Smoking friendly vacation rentals in Simcoe County

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

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.

Summer Family Cottage Kahshe Lake Muskoka Classic

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!

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.

Luxurious Muskoka Home | Serene Spacious Comfort

Welcome to your dream Muskoka escape! Nestled in the heart of Gravenhurst, this stunning modern home offers the perfect blend of luxury, comfort, and natural beauty. Ideal for families, couples, and groups seeking a serene getaway, our property provides an unforgettable experience in Ontario's renowned cottage country. *** PLEASE NOTE: If you are requesting fewer nights than our minimum stay, please message us directly and we will do our best to accommodate. ***

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

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

Rustic Haven

Looking for a romantic getaway or a private retreat to regroup? This is the place for you. Stunning view with River access at your front door. paddle bourd for you to have fun with, private patio with a wood bbq/fire place, propane bbq and small patio set and picnic table. property is located in the middle of the beach. close to all shops, beaches and trail systems. 20min drive to collingwood/Blue Mountain..

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.