Cabin vacation rentals in Simcoe County

Blue Mtn Group Chalet | Hot Tub + Fire Pit | 14

Legendary Tyrolean Village Chalet just 1km from Blue Mountain lifts perfect for ski trips, golf weekends & year-round group getaways! Enjoy 36+ trails, private hot tub, fire pits, Smart TVs, Wi-Fi, BBQ &mountain-view decks.Close to beaches, ropes courses, Collingwood Harbour & the Scandinave Spa. Tyrolean Lane is famous for fun, festive vibes ideal for big crews to celebrate & make memories. Summer here is bustling! Need more space? Book our neighboring chalets too—host up to 42 guests together.

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!

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.

Harvest Haven Cabin - Working Farm & Gardens

A cozy 100 sq ft off-grid cabin on a working farm in Schomberg. Sleep in the loft under the stars, cook with herbs/vegetables you'll harvest from 60+ plant varieties, and gather around the fire pit watching fireflies dance. Includes personalized farm tour of our gardens, sheep, bees, and chickens. Wake to spectacular sunrises and sunsets from the ridge. Full kitchen, BBQ, and fire pit for memorable meals. No WiFi means genuine connection to nature, your food source, and each other.

Black River Haus - Scandi Riverfront Cabin Muskoka

Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandi-inspired renovated 1970s cabin offering 3 beds + 1 bath and 140 ft riverfront near Muskoka, Ontario (20 min to Gravenhurst & Orillia). The cabin has been renovated and designed with the surrounding nature in mind, featuring a rustic living room & fireplace, fully-equipped kitchen and an outdoor patio & firepit. The Black River is 30 km long and is perfect for kayaking, canoeing and exploring.

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.

Canadian Cabin. Walk to beach. Forest view. Modern

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.

The Porch House

Beautiful four season cottage situated on two acre lot. The tranquil black river runs along the length of the property, providing stunning views. Unwind in this tucked away, quiet cottage along the black river. This new build has rustic charm and all amenities you need.