Smoking friendly holiday rentals in Simcoe County

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.

Romantic Spa/Sauna Cabin Getaway

This unique 'off grid style' is a tiny cabin surrounded by nature & panaramic views. Hosted on the lands of WÄRME Wellness- 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. Bathrooms are located adjacent to cabin. Yoga studio available for rent. Ask about our ‘elevated romance package.’

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.

Cozy little apartment in Wasaga Beach.

The Little Bluebell . Relax with the family or have a relaxing time on your own at this peaceful place to stay. The apartment has a queen bed and a sofa bed. We are pet friendly. A little beach is a short 5 minute walk where you can enjoy some time by the water. 10 minute drive to main end of Wasaga Beach. 25 minutes to Blue Mountain. No parties or loud music . Please don't open the back door in the apartment. There are 2 dogs in the back yard and don't want them to escape. Thank you.

Farmhouse Guest Suite; Year round hot tub

Unique Farmhouse stay in modern Guest Suite Fully stocked kitchenette Bedroom/Livingroom Suite - sleeps 4 Ensuite bathroom with shower Wrap around porch for a glass of wine or your morning coffee. Year round hot tub. Firepit - toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in all months. 1 QUEEN BED 1 QUEEN PULL OUT COUCH Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

Private Camp Site

Beautiful camp site for rent outside Maxwell ON. Close to many beautiful trails (Hoggs Falls, Eugenia Falls, Old Baldy, Scenic caves, ect.). 1/2 an hour from Collingwood. Bring your camper / camping gear and enjoy a peaceful stay on 150 acres of private property a short distance off the dirt road. There is also a pond and trails on the property. There is a latrine on site, but there isn't any hookups for water or electricity right now.

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.

Tiny hideaway campsite

No tent included but a beautiful spot to set up your own or park your camper for the weekend. Outdoor seating area and fire pit included. Firewood for purchase. View of a small pond and walking trails on site. Awenda park is just around the corner and minutes to historic Penetanguishene. Come see what adventure awaits! - No showers but beautiful outhouse provided. - pets are allowed but MUST be on leash at all times.

Peaceful country getaway

A beautiful above-garage apartment with huge windows and a spacious, open concept main living area encourages connection and comfort. Our space is ultra family friendly with an abundance of games, puzzles, and toys for kids but has everything the adults need to have fun as well. Surrounded by farmland, you'll enjoy watching the sun set off the back deck and be able to truly unwind in the private and peaceful setting.

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

Luxury 6BR Retreat in Horseshoe | Pool + Hot Tub |

Gather your family, friends, or colleagues for the ultimate Horseshoe Valley escape. This 6-bedroom, 3-bath modern retreat features a pool, hot tub, fireplaces, and two living spaces for relaxation and entertainment. Perfect for family reunions, group getaways, or business retreats, the home offers bright interiors, stylish finishes, and thoughtful touches, all close to nature and top local attractions.

Georgian Bay with Hot Tub & Sauna, on Tay Trail !

Welcome to Eagle Point Cottage, a modern-chic escape nestled along the scenic Tay Trail and Georgian Bay. 🥾Backs onto the scenic Tay Trail and Georgian Bay 💧Private hot tub and stand alone sauna building 🔥Natural gas BBQ and firepit in a quiet, fenced backyard 🌐High-speed Wi-Fi throughout the house 🛏️Sleeps 6 guests in the main house + 2 guests in a heated/cooled bunkie