Holiday rentals in Orillia Island

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Top-rated holiday rentals in Orillia Island

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Top guest favourite
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.

4.95 out of 5 average rating, 180 reviews
Guest favourite
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.
Cottage in Washago

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
Guest favourite
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!

4.83 out of 5 average rating, 320 reviews
Guest favourite
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.
Cottage in Washago

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
Luxe
The exterior of the cottage is showcased amidst tall trees, featuring large windows that create a bright and airy appearance. Soft lighting highlights the architectural details, while the serene natural surroundings provide a tranquil setting.
Cottage in Gravenhurst

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
Top guest favourite
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.

4.93 out of 5 average rating, 178 reviews
Guest favourite
Cottage in Washago

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
Top guest favourite
The waterfront cottage is elevated on stilts, surrounded by tall trees and a grassy area. The screened porch is illuminated from within, providing a warm glow. A canoe is visible on the deck, suggesting outdoor activities are readily available.
Cottage in Washago

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
Top guest favourite
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.
Guest suite in Severn Bridge

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
Top guest favourite
Cottage in Washago

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
Top guest favourite
Home in Washago

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
Top guest favourite
A charming cottage sits by a serene waterfront, surrounded by lush trees. The sandy beach leads to calm water, with lounging spaces and two docks visible. Muskoka chairs are positioned on the lawn, inviting relaxation amid nature. The cottage's structure offers multiple outdoor seating options.
Cottage in Washago

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 reviews

Popular amenities for Orillia Island holiday rentals