
Holiday rentals in Orillia Island
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Top-rated holiday rentals in Orillia Island
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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.
4.95 out of 5 average rating, 180 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).
4.97 out of 5 average rating, 175 reviews
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!
4.83 out of 5 average rating, 320 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
4.92 out of 5 average rating, 140 reviews
Muskoka Lakefront• Sauna • Fireplace• Chef kitchen
Wake to mist on the water, coffee on the terrace, and two acres of pines to yourselves. Edgewater Cottage Muskoka is an all-season luxury lakefront retreat 1.5 to 2 hours from Toronto and 10 minutes from Gravenhurst. Slow dinners in the chef's kitchen, laughter around the island, evenings by the fire, and steam rising off the lakeside sauna. The place to reset and reconnect with your group and nature. Perfect for families, friends, couples, retreats, or small corporate off-sites.
4.99 out of 5 average rating, 87 reviews
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.
4.93 out of 5 average rating, 178 reviews
Green River Cottage w/ Kayaks & Pedal Boat
Welcome to Glennridge Manor! Take time to enjoy and relax in this newly updated cottage/home that is located 1 hour 40 mins from Downtown Toronto on the calm shore of the Green River. Plenty of quiet places to relax. Great swimming and fishing right off the dock. You are 5 minutes to downtown Washago with a grocery store, coffee shop, ice cream store and wonderful restaurants. It is fully equipped with all dishes, cutlery and utensils, pots and pans, toaster and coffee maker.
4.88 out of 5 average rating, 58 reviews
Beachfront on the Green River
Welcome to this waterfront property on the Green River in Washago Ontario with 20 km’s of water way to explore. Situated 15 mins from Orillia, Gravenhurst or casino Rama. Use the canoe, kayaks, stand up paddle boards and lily pad or just sit on the dock and watch the world go by. This place is made for making memories with a bonfire pit, outdoor shower, bocci ball, corn hole and giant checker game. Great fishing for kids right off the dock with sandy walk in beach area. No Pets
4.97 out of 5 average rating, 37 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!
4.96 out of 5 average rating, 140 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.
4.93 out of 5 average rating, 175 reviews
The Shore View-Waterfront|Sunset Views| King Bed
Escape to the lake and feel instantly at ease in this warm and welcoming 5 bedroom, 3 bathroom home-designed for comfort, connection and unforgettable memories. Bring the whole family to this great place with lots of room for fun! The Shore View Cottage is located 15 minutes North of Orillia and 25 minutes South of Gravenhurst offering tons of options for food, drink and entertainment.
5.0 out of 5 average rating, 12 reviews
Mistywood Cottage
Welcome to my Mistywood Cottage. Escape the busy city in this little oasis of mine. Whether you are coming with the family or friends, this cottage provides a relaxing experiences for every guest with a beautiful water view and sunset. Enjoy the camp fire, fishing or simply relax on the dock. I am sure your experience will be unforgettable!
4.97 out of 5 average rating, 199 reviewsPopular amenities for Orillia Island holiday rentals
Other great holiday rentals in Orillia Island

[The Noir]A Truly Unique A-Frame
4.9 out of 5 average rating, 40 reviews
Lakefront A-Frame in Muskoka | Sauna & Hot Tub
4.98 out of 5 average rating, 92 reviews
Lakefront Simcoe Cottage | Dock&Kayaks |Firepit
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Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub
5.0 out of 5 average rating, 50 reviews
Waterfront Muskoka Cottage - Sauna & Kayaks
5.0 out of 5 average rating, 20 reviews
Waterfront Cottage in Muskoka | SAUNA | Beach
5.0 out of 5 average rating, 54 reviews
Luxury Muskoka Waterfront Retreat
5.0 out of 5 average rating, 33 reviews
Oak Cabin on Sparrow Lake
4.89 out of 5 average rating, 76 reviewsDestinations to explore
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- Wasaga Beach Area
- Arrowhead Provincial Park
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Pigeon Lake
- Gull Lake
- Awenda Provincial Park
- Deerhurst Highlands Golf Course
- Scandinave Spa Blue Mountain
- Menominee Lake
- Fairy Lake
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Lions Lookout
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Dorset Lookout Tower
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- Innisfil Beach Park
- Couchiching Beach Park





