Vacation rentals in Orillia Island

4.95 out of 5 average rating, 178 reviews

A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.

Cottage in Severn Bridge

CARL in Muskoka: Waterfront Cottage with Hot Tub

Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.

ValueFamilyQuiet

A cozy living area features two armchairs and a comfortable sofa, arranged around a central coffee table. Large windows allow natural light to illuminate the space, showcasing views of the surrounding woods. A television and a stylish lamp enhance the room's functionality.

4.97 out of 5 average rating, 174 reviews

Relax at The Rock: Muskoka Waterfront Cottage

Enjoy fishing, swimming and paddling 22km of the green and black rivers. Paddleboat, canoe, 2 kayaks, and a SUP provided. Take the short 5 minute stroll into town for ice cream or fresh baked treats. Lay out on the elevated deck or in the screened in porch with a good book. End your evening at the riverfront firepit. Nearby day adventures include hiking, golfing, parks, beaches, breweries, casino rama, and downhill skiing at Mount St Louis Moonstone and Horseshoe Valley (30 minute drive).

FamilyLocationHiking

4.92 out of 5 average rating, 48 reviews

A spacious two-story home, characterized by a stone façade and large front windows that offer a stunning view of the sunset. The well-maintained lawn is adorned with neatly trimmed shrubs and flowers, leading to a welcoming entryway. The outdoor seating arrangement is visible, suggesting an inviting area for relaxation.

Cottage in Orillia

Lakefront Simcoe Cottage | Dock&Kayaks |Firepit

Escape to the shores of Lake Simcoe for a relaxing four-season getaway with family and friends. This 4-bedroom lakefront cottage sleeps up to 8 guests and offers beautiful water views, direct lake access, fishing, kayaks, a canoe, paddle board, and fire pit. Start your day with peaceful mornings by the water, spend the afternoon fishing , kayaking, paddling, or swimming in season, and unwind by the lake . Just a short drive from Downtown Orillia, Casino Rama, and year-round attractions. 😊

FamilyLocationNearby

4.82 out of 5 average rating, 318 reviews

A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.

Home in Orillia

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

ValueFamilyCheck-in

A spacious cottage is set against a lush green backdrop, featuring a distinct barrel sauna nearby. A manicured lawn hosts a small putting green with flags, alongside several lounge chairs. The architecture blends modern and natural elements, creating an inviting outdoor environment.

4.95 out of 5 average rating, 137 reviews

Waterfront Cottage sauna/golf/kayaks/beach/games

Welcome to Hally’s Cove Riverside Retreat! A fully loaded 4-season escape on the Trent Severn River! Dock your boat with shore power ⚓, lounge in the over-the-water hammock 🌅, relax in the panoramic sauna 🧖‍♀️, or play in the games room 🕹️ (ping pong, basketball, air hockey plus lots more). Enjoy the 4-hole putting green ⛳, 6 kayaks 🛶, lily pad and custom landscaped Muskoka rock fire pit 🔥. Summer Bonus - Mosquito-sprayed for extra comfort! IG to see more photos: @hallys_cove

LocationValueGrill

A serene view of the Severn River at sunset, framed by tall green trees. Soft hues of pink, orange, and purple paint the sky, reflecting gently on the water's surface. The area is landscaped with a grassy shoreline and a tranquil atmosphere, perfect for relaxation.

4.83 out of 5 average rating, 138 reviews

River's Bend Cottage along the Severn River

This cottage can be enjoyed year round, from sunny summer days on the dock, gorgeous fall colours and cozy winter nights by the fireplace. Only 30 minutes drive to Horseshoe valley ski resort. It is located on the Severn River with an approximately 100 ft long dock that runs along a very deep section in the river. It offers great swimming and fishing right from the dock. Close to the cottage are the town of Washago, Casa Rama, stunning Coopers Falls and CN rail walking trail.

LocationFamilyOutdoor spaces

4.93 out of 5 average rating, 175 reviews

Cottage in Gravenhurst

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

Welcome to Marrakahshe Retreat: A curated lakeside experience & sauna under 2-hours from Toronto. With 230 feet of private lakefront, southwestern exposure, stunning views and eclectic high-end decor, this exquisite Muskoka retreat is the perfect place to relax, unwind, and immerse yourself in nature. Enjoy the pristine beauty of Kahshe Lake and the Canadian Shield, along with your very own 50 ft. walk-in sandy beach, glamping yurt, dock, sauna, fire pits, home theatre and more.

ValueFamilySleep quality

Guest suite in Severn Bridge

A spacious exterior view of the home is depicted, showcasing a well-maintained façade with multiple gables and a large driveway. Lush greenery surrounds the property, complemented by flower arrangements near the entrance.

4.96 out of 5 average rating, 137 reviews

Muskoka Retreat

Very spacious apartment (approximately 1600 sq. ft.) with private entrance. Located in Severn Bridge close to Hwy 11 at the Trent Severn waterway only 10 mins south of Gravenhurst. There are approximately 20 lakes and rivers within 30 minutes of the house with the closest one being only 5 minutes away. A guide book is offered in the suite that is full of recommendations for fun! Between Gravenhurst, Orillia, Bracebridge and Bala, there is always something exciting going on!

LocationFamilyKitchen

Superhost

Cabin in Washago

4.89 out of 5 average rating, 312 reviews

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.

FamilyValueNearby

4.87 out of 5 average rating, 277 reviews

A bungalow with a wooden deck overlooks a well-maintained lawn, surrounded by greenery and flower beds. Large windows provide views of the outdoor space. The exterior showcases a warm wooden finish and a sloped roof, enhancing the inviting appeal of the home.

Bungalow in Orillia

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!

ValueFamilyParking

4.93 out of 5 average rating, 174 reviews

Riverfront Cottage with HotTub Near Muskoka

Escape to our beautiful family owned and loved picturesque and serene waterfront cottage and wrap around deck with HotTub. With over 140 feet of private shoreline directly on the Black River offering 3 bedrooms, 4 beds, 2 full bathrooms, gas fireplace, a/c and central heating. Perfect winter getaway for couples and families, 90 minutes from Toronto, 15 minutes to Orillia. 3 Kayaks included. Fully equipped kitchen, fire pit and BBQ.

LocationFamilyKitchen