Smoking-friendly holiday rentals in Simcoe County

Find and book unique smoking-friendly rentals on Airbnb

Top-Rated Smoke-Friendly Accommodation in Simcoe County

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

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Superhost

Guest suite in Wasaga Beach

4.78 out of 5 average rating, 37 reviews

IRIE Paradise Beach Cottage

Welcome to Irie Paradise, your home away from home. Relax with the entire family at our comfy four season home. In the summer enjoy a short walk to Ontario's longest freshwater beach. Take a walk along white sandy beaches, great for children with it's shallow shores or watch a spectacular sunset during the evening. In winter months, you may enjoy exploring our picturesque communities less than 30 mins away. You will find beautiful scadinavian Blue Mountain for all snowboarding & spa luxuries.

Superhost

Cottage in Wasaga Beach

4.73 out of 5 average rating, 119 reviews

Incredible retro on beach with incredible views

This is a original retro 1940’s cottage on the most beautiful private Beach with huge new deck and new windows and patio sliding doors and has the best views on the Beach in wasaga beach.while staying at this retro gem you will smell the real pine vault ceilings ..inside the cottage or out side will have the sense that you are kings and queens of this amazing Beach front location. 5 minute walk to new casino and casino restaurant and close to pickle ball courts…This could be your dream vacation

Top Guest favourite

Cottage in Gravenhurst

5 out of 5 average rating, 12 reviews

Lakefront family cottage on Sparrow Lake

Enjoy unforgettable sunsets at our four-season Sparrow Lake cottage, just 90 minutes from Toronto, between Orillia and Gravenhurst. This retreat offers water fun, peaceful moments by the fire, and great fishing. Relax with your family or two families in this serene setting, featuring a wrap-around deck, lake views, private dock for swimming and fishing, and plenty of space for activities. In peak season (July–August), rentals are 7 days or longer. Shorter stays are welcome the rest of the year.

Guest favourite

Cottage in Victoria Harbour

4.82 out of 5 average rating, 208 reviews

Serenity, Simplicity and Stone

This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

Guest favourite

Hut in Singhampton

4.83 out of 5 average rating, 77 reviews

Joes Lookout Bunkie near Bruce Trail!

This is a 9’x12’ hut fit with a sofa couch, small table, queen size air mattress in loft and a couple of chairs. There are some board games and magazines as well. Nothing fancy just a peaceful get away back in the middle of a field on a 100 acre property. We also have a supply hut with two single air mattresses and a double air mattress with battery operated pumps to pump them up. The hut also contains items such as extra toilet paper, paper towels, batteries, fire wood, coal for BBQ, etc

Guest favourite

Cottage in Gravenhurst

4.92 out of 5 average rating, 50 reviews

Family Summer Beach Cottage on Kahshe Lake Muskoka

Relax and enjoy a little slice of Muskoka. Our Muskoka cottage with bunkie is only steps to beautiful Nagaya Beach. The cottage is not waterfront but you have access to the beach for the entire stay! It is an 8 minute drive to the town of Gravenhurst. The cottage is a perfect getaway for families to enjoy time together at the cottage and at the beach. Enjoy swimming, boating, fishing, hiking, restaurants and more. Please read all the details of our rental and message us anytime for more info!

Superhost

Cabin in New Tecumseth

4.77 out of 5 average rating, 56 reviews

Romantic Spa/Sauna Cabin Getaway

This unique 'off grid style' (+electricity) is a tiny cabin surrounded by nature & panaramic views. It's a SPOT TO RETREAT, relax & endure much needed downtime : by yourself, a couple/ two family members/friends who are looking for spa quality time 'away from it all.' Inside - enjoy the benefits of sauna/spa culture w/ an authentic large wood powered sauna. There is No inside bathroom - tiled outhouse pit toilet (see photos). For more info/ see what others have said, look up Wärme Sauna.

Guest favourite

Home in Badjeros

4.93 out of 5 average rating, 119 reviews

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

Superhost

Home in Minesing

4.85 out of 5 average rating, 13 reviews

Farm House Resort Stay Pool Hot Tub

Make some wonderful memories at this unique family & pet friendly modern Farmhouse! Backyard oasis to spend a lazy day relaxing in the salt water pool and hot tub. Master suite has jacuzzi tub and private balcony. Wrap around porch for a glass of wine or morning coffee. Catch the breeze under the barn beam pergola. Toast a few marshmallows over a warm campfire and check out the stars in the clear night sky. Games exercise room. Great location ample parking

Guest favourite

Cabin in Hawkestone

4.85 out of 5 average rating, 98 reviews

Blue Dreams Of Lake Simcoe

Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Canada. Immerse yourself in nature while enjoying modern comforts and nearby attractions. Our newly renovated 1 bedroom, 1 bathroom offers a unique getaway for couples, located just 1 1/2 hours outside of Toronto. **PLEASE NOTE** **Stairs leading up to the bed room loft are steep and may not be suitable for guests with mobility issues**

Top Guest favourite

Condo in Innisfil

5 out of 5 average rating, 44 reviews

Friday Harbour Ground Floor w/ Large Terrance

Welcome to FriYAY Getaways at The Friday Harbour Resort! Create unforgettable memories in our unique family-friendly condo. Beautifully designed, Two sets of cozy bunk beds, along w/a Queen bed & trundle.Accommodates 5-6 Adults 2-3 children. Each room is equipped w/a smart TV, offering access to Disney,Amazon Prime,& Netflix. Our backyard patio is perfect for entertaining, featuring a BBQ w/a pizza oven & griddle

Guest favourite

Condo in Innisfil

4.89 out of 5 average rating, 219 reviews

Lake Simco penthouse at Friday Harbour resort

Modern penthouse at Friday Harbour Resort offering a luxurious and relaxing escape. Enjoy stunning sunsets from the spacious balcony with BBQ, fireplace, and comfortable lounge area. Beautifully furnished with access to premium resort amenities. Perfect for couples or solo travelers seeking comfort, style, and a peaceful getaway surrounded by nature, water, and upscale dining.