Smoking friendly holiday rentals in Pickering

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Pickering

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a two-story home is displayed, featuring a brick facade and large windows. A well-maintained lawn surrounds a decorative fountain at the front. Two garage doors are visible on the left, with flower pots adorning the window ledges and entrance area.
Guest suite in Newmarket
5 out of 5 average rating, 134 reviews

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.

Top guest favourite
An outdoor stone wall shower is positioned next to a wooden deck, leading to a private pond. The deck features a covered area with dining furniture. Lush greenery surrounds the space, and sunlight illuminates the scene under a clear blue sky.
Shipping container in Clarington
4.98 out of 5 average rating, 101 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.

Top guest favourite
The interior of the yurt features a queen-sized bed centered on a circular rug, complemented by a small kitchenette and seating area. Natural light enters through a skylight, highlighting the rustic decor and wood stove. Towels hang on hooks, enhancing the space's functional design.
Yurt in Port Perry
4.99 out of 5 average rating, 95 reviews

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.

Superhost
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
4.89 out of 5 average rating, 225 reviews

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.

Top guest favourite
Home in Scarborough
4.94 out of 5 average rating, 161 reviews

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.

Guest favourite
Apartment in Mississauga
4.9 out of 5 average rating, 155 reviews

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.

Superhost
A cozy outdoor space features twinkling blue lights and patterned decor. A comfortable bed is visible through a glass door, surrounded by colorful textiles and soft lighting. A nearby fire pit adds warmth, enhancing the inviting ambiance of the secluded retreat.
Guest suite in Mimico-Queensway
4.87 out of 5 average rating, 115 reviews

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.

Guest favourite
A modern living area features a sectional sofa with decorative pillows, accompanied by a glass coffee table on a round, plush rug. Large windows provide ample natural light, and a sleek kitchen with stainless steel appliances and dark cabinetry creates an open and inviting layout.
Apartment in Harbourfront
4.88 out of 5 average rating, 113 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.

Guest favourite
The entrance of the home features a set of steps leading up to a porch flanked by two lamp posts. A well-maintained garden with potted plants is visible along the pathway. The exterior showcases a combination of light-toned siding and dark accents.
Flat in Earlscourt
4.91 out of 5 average rating, 185 reviews

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.

Guest favourite
Home in Vaughan
4.84 out of 5 average rating, 178 reviews

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.

Superhost
An outdoor seating area is presented with a glass-top table surrounded by four red cushioned chairs. A large red umbrella provides shade, while a grill is positioned nearby. The space is bordered by trees, creating a private and relaxed atmosphere.
Bungalow
4.88 out of 5 average rating, 17 reviews

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

Top guest favourite
A spacious living area features warm wooden ceiling beams overhead. A leather sofa is positioned across from a sleek coffee table, with a television mounted on the wall nearby. Natural light filters through a large window, complemented by a colorful map artwork hanging on the wall.
Home in Weston
4.99 out of 5 average rating, 96 reviews

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 smoke-friendly rentals in Pickering

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 £22 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 holiday 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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