a Wolf range, Miele appliances, deep soaker tub and custom furniture. The spacious layout features 1 bedroom per floor for ultimate privacy. The home office ensures effortless remote work. When it's time to close your laptop, unwind on 1 of 3 patios, savoring serene city skyline views.

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.

4.98 out of 5 average rating, 44 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.

Apartment in Downtown Toronto

A spacious balcony overlooks a green landscape, with a clear view of downtown Toronto's skyline in the background. Tall buildings and construction sites are visible among leafy trees, providing a blend of urban and natural elements. The balcony features a minimalist concrete floor.

4.86 out of 5 average rating, 22 reviews

Downtown Gem by the Subway

This cozy 1.5-bedroom apartment is your convenient downtown Toronto spot. * King, Queen & sofa bed * Balcony * < 5 min walking to line 1 (Yellow) subway * Gym, pool, laundry in building (paid parking available) * Fully equipped kitchen (coffee maker, dishwasher, microwave) * AC/heating * Wifi * TV * Workspace Surrounded by restaurants, bars, cafes, 24h grocery stores, ROM museum & Eaton Centre! Perfect for couples, solo travelers, or business trips. Enjoy downtown living with ease!

Apartment in Downtown Toronto

A spacious balcony is shown, featuring several planters with blooming flowers. The city skyline is visible in the background, with a blanket of fog partially obscuring some buildings. The scene captures a serene urban atmosphere.

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.

A serene bathroom scene features a white tub tray, holding a vase with yellow tulips and a white bottle. The background displays elegant gray tiles, complementing the tranquil atmosphere. A small soap dish is visible beside the tray, enhancing the organized appearance.

Apartment in Pickering Beach

4.78 out of 5 average rating, 195 reviews

Luxurious Private Suite by the Lake

Welcome to your home away from home! This is an entire private apartment that is equipped with all your needs for a relaxing stay. It includes: Luxurious Bathroom with Soaker Tub Private Patio with Seating Roku TV with Cable, Netflix & Featured Apps Stainless Steel Appliances including Toaster, Microwave, Fridge, Keurig Coffee Maker & Kettle Air Conditioning & Heat Provided Clean Towels, Fresh Linens, Toiletries & Snacks Provided Birthday and Anniversary Packages upon Request and much more

4.91 out of 5 average rating, 145 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

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!

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, 146 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.

The Retro GMC Motorhome is housed under a large roofed structure, showcasing a colorful mural depicting rolling landscapes. The setting is surrounded by lush greenery, with trees and grass visible, creating a serene natural environment.

Camper/RV in Blackstock

4.8 out of 5 average rating, 123 reviews

Unique Glamping RV on 100 acres 1 hr from Toronto

This Retro GMC Motorhome has been completely refinished inside. It is surrounded by a large roofed deck with screened in eating area with barbeque and fire pit. It is located on the Oak ridges Morraine, an hour east of Toronto, on 100 acres of forested land, perfect spot for a family glamping getaway. It was the motorhome used by William Lishman from the film "Fly Away Home" while Leading Cranes on Migration and features a large crane mural painted by his grand daughter.

Condo in Downtown Toronto

A bright and spacious living area is highlighted by large floor-to-ceiling windows that offer city views. A comfortable sectional sofa with decorative pillows sits next to a modern coffee table. A dining table with chairs is positioned nearby, alongside green plants that add a touch of nature.

4.9 out of 5 average rating, 89 reviews

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.

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Kick off your hiking boots at these rustic lodgings

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Quaint homes, peaceful surroundings

Popular amenities for Whitby smoking friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

A private bedroom features a spacious bed adorned with patterned linens. Light flows through sheer white curtains, illuminating the room. A small bedside table holds decorative items, while a radiator is positioned beneath the window, which offers a view of the outside environment.

Private room in East York

Cozy private room in East York

JeffRating, 5 stars5 months ago

Conney was very accommodating and friendly. Would stay here again

A comfortable living area features a gray sofa with patterned pillows and a glass coffee table. A television is mounted on a white media unit, with a modern lamp illuminating the space. Natural light filters through sheer curtains, complemented by dark blinds.

4.95 out of 5 average rating, 63 reviews

Private Room/Almost Entire Place in Centre Ville

JakeRating, 5 stars8 months ago

This was a great place to stay, very close to stores and the subway. The unit was clean and organized and I felt comfortable. The host was friendly and responsive whenever I had a question and he communicated well. I wouldn’t hesistate to stay here again.

A neatly arranged sleeping area contains a spacious bed covered with colorful bedding and neatly folded sheets. Two floral wall art pieces adorn the light-colored walls, while a chair is positioned nearby, enhancing the functionality of the space.

Apartment in Midtown

A little heaven

JordanRating, 5 stars7 months ago

Easy to locate. Cozy. Though the bed is a bit short.

4.95 out of 5 average rating, 37 reviews

A balcony view showcases a city skyline featuring various high-rise buildings and greenery below. Natural light highlights the glass railing, while urban life can be seen in the distance along the street and surrounding foliage.

