Holiday houses in Orillia Island

4.95 out of 5 average rating, 180 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.

FamilyValueHeating

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, 176 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).

LocationFamilyQuiet

4.92 out of 5 average rating, 50 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. 😊

LocationFamilyView

5.0 out of 5 average rating, 290 reviews

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.

LocationFamilyView

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.

4.92 out of 5 average rating, 141 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

ValueLocationBiking

4.93 out of 5 average rating, 179 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.

LocationValueIndoor spaces

4.86 out of 5 average rating, 59 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.

ValueFamilySolo travel

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.

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!

LocationValueCheckout

4.96 out of 5 average rating, 140 reviews

5.0 out of 5 average rating, 51 reviews

Dome in Gravenhurst

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub

Escape to Casa Doma, a unique 3BR 🛏️, 2BA 🛁 retreat on 10 private acres 🌲 in Gravenhurst Ontario This geodesic-inspired home blends modern style with cozy comfort, perfect for families, friends, or groups. Relax in the 7-seater hot tub 🛁, gather at the fire pit 🔥 (seasonal use only), or play in the games room with foosball, ping pong & air hockey. With a sunroom, trampoline 🤸, & Starlink WiFi 📶, it’s the ideal mix of relaxation & adventure.

FamilyLocationCheckout

4.93 out of 5 average rating, 175 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.

ValueFamilyParks

4.93 out of 5 average rating, 14 reviews

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.

LocationFamilyComfort

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.