Smoking friendly vacation rentals in Simcoe County

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Top-rated smoking friendly rentals 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, 41 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.

Top guest favorite

Apartment in Orillia

4.95 out of 5 average rating, 22 reviews

Cozy Apartment on 20-Acre Haven (no cleaning fee)

Escape to our bright, comfortable, and well-equipped lower level apartment just outside Orillia. Wander our 20 acre retreat featuring a pond and a serene clearing with firepit. Enjoy the outside guest seating area with barbecue and luxuriate in the outdoor shower. Hot tub available on request. Enjoy direct access to scenic trails perfect for biking and hiking, with a quick 10-minute commute to Orillia by car or a leisurely ride along the trail. Plus, explore the nearby Simcoe County forest.

Superhost

Cottage in Wasaga Beach

4.74 out of 5 average rating, 122 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 favorite

Cottage in Gravenhurst

5 out of 5 average rating, 13 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 favorite

Cottage in Victoria Harbour

4.81 out of 5 average rating, 214 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.

Superhost

Cabin in New Tecumseth

4.8 out of 5 average rating, 66 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 favorite

Villa in Gravenhurst

4.89 out of 5 average rating, 19 reviews

Luxury Modern Muskoka Retreat

Exquisite Scandinavian-style private villa surrounded by a lush forest landscape. Situated on the grounds of the Muskoka Bay Golf Resort, this 5 star property won’t disappoint. RARE special corner villa with walls of windows. Only two in the entire community. Enjoy the infinity pool (May-Oct), tennis, trails, golfing or just a lovely bonfire overlooking the hilly landscape. Don’t forget to visit the clubhouse and all its amenities including state of the art gym & 5 star dining experience!

Guest favorite

Villa in Gravenhurst

4.93 out of 5 average rating, 15 reviews

Nordic Elegance Villa in Muskoka

Welcome to Nordic Elegance Villa at Muskoka Bay Resort! This villa showcases Scandinavian design and offers a sophisticated ambiance. As a 5-star property, it is designed to exceed your expectations, with amenities tailored for families. Explore a wide array of Muskoka Bay Resort's amenities, including a swimming pool, sauna, trails, and golfing (ranked #1 golf course in Ontario). Minutes away from local parks and Muskoka Steamships/Discovery Centre. Bring the family and enjoy all the fun!

Guest favorite

Home in Badjeros

4.94 out of 5 average rating, 127 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.

Guest favorite

Cabin in Hawkestone

4.84 out of 5 average rating, 100 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 favorite

Hut in Singhampton

4.97 out of 5 average rating, 58 reviews

Studio Bunkie near Bruce Trail!

This is a 9’x11’ hut fit with a sofa couch, small table, and a couple of chairs. 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 staple items such as extra toilet paper, paper towels, batteries, fire wood, coal for coal BBQ, etc.

Top guest favorite

Condo in Innisfil

5 out of 5 average rating, 47 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