
Smoking-friendly vacation rentals in Pickering
Find and book unique smoking-friendly rentals on Airbnb
Top-rated smoke-friendly accommodations in Pickering
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness, and more.

Bloor/Jane Gem
WELCOME TO Modern Luxury ~ studio apt. in Bloor West Village - FIFA FANS ~ 5 min. walk to subway - minutes to Gardiner Expressway & QEW ~ park FREE on driveway ~ private entry ~ private patio ~ 10 ft. ceiling ~ KING BED ~ separate glassed-in shower ~ kitchenette ~ toaster, drip coffee maker, microwave, tea kettle, dishes ~ mini fridge ~ 55” TV ~WI-Fi ~HEATED floor ~ walk to restaurants, sportbars , shops ~ minutes to Old Mill Inn and Humber River

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.

New Spacious 2BR Home Near Yonge St
Welcome to your bright and modern 2-bedroom guest home in Newmarket, just a short walk to Yonge St and close to shopping, restaurants, and Main Street. This private basement suite offers a comfortable, well-appointed stay in a quiet neighbourhood, with a separate entrance, driveway parking, fast Wi‑Fi, in-suite laundry, and a brand-new modern kitchen. Ideal for families, couples, business travellers, and longer stays, the home combines comfort, convenience, and privacy in a peaceful setting.

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.

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
Popular amenities for Pickering smoke-friendly accommodations
Smoking-friendly apartment rentals

Luxurious Private Suite by the Lake

3Min Walk to Wellesley Station, Museums and Shops

Unique Apt in Trendy West End

2+2 Condo Heart of Downtown + FREE parking

Cozy Two Bedroom Condo by SQ1

1 bed+den luxry private condo appt near train-airp

Designer 3BR + 2 Bath | Subway Access | Prime

Private Studio Apartment in Brampton on Airport Rd
Smoke-friendly house rentals

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

Luxury home wt basement 7 beds wi-fi Netflix parki
Smoke-friendly condo rentals

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 vacation rentals that are smoking-friendly in Pickering

Total vacation rentals
Explore 20 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at $41 CAD 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

Wifi availability
20 of Pickering vacation rentals include wifi 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
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- Smoking-friendly rentals Ontario
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- 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
- Financial District
- Casa Loma
- Massey Hall
- Museum of Illusions
- York University
- Dufferin Grove Park
- Lakeridge Ski Resort





