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, 176 reviews
Top guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

5.0 out of 5 average rating, 290 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, 141 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
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, 179 reviews
Top guest favourite
An A-frame home is nestled among tall trees, featuring expansive windows that allow natural light to brighten the interior. A spacious deck overlooks the lush greenery, with a stone patio in the foreground, leading to a serene wooded setting.
Cottage in Gravenhurst

Lakefront A-Frame in Muskoka | Sauna & Hot Tub

Unplug lakeside in our modern off-grid A-Frame. Steps from the water, you can start your morning in the cedar sauna & finish the day under the stars in the hot tub. 3 cozy bedrms, sleeps 6-8 Private dock & complimentary canoe Outdoor fire pit & large patio Fast Starlink Wi-Fi for remote work Pet-friendly Ready for nature without compromise? Book now while your dates are open! ✅ A/C available in bedrooms ONLY ‼️ No EV Charging ‼️ No Laundry Updates: @wyldwoodmuskoka_aframe

4.98 out of 5 average rating, 92 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
Guest favourite
Tiny home in Gravenhurst

[The Noir]A Truly Unique A-Frame

Discover this Scandinavian-inspired A-frame nestled among trees, just 1.5 hours from Toronto. With 3 bedrooms, 2 baths, and a fully equipped kitchen, it’s designed for style and comfort. Enjoy lake access, relax by the fire, or explore Muskoka’s trails, breweries, and distilleries. A modern yet tranquil retreat, perfect for families, couples, or friends seeking a peaceful getaway in nature.

4.9 out of 5 average rating, 40 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, 13 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