Cabin holiday rentals in Simcoe County

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Top-rated cabin rentals in Simcoe County

Guests agree: these cabins are highly rated for location, cleanliness and more.

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Top guest favourite

A small, wooden bunkie stands among tall trees, featuring a welcoming front porch with two chairs and a table. Decorative elements, including tiki torches and a floral wreath, add charm to the natural setting. The ground is covered with soft pine needles.

Cabin in Oro-Medonte

Bunkie in the Pines

Take it easy at this unique and tranquil getaway. This bunkie is an off grind glamping experience. It is quietly nestled in the pines at a beautiful lookout, over looking Pretty Valley. This bunkie offers a double bed, mini kitchenette with basic kitchen supplies, sitting area and various board games. Outside there is a bbq, a grill for cooking on an open fire. Large campfire to enjoy roasting marshmallows and unplug yourself under the stars. Close to many beaches, trails, markets and breweries.

ValueLocationView

4.99 out of 5 average rating, 104 reviews

Top guest favourite

A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.

Cabin in Whitchurch-Stouffville

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.

LocationValueParks

4.99 out of 5 average rating, 146 reviews

Top guest favourite

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

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!

FamilyValueWalkability

4.95 out of 5 average rating, 356 reviews

Guest favourite

The exterior of a charming log cabin is highlighted, featuring natural wood logs and a stone chimney. Lush greenery surrounds the cabin, including neatly trimmed shrubs. A gravel pathway leads up to the structure, with a clear blue sky overhead.

Cabin in Innisfil

Bird Haven Log Cabin

Embrace the log cabin charm. Bright & cheery, historic & unique. Fully renovated with all the modern conveniences. Starlink internet and EV charger. Close to an extensive variety of activities, walking trails, Lake Simcoe, lake side parks, restaurants, golf courses, skydiving, antique markets, shopping, casino & racetrack. Living room features comfy sectional, cathedral ceilings, floor-ceiling stone fireplace & 50" TV. Well equipped brand new kitchen. Dine inside or al fresco on the patio.

LocationFamilyWifi

4.98 out of 5 average rating, 86 reviews

Top guest favourite

The cabin features a cozy exterior with a textured roof and large windows, surrounded by colorful fall leaves. Outdoor furniture is positioned on the deck, and a hot tub is visible. The setting is enhanced by the backdrop of vibrant autumn foliage.

Cabin in Innisfil

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 and restaurants 5 ⭐️ review guests welcome Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it. NO generator

ValueFamilyPets

4.93 out of 5 average rating, 194 reviews

Top guest favourite

A rustic dining area features a large wooden table with an organic design, surrounded by six wooden chairs. Natural light enters through two windows, illuminating the log walls. A cabinet stands nearby, and decorative plants are placed on top of the furniture.

Cabin in Duntroon

3 Bedroom Cabin with Hot Tub Near Wasaga Beach

Enjoy a unique stay at our cozy pioneer cabin. Built in the 1840's, this charming cabin is located on a quiet rural road in the lovely town of Duntroon. Located minutes from Collingwood, The Blue Mountains, Creemore and Wasaga. Great area to hike, bike and explore. Enjoy the deck with BBQ, large yard and our luxury hot tub. Peaceful and serene, a great place to vacation. 2 parking spots. At this time, we are only accepting guests with at least 2 good reviews.

LocationFamilyCleanliness

4.96 out of 5 average rating, 104 reviews

Superhost

The cozy blue cabin is nestled among trees, showcasing a sloped roof and a vibrant yellow front door. Natural surroundings provide a serene backdrop, while a gravel path leads to the entrance, hinting at a peaceful retreat in the heart of nature.

Cabin in Hawkestone

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**

ValueFamilyOutdoor spaces

4.82 out of 5 average rating, 169 reviews

Guest favourite

A rustic log cabin is set amidst lush greenery and vibrant flower beds, featuring a welcoming entrance marked by a wooden archway. The clear blue sky provides a serene backdrop to the peaceful countryside setting.

Cabin in Mansfield

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.

FamilyValueHospitality

4.87 out of 5 average rating, 146 reviews

Top guest favourite

A charming log cabin is presented with a symmetrical façade featuring dual gable roofs. Two large windows frame the entrance, while a gravel path leads to the front door. Lush greenery and carefully placed shrubs enhance the natural setting.

Cabin in Tiny

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.

FamilyLocationOutdoor spaces

4.9 out of 5 average rating, 142 reviews

Guest favourite

A cozy interior showcases natural wood-paneled walls and a sloped ceiling. A large window wall invites abundant light and offers scenic views of the surrounding landscape. A comfortable seating area with a mixed-patterned couch and a small coffee table completes the inviting space.

Cabin in Creemore

"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 .

LocationValueCheck-in

4.94 out of 5 average rating, 188 reviews

Top guest favourite

A custom-built home is set amidst trees, featuring a mix of stone and siding exterior. The entryway is accented by a covered porch with white railings. A spacious driveway leads to the two-car garage, bordered by autumn leaves scattered on the ground.

Cabin in Orillia

Beautiful Vacation Home with a Large Backyard.

Make lasting memories on your next getaway with your family and friends in this beautiful, custom-built home that boasts a stunning backyard that backs directly onto a park. Enjoy 3000 sq ft of living space, featuring five spacious bedrooms that can comfortably accommodate up to 10 guests.

FamilyValueNearby

4.84 out of 5 average rating, 115 reviews

Superhost

The living area features rustic wooden walls complemented by a polished wooden floor. Plush leather couches surround a textured coffee table, with a decorative vase of dried plants as the centerpiece. Large windows offer a view of the trees outside, enhancing the natural light in the space.

Cabin in Essa

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.

FamilyValueHospitality

4.84 out of 5 average rating, 153 reviews