Private room in Toronto

A Cozy Room In Midtown Toronto for 1 or 2 persons

DanielaRating, 5 stars1 week ago

Ayda was very kind. He helped me with my luggage and let me bring it before check in time. Also, bed was super comfortable.

A bright and tidy sleeping area features a spacious bed, layered with white linens and a navy blanket. A decorative pillow adds a touch of comfort. Fresh towels are neatly arranged on the bed, while cityscape artwork adorns the wall above.

4.63 out of 5 average rating, 8 reviews

Downtown Room – Explore Toronto

RicardoRating, 5 stars3 weeks ago

We met Kesha, and she was very friendly. If we asked for something she was there for you, really nice person. The place was great in general. It looks clean but I thnk it could be vacuumed, and we know that if we would have told her, she would have listened. Still, not complain about the place and the host. A lot of stairs, but it's not bad. 100% recommended. Thank you Baharchin and Kesha

A panoramic view showcases the CN Tower towering over the skyline of Toronto, framed by modern buildings. The street below is illuminated with city lights, creating a vibrant atmosphere under the evening sky. Greenery is visible, adding a touch of nature to the urban scene.

4.81 out of 5 average rating, 16 reviews

Abir's Downtown Room

Jennifer Wai YinRating, 5 stars5 days ago

Good place to stay!

4.94 out of 5 average rating, 108 reviews

A spacious outdoor patio is illuminated by warm string lights, creating a relaxed ambiance. Small tables and chairs are arranged for seating, with a view of a colorful sunset sky. Surrounding wooden fencing provides a sense of privacy and comfort.

Private room in Midtown

Unique Toronto Apartment - Queen Room

KristenRating, 5 stars3 weeks ago

Lukas was a great host, he provided proper details on where to find the location. The place was walking distance to multiple transit lines, breakfast shops, and grocery stores. The neighborhood felt safe and very quiet. Lulas provides everything you need, the place was clean and the house was unique! if i am back in toronto i would book this place again

A bright bedroom features a spacious bed dressed in a textured white quilt with accent pillows in soft hues. Two stylish side tables are positioned beside the bed, each topped with a modern lamp. Natural light flows through a large window, enhancing the serene atmosphere.

Apartment in Downtown Toronto

4.72 out of 5 average rating, 29 reviews

A Lovely Suite in Downtown Toronto

NevadaRating, 5 stars3 weeks ago

Very clean, host was quick to reply to any questions and check in was quick and easy

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Smoking friendly house rentals

Private room in Roncesvalles

A bright bedroom features a spacious bed covered in vibrant pink bedding. A wooden dresser is positioned against the wall beside a lamp. The room is illuminated by natural light streaming through large windows, with a simple chair nearby and green walls enhancing the atmosphere.

4.91 out of 5 average rating, 11 reviews

Spacious Sunny Bedroom in West End Toronto

FrankRating, 5 stars2 months ago

One of the best places I’ve stayed at. Vera and Lana are perfect hosts. They were always available to assist and answer any questions. They were friendly and respectful to me. I would not hesitate to return and recommend this accommodation to anyone looking for a place to stay. Thank you

A dining area features a rectangular gray table surrounded by four white chairs with a subtle fabric seat. Warm light illuminates the space from overhead fixtures, offering a view into an adjacent modern kitchen with dark bar stools.

Home in Goodwood

4.54 out of 5 average rating, 13 reviews

Cozy 10acre Farm Cottage in Goodwood: Hermoso Stay

EdRating, 5 stars2 weeks ago

Perfect place to have a diaper party for our friend. Very big place with tonnes of space and bedrooms for a large group. It was fairly clean for our arrival. The fridge smelled and should've been disinfected. But the fact Sivabooshan was good to be able to host our large group and the house had all of the basic amenities needed, it was the perfect arrangement. Thanks again!

Private room in Scarborough

A spacious master bedroom features a queen-sized bed dressed in a green duvet. A small work desk and a stylish chair are positioned nearby, while a nightstand stands beside the bed. Large windows allow natural light, complementing the warm wooden flooring.

5 out of 5 average rating, 20 reviews

Master Room Centennial College (Shared Bathroom)

MelissaRating, 5 stars13 months ago

Amazing host with an amazing home. Definitely recommend staying here.

Private room in North York

A spacious room features a modern design with a large bed and a windowed door providing access to an outdoor area. A desk and chair are positioned in one corner, alongside a multi-functional clothes rack. Warm wood flooring complements the overall inviting layout.

4.86 out of 5 average rating, 7 reviews

Spacious suite at Willowdale Park+Metro+P

Siu KiRating, 5 stars4 weeks ago

Cindy is very friendly and willing to share anything in Canada with you. She is very responsive and helpful. House’s location is right inside the north york, which is close to most of the attractive in Toronto. Furthermore, there is a street with lots of restaurants nearby and you can get to there in around 5-10 mins walk. Overall, I would say this is a good option for you to stay in Toronto! And I would like to say thanks to Cindy for her support during the stay.

