Cabin vacation rentals in Simcoe County

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Top-rated cabin rentals in Simcoe County

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Top guest favorite

A rustic cabin exterior features warm wooden paneling and a welcoming entrance. Two comfortable outdoor chairs are positioned near a small fire pit, creating an inviting space for relaxation. Lush greenery surrounds the area, complementing the cozy atmosphere.

Cabin in Whitchurch-Stouffville

4.99 out of 5 average rating, 109 reviews

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.

Superhost

The image displays a scenic view featuring the Blue Mountain area, surrounded by lush hills. A hot tub is prominently positioned in a wooden enclosure, while a ping pong table awaits for leisure activities. The text highlights a perfect getaway location suitable for groups of 2 to 16.

Cabin in The Blue Mountains

4.9 out of 5 average rating, 401 reviews

🍺"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!

Top guest favorite

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

4.95 out of 5 average rating, 316 reviews

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!

Top guest favorite

A modern cabin is viewed from a snowy landscape, featuring a large wooden deck with a series of steps leading to expansive glass doors. Pine trees frame the scene, creating a serene, nature-filled ambiance while soft lighting adds a cozy touch.

Cabin in Georgina

4.99 out of 5 average rating, 103 reviews

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

Top guest favorite

A cozy cottage exterior is visible, featuring white vertical siding and a stone foundation. The entrance is marked by a wooden door, flanked by a soft glow from a wall-mounted light fixture. Snow blankets the surrounding landscape, enhancing the peaceful setting.

Cabin in Orangeville

4.97 out of 5 average rating, 158 reviews

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.

Guest favorite

The rustic cabin is adorned with colorful holiday lights, creating a festive ambiance against the backdrop of snow-covered ground. A covered porch extends into the outdoor space, inviting entry. Tall trees surround the cabin, accentuating its cozy and secluded setting.

Cabin in Georgina

4.88 out of 5 average rating, 151 reviews

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)

Guest favorite

A spacious outdoor area features a picnic table and fire pit, surrounded by lush green grass and trees. The serene view extends to the canal, with glimpses of nearby cottages, creating a peaceful setting ideal for outdoor relaxation.

Cabin in Severn Bridge

4.77 out of 5 average rating, 186 reviews

Moon River Place Unit 4A

A modest riverfront cottage with a full kitchen and bathroom, three bedrooms that sleeps six; 1 queen, 1 double and a bunk. 20 mins from Orillia, and 15 mins from Gravenhurst. Situated on a lively canal connecting Sparrow lake and lake Couchiching with private access. Perfect for families or small groups looking to enjoy some time away from the noise of the city. Please read the listing details, if you miss important information, please do not make a complaint about it later.

Top guest favorite

Cabin in Ravenna

5 out of 5 average rating, 31 reviews

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

Superhost

The cottage is surrounded by trees and features a welcoming porch with chairs. Soft outdoor lighting enhances the space. A firepit with stones encircles dried wood, inviting gatherings. Beyond the cottage, additional vehicles are visible near the private lot.

Cabin in Washago

4.78 out of 5 average rating, 201 reviews

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.

Superhost

A charming cabin is nestled among vibrant trees, showcasing a mix of green and yellow foliage. A grassy area surrounds the cabin, creating a serene outdoor space, while a deck is visible at the back, enhancing the peaceful rural atmosphere.

Cabin in Creemore

4.79 out of 5 average rating, 328 reviews

Cozy Cottage Bed and Breakfast. Set on 4 acres.

Set on 4 acres of wooded land, this wee Bed and Breakfast provides a relaxing country retreat. Basic breakfast provided. High speed WIFI on site !! My one bedroom B&B is complimented by a deck with BBQ and fire pit. It is a 3 min walk to the Bruce Trail and 5 to Noisy River Provincial Park. Located on county Rd 9 and ideal for biking, hiking and sleeping. The Noisy River is a fav spot hiking. Downhill & xskiing are close by. Creemore & Beer 7 minutes.

Top guest favorite

A cozy cabin is nestled among tall trees, showcasing wooden siding and a sloped roof. A porch extends from the front, featuring a small table with chairs. A chimney rises from the roof, indicating a wood stove within, while soft lighting illuminates the entrance.

Cabin in Severn

5 out of 5 average rating, 133 reviews

Private Romantic Cabin with Hot Tub

Are you seeking a romantic getaway nestled in the serene beauty of nature? Look no further than our secluded cabin in the forest, providing complete privacy, and a rustic charm. You’ll find everything you need to relax & unwind. At Alive Wilderness Retreat we believe that the natural beauty of the forest provides the perfect backdrop for creating lasting memories.