Smoking friendly vacation rentals in Lake Simcoe

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.

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.

Quiet Waters Getaway

Step onto this cozy modern cottage tucked away on the waters of Waubaushene Ontario. Drop a fishing line off our 100ft+ dock, or take a paddle on the lake! Warm up next to the fire under the netted gazebo, or roast marshmallows over the second fire pit under the stars. As we move into the colder month’s Mount St. Louie ski hill is a short drive away from our winterized space. Whatever adventure you choose to do, create those memories with your friends and family at our Quiet Waters Getaway!

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.

Stix N Stones (Includes Light Breakfast & Kayaks)

Nestled in the woods on Walkers Point, this is a great opportunity to reconnect with nature. We promise when you leave you’ll appreciate the forest as much as the water that surrounds us. Although we are not on the water, we are a 3min drive to a semi-private beach. Kayaks & life vests included (& delivered). Snowshoes incl in winter. Light breakfast is yogurt & fruit. Short distance to renowned hiking trails, Hardy Lake Park, Sawdust City & Clearlake Brewery, Muskoka Winery.

Hot Tub & Sauna Retreat by Georgian Bay Trails

Sunset s'mores by the firepit, morning paddling from your doorstep, and evening soaks in your private hot tub—Eagle Point Cottage is where Georgian Bay weekends become unforgettable memories. This modern cottage sleeps 8 (4 bedrooms + heated bunkie), sits steps from the Tay Shore Trail and public beach access, and comes fully equipped with a sauna, kayaks, canoe, and board games. Superhost Stephen averages 4.83 stars across 185 guest reviews. Ready? Reserve your dates today.

| HOT TUB | Wood Sauna | Muskoka Forest Cottage

Pack your road trip snacks and take the windy roads to your Muskoka retreat. This newly renovated Four Season cottage sits on 8 acres of forest and is equipped with all the modern luxuries. After a long day of exploring lakes or nearby waterfalls, you'll be able to prepare dinner in a fully stocked High-Tech kitchen. Finish your evening off in our luxury Hot Tub spa by Artesian under the night stars for all-year-round enjoyment . *BYOF (Bring Your Own Firewood) *

1950's Romantic & Whimsical cottage on Gull River

My whimsical & quaint cottage is 5klm from town which hosts a Foodland, LCBO, Pub, ice cream window and Home Hardware. Balsam Lake Provincial Park and Indian Point Provincial Park are close as well. I love my cottage because of the gardens, the chandeliers, the purple doors and the glorious clean river! The cottage itself is 900sq.ft. of cuteness & the property is 100 x200sqft. Canoeing, kayaking, bbqing, swimming, snorkeling and river floating are daily activities.

Cheerful Two Bedroom Cottage On The River!

Walking/biking trails one minute away!! Enjoy your days swimming, fishing, kayaking (2 adult and 2 kids kayaks available)or canoeing or head down to the ATV/ Snowmobile trails nearby (1 minute away) for some biking and your evenings can be spent sitting by the fire , soaking in the hot tub or having fun in the game room! If you’re looking for some shopping and dining Fenelon Falls or Coboconk is only 10 to 15 minutes away. Lindsay and Bobcaygeon also nearby .

Luxe Modern Retreat - Theatre, Hot Tub and Bar

Welcome to an extraordinary luxury home in Orillia - a rare, fully upgraded designer home intended to deliver an unforgettable five-star experience. This is not your typical Airbnb. Every inch of this home has been thoughtfully curated with premium finishes, high-end amenities, and entertainment-focused features. So whether you’re planning a weekend getaway, family retreat, or group experience, this property delivers a true five-star atmosphere.

Ground Floor w/ Large Terrance @ Friday Harbour

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 4-5 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