
Waterfront holiday rentals in Orillia
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Orillia

Total holiday rentals
Explore 30 holiday rentals in Orillia

Nightly prices starting at
Orillia holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,630 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Orillia holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orillia rentals

4.8 Average rating
Orillia stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated waterfront rentals in Orillia
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Lake Simcoe Chalet-20min to Rama & Ski -1h Toronto
Relax with the whole family at this peaceful brand new home by Menoke Beach on Lake Couchiching. Mins away from boat and jet ski launch and beaches 15 mins from the famous Casino Rama! Minutes from Webers world famous charcoal barbecued burgers 15 Mins from Bass Lake Provincial Park. Endless nature activities nearby 8 mins to the famous Cavana Ridge spa 20 Mins to Vetta Spa and Horseshoe Valley Ski and Tubing resort 10 mins to Ice Fishing We are NOT on the water, we are one street over

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

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.

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).

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!

Luxury Guest House with Private Hot Tub and Trails
Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

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

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

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.

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.

Private 40 Acre Cottage with Hot Tub
Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.

FRIEND LAKE HOUSE
Amigo Lake House, the perfect getaway for any season! Sunny South waterfront views, soak up the sun during the day and star gaze the picturesque sky over the lake at night. Start the morning with a cup of coffee and watch the sunrise over the lake, explore on the kayak/paddle boards, play games in the backyard, barbecue a savoury meal, stay warm by the fire or take dip in the hot tub.
Popular amenities for waterfront rentals in Orillia
Waