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, 114 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.

Guest favorite

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

4.87 out of 5 average rating, 101 reviews

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

Guest favorite

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, 408 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, 321 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!

Guest favorite

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

4.94 out of 5 average rating, 144 reviews

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.

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, 105 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, 171 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.

Top guest favorite

A spacious outdoor area is highlighted by a stone fire pit, surrounded by two green adirondack chairs. In the background, a cottage with a sunroom and wooden deck is visible, set against a backdrop of lush trees and open grass.

Cabin in Severn Bridge

4.72 out of 5 average rating, 169 reviews

Moon River Place Unit 4B

A modest riverfront cottage with a full kitchen and bathroom. 1 bedroom with a queen bed, a low ceiling loft accessible by ladder with 2 single beds or a futon in the living room, sleeps 4 in total. 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 enjoy some time away from the noise of the city. Please read the listing details carefully!

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

4.78 out of 5 average rating, 335 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, 136 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.