Cabin vacation rentals in Simcoe County

🍺"Margaritaville" Big Space, Lots of fun+Hot Tub

Legendary Tyrolean Village Chalet—just 1 km from Blue Mountain lifts! Perfect for ski trips and year round group getaways. Enjoy 36+ trails, a private hot tub, fire pits, Smart TVs, fast 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!

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.

Country Cabin - 45 Acres with Freshwater Swimming

Welcome to your Country Cabin. This scenic retreat is located on the top of the escarpment with views of the the beautiful hills of Mulmur, adored by hikers, bicyclists, golfers, skiers, gourmandes and nature lovers. While only 90 minutes from downtown Toronto, this cabin feels a world away. Explore all 45 acres on this private estate featuring fields, woods, creeks, fruit trees, an apiary, and a spring-fed pond great for swimming. The only other structure on the property is our family home.

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

Hytte Away - Cabin Retreat with Sauna

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 hiking trails (currently being worked on from ice storm) 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 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**

High Crest Hideaway

Come and enjoy the peace and quiet of the countryside. Disengage and take time out to reset and recharge. Tour around small town Ontario and enjoy the beautiful views the Mulmur Hills provide. Biking, hiking, skiing and outdoor activities all within minutes of the cabin. Wake up to the sound of birds, spend the day as you wish and end it with a bonfire at the firepit. Rest and relaxation are on the agenda.

Modern Log Cottage. Walk to beach. Forest views.

Enjoy a stroll to view gorgeous Sunsets over pristine Georgian Bay, or explore forest trails and Sunset Trail. This 3-bed, 2-bath home has AC, heat, chef’s kitchen, cozy TV room with cable & Wi-Fi, and a creekside backyard with fire pit & BBQ. Swim, jet ski, hike, bike, or ski — the perfect Ontario escape for nature lovers and families.

"Skyfall" Unique Off-Grid Cabin.

Escape to a secluded paradise at Skyfall, an off-grid cabin nestled deep in the heart of nature with all Nature has to offer. Overlooking a spectacular view of the Niagara Escarpment. landscape. This eco-friendly off grid cabin offers the perfect blend of countryside charm and modern convenience .

John Wayne Cedar Oasis

Welcome to our charming and one-of-a-kind cabin nestled in the picturesque town of Alliston, situated alongside the serene Nottawasaga River. Perfect for couples seeking a cozy retreat, our rustic yet beautifully appointed cabin offers a tranquil escape surrounded by natural beauty.