Cabin holiday rentals in Simcoe County

The Beach House, Georgian Bay, Beach View w/ Sauna

New!! A rare and stunningly designed cabin overlooking a semi-private beach on Georgian Bay. This tranquil 4-bedroom, 2-bathroom retreat is surrounded by trees with breathtaking views of the pristine bay. Every detail has been thoughtfully curated for your ultimate enjoyment. We include all linens, towels, sheets, firewood for in/outdoor fires, olive oil, salt, pepper, a fully equipped kitchen with utensils, PrimeTV, Netflix, Sonos, and more. Additionally, we are taking bookings for 28+ nights.

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Hockley Valley Cozy Cottage

Take it easy at this unique and tranquil setting where the entire property is yours! Freshly renovated cottage only 600M from Hockley Valley Resort and also close to restaurants and hiking trails. This cottage sleeps 4 comfortably with separate bedroom. Picturesque setting directly on Nottawasaga river with mature gardens and plenty of outdoor space. Morning coffee or afternoon drinks under the covered gazebo at the waters edge or relax in the hammocks, this place truly has it all.

Romantic Cabin N the Woods just 80km from CN Tower

This Romantic 1 bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Birthdays, Anniversaries, Honeymoons & Proposals! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom! Or simply enjoy a time away to re-connect with your loved one! Sit under stars Year Round in the modern new Hot tub after your run or walk on 200 acres of hilly trails 5kms from the cabin ( Brown Hill Tract)

Hytte Away - Cabin Retreat

We welcome you to Hytte Away, a thoughtfully designed private cabin retreat for two located on 54 acres of forest land. Offering you the opportunity to disconnect and reconnect. The property features an abundance of hiking trails an amazing sauna and cold plunge experience and the perfect little cabin to do some actual relaxing. The space is unique and the best approach is to think of it as a luxury glamping experience. Follow us on insta for more - hytteaway

Golfers' Paradise *Hot Tub and Kayaks

Authentic 3rd generation Canadian cottage (540sqft) just 90 mins north of Toronto. Wood stove, small quiet lake (access 2 min walk) large private lot. HOT TUB, firepit & kayaks. GOLFERS PARADISE! Walk to 9, 27 & mini courses & a great licensed restaurant (live entertainment). Close to Washago, Orillia & Casino. Pet friendly! Easy access to hwy; you will hear some hwy. noise. Free Muskoka Mosquitoes. 1-2pm check-in. Bring sheets, towels, firewood & drinking water.

Oak Cabin on Sparrow Lake

Enjoy your own piece of Sparrow Lake and cozy private one bedroom 4-season cabin. Enjoy your cabin on a charming waterfront setting on Sparrow Lake, with easy access to the Trent Severn Waterway. Relax on the large 1-acre lot surrounded by natural beauty; just 15 minutes from amenities and 5 minutes from the Lake St. George Golf and Country Club. Enjoy the fully equipped kitchenette with BBQ, and cozy living area. Book your stay now!