
Smoking friendly vacation rentals in Pickering
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Top-rated smoking friendly rentals in Pickering
Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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.

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.

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

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 opens in june until September For monthly discounts contact us

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.

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.

Wellesley Station 3-Min, Museums & Winter Shopping
- Comfortable modern apartment with floor-to-ceiling windows and city views - Walk 3 minutes to Wellesley Station or enjoy winter activities nearby - Skate at Queen's Park, explore major museums, and shop at Eaton Centre - You'll have a fully equipped kitchen, fast WiFi, in-unit laundry for longer stays, and parking for winter driving convenience - Ideal for solo travelers or couples looking for a central base to explore the city. - Book now for your perfect stay in downtown Toronto!

Bloor/Jane Gem
WELCOME TO Modern Luxury ~ studio apt. in Bloor West Village ~ 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

Luxury Oasis l 3BR l Casa Loma l 1300 sf l Parking
Experience luxury at our recently renovated 3-bedroom apartment. The property has been professionally designed and features high-quality finishes including quartz countertops, stainless steel appliances, a 65-inch Smart TV with Netflix, and more. Whether you're in Toronto for business or pleasure, this is the ideal place to unwind and relax. Enjoy the peace of an upscale neighborhood and discover nearby attractions such as Casa Loma and everything this vibrant city has to offer!
Popular amenities for Pickering smoking friendly rentals
Smoking friendly apartment rentals

Comfy, Spacious and Clean Mid-Toronto Stay(1 bdrm)

Luxurious Private Suite by the Lake

Downtown Toronto: CN Tower View!

Modern Luxe Living – Walk to Square One & Transit

Cozy & Stylish 1-Bedroom Condo

Cozy Two Bedroom Condo by SQ1

Clean and close to everything - super convenient

.All You Need Quiet, Cozy&Classy
Smoking friendly house rentals

Villa CasaLuxe Designer Whole House on Subway Line

Cozy 10acre Farm Cottage in Goodwood

Walk out to Creek

kids paradise, extra storage, fenced, pet friendly

7 bedroom getaway with pristine pool

Modern Comfort in Clarington

Spacious all attractions nearby

Cozy Apartment - 20min Downtown w/ Patio
Smoking friendly condo rentals

Carnival • Colourful mosaic room

Upscale 1-bed condo near dining & nightlife

Downtown Fort York 1BR w Parking• Free Parking

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

Private Room & Washroom in high-rise near trainbus

Lakeview, Skyview in Heart of Downtown,Fre parking

NEW Gorgeous 2Bed 2Bath by SQ1

Glamorous Mississauga 1BR condo near square 1
Quick stats about vacation rentals that are smoking-friendly in Pickering

Total vacation rentals
Explore 10 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at G$4,182 GYD per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Wi-Fi availability
10 of Pickering vacation rentals include wi-fi access

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

4.5 Average rating
Pickering stays receive an average rating of 4.5 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
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Christie Pits Park
- Rouge National Urban Park




