Cabin holiday rentals in Simcoe County

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!

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

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)

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.

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

** Multi night Discounts! ** 10% Discount for 3 Nights or More** ** Minimum Stay 2 Nights Please Thanks** - Hot Tub is PRIVATE and available all year - huge kitchen table perfect for large groups - Fully stocked kitchen with everything you need - Natural Gas BBQ - 15 min walk to the Village at Blue Mountain - Ping Pong, foosball, chalk board, two fridges - bunk beds are doubles over doubles - Fire pit is PRIVATE *No kids, No pets, No Smoking Inside the Premises.

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.

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.

Reay Lake Tiny House

Take it easy at this unique and tranquil getaway. Reay Lake is conveniently located just 10 minutes to Gravenhurst. This 700 Sq ft cabin is situated on an acre and a half property for ultimate privacy. There is an access point for kayaks provided just 90 meters from the driveway.