
Smoking-friendly holiday rentals in Pickering
Find and book unique smoking-friendly rentals on Airbnb
Top-Rated Smoke-Friendly Accommodation in Pickering
Guests agree: These smoking-friendly rentals are highly rated for location, cleanliness and more.

Bed of Roses Airbnb. Hot tub! 45 mins N of Toronto
*Requests typically replied to within 15 mins during the day.* Private bright 2 bedroom basement (sleeps 4 & no shared areas), 45 minutes N of Toronto. We live in a safe neighbourhood, in a home which backs onto a forest. Walking distance to a train station and a very large mall. You will have two private bedrooms, your OWN bathroom and full kitchen, 3 fireplaces, internet & HOT TUB! Separate entrance. No parties. No instant booking. We screen our guests as we live upstairs with our kids.

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.

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.

Private | Free Parking | Steam Sauna Shower
Enjoy a clean Scarborough home for family stays, work trips, and East Toronto getaways. → Short Train ride to FIFA World Cup events ⚽️ → Steps to Rouge Hill GO Station → Free 2-car parking → Short drive to Toronto Zoo → Near Rouge National Urban Park → Close to Port Union waterfront trails → Easy access to U of T Scarborough & Centennial College → Near golf courses → Close to Scarborough Bluffs → Quiet residential setting with nature, transit, parking and Toronto attractions nearby.

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.

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.

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.

Sleeps 4 • World Cup Ready • Quick Ride to Stadium
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.

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.

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. For monthly discounts contact us

Weston Garden Cottage (park & walk to UP train)
Uniquely restored charming century house with large private garden in a quiet enclave of homes. The historic cottage features free driveway parking for up to two cars. Walk 7 minutes to Weston UP Express train station with a 16 minute ride to Union station (Downtown Toronto City Centre), and 11 minute ride to YYZ Pearson airport. Walk to the Humber river trails and Denison park, stores and restaurants.
Popular amenities for Pickering Smoke-Friendly Accommodation
Smoking-friendly apartment rentals

Luxurious Private Suite by the Lake

BoHo Style Home by Eaton Centre

3Min Walk to Wellesley Station, Museums and Shops

2+2 Condo Heart of Downtown + FREE parking

Cozy Two Bedroom Condo by SQ1

Cozy studio in Downtown

Designer 3BR + 2 Bath | Subway Access | Prime

Humble Designer Abode - Next to Square One!
Smoke-Friendly Holiday Houses

Cozy 10acre Farm Cottage in Goodwood

SummerPromo: Erin Mills Best Area-airport&sq1&UTM

Studio 3B · A Beautiful, Bright Boutique Escape

Yorkville | Exec Kitchen | Office | Spa bathrooms

The Continental Manor: Luxury 9B/4.5B, Thermea Spa

7 bedroom getaway with pristine pool

Cozy 2 BR Basement Suite

Cottage in the city, Parking, Fireplace-Jetted Tub
Smoke-Friendly Holiday Condos

Upscale 1-bed condo near dining & nightlife

Private bedroom in 2bd Condo. Stps to BMO/Enercare

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

Luxury 2BDR modern private condo in Toronto

Lakeview, Skyview in Heart of Downton, Free parkin

Awesome 1 + 1 Condo @ A+ Location

NEW Gorgeous 2Bed 2Bath by SQ1

Lake view CN tower Free Parking Harbour Front view
Quick stats about holiday rentals that are smoking-friendly in Pickering

Total holiday rentals
Explore 20 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Pickering holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pickering rentals

4.6 Average rating
Pickering stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Apartment rentals Pickering
- Waterfront rentals Pickering
- Pet-friendly rentals Pickering
- House rentals Pickering
- Cottage rentals Pickering
- Rentals with lake access Pickering
- Rentals with breakfast Pickering
- Rentals with a patio Pickering
- Rentals with a fire pit Pickering
- Rentals with a hot tub Pickering
- Condo rentals Pickering
- Rentals with a washing machine and dryer Pickering
- Rentals with beach access Pickering
- Townhouse rentals Pickering
- Rentals with a fireplace Pickering
- Rentals with pools Pickering
- Family-friendly rentals Pickering
- Beachfront rentals Pickering
- Rentals with outdoor seating Pickering
- Fitness-friendly rentals Pickering
- Rentals with an EV charger Pickering
- Private suite rentals Pickering
- Guesthouse rentals Pickering
- Smoking-friendly rentals Ontario
- Smoking-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Downsview Park
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Financial District
- Museum of Illusions
- York University
- Dufferin Grove Park
- Lakeridge Ski Resort