Private room in Scarborough

An outdoor area showcases a large in-ground swimming pool, bordered by wooden fencing for privacy. A modern fire pit with a glass top is positioned in the foreground, while bright yellow chairs are arranged for seating beside the pool.

4.96 out of 5 average rating, 49 reviews

Modern Master · Private Ensuite · Walk to Pool-Pkg

AmandaRating, 5 stars4 weeks ago

Natalie's space is beautiful. We were there for one night and we had the suite to ourselves in the master bedroom. Self check in was easy and well instructed. Natalie happened to be there and introduced herself and provided tips on the gas fireplace. The space itself had absolutely everything we needed. The ensuite bathroom was big the shower was beautiful. The Shared space was clean it looked freshly constructed and well decorated. The backyard.. this is absolutely gorgeous and I'd call it more of a retreat. We were able to sit on the patio couch with a glass of wine in front of the fire table which beyond provided a view of a beautiful pool. In the evening between the fire and the patio lights that wrapped around the it fence and the moonlight off the pool really gave a private romantic getaway feeling. You wouldn't think you were in the GTA. If I had anything to complain about, it was that we didn't book more time. We will be looking to book again very soon! Thank you Natalie!

A modern home is showcased, featuring a stone façade and a well-kept front yard. The two-car garage is visible, along with a welcoming entrance that includes steps leading to the front door. Sunlight brightens the exterior under a clear blue sky.

Home in Clarington

Modern Comfort in Clarington

NicRating, 5 stars2 weeks ago

Great stay!

A private room features a spacious bed, complemented by soft bedding and decorative pillows. Natural light enters through a large window, creating a bright ambiance. A cozy seating area with two chairs and a small table enhances the room's functionality. Warm wooden flooring adds to the welcoming feel.

4.9 out of 5 average rating, 73 reviews

Downtown Bedroom with patio

AngelaRating, 5 stars2 weeks ago

Located right in the bustling heart of the city, this place is a great home base from which to explore Toronto. The neighborhood is lively, active, and is very close to the subway station. Public parking is close by, too, if you’re driving. The room was very comfortable and spacious. The access to the outdoor patio was a nice feature of the room I rented. Diala is very friendly and proactive about communicating.

A cozy sleeping area features a white bed with a clean, white coverlet positioned beside a small nightstand. A soft lamp provides warm light, illuminating a floral wall art piece. A window dressed with light, sheer fabric allows natural light to softly fill the room.

Private room in Pickering

5 out of 5 average rating, 5 reviews

Earth Tone Suites Downtown Pickering Room#2

MariyahRating, 5 stars1 month ago

Best air bnb I’ve been to. Very helpful and friendly environment. Very responsive if you need anything. Makes you feel right at home. Highly recommended for everyone.

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Smoking friendly condo rentals

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.

4.92 out of 5 average rating, 24 reviews

Upscale 1-bed condo near dining & nightlife

NicoleRating, 5 stars1 week ago

Came here for a night to see Post Malone at Roger’s Centre. Abhinav was a nice host, he came down to the lobby, showed me around and explained everything that was available. The bed was comfy, I’d definitely recommend his place, it’s a short walk to both the arenas it’s close by to Tim Hortons also. Thank you again. Go Leafs, haha.

A panoramic view of a lively baseball stadium is presented, with a vibrant crowd filling the seats. The green field is perfectly manicured, and the roof is open, allowing for a bright sky overhead. The atmosphere is energetic, showcasing players in action on the diamond.

4.86 out of 5 average rating, 7 reviews

Room in Unbeatable Location! Walk to CN Tower

ChrisRating, 5 stars3 days ago

Great walking distance to many activities in the surrounding areas. Privately and well situated.

Condo in Downtown Toronto

4.33 out of 5 average rating, 15 reviews

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

DailyRating, 5 stars1 week ago

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

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

4.67 out of 5 average rating, 9 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

A light-filled bedroom is showcased with floor-to-ceiling windows offering views of the city skyline and lake. A spacious bed is adorned with decorative pillows and a blanket, while a cozy seating area with a sofa and a coffee table provides an inviting space for relaxation.

4.95 out of 5 average rating, 284 reviews

Lakeview& Skyview in Heart of Downtown,Free parki

JimRating, 5 stars3 days ago

We were happy with our stay at Moha’s condo. Definitely would stay there again. Highly recommended!

A bright kitchen and living area are showcased, featuring a modern kitchen with warm lighting and ample cabinetry. Stools accompanied by a small dining table are positioned nearby. Large windows allow natural light to fill the space, enhancing the inviting atmosphere.

Condo in Downtown Toronto

4.66 out of 5 average rating, 270 reviews

Awesome 1 + 1 Condo @ A+ Location - Free Parking!

MarcoRating, 5 stars3 weeks ago

Great location and it was easy to check in. KJ was responsive and helpful with anything I needed. I would stay in this location again when I visit Toronto.