Cabin vacation 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.

Modern Log Cottage. Walk to beach. Forest views.

3 bedroom 2 full bathroom Chef kitchen with island Ravine backyard with creek Fire pit, charcoal bbq Cozy tv room, new couch, large TV, 1000’s free movie, IPTV, boardgames Dining room, huge harvest table Short walk to swim in pristine Georgian Bay beach or rent jet ski, boat, canoe Tranquil forest walks, Sunset Trail Hike or bike at Awenda Provincial Park Cross country ski trail, winter cold plunge, rent skidoo AC main floor Heat main floor & upstair Licence Number: STRTT-2022-034

🍺"Happy Daze"-Big Space, Near Village+Lots of fun

Legendary Tyrolean Village Chalet. Just 1 km from Blue Mountain lifts! Perfect for ski trips/golf & year round group getaways. Enjoy 36+ trails, private hot tub, fire pits, Smart TVs, Wi‑Fi, BBQ, and mountain-view decks. Lots of close by beaches, ropes courses, Collingwood Harbour, and Scandinavian Spa. Tyrolean Lane is known for fun, festive vibes—ideal for big crews looking to après-ski, celebrate, & make memories! This area is becoming such a year round destination that summer is bustling!

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!

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

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

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**

"Skyfall" Unique Off-Grid Cabin.

Escape to a secluded paradise at Skyfall, a luxury off-grid cabin nestled deep in the heart of nature with all Nature has to offer including visits from Friendly Woodland Inhabitants. Overlooking a spectacular view of the Creemore landscape. This eco-friendly off grid cabin offers the perfect blend of countryside charm and modern convenience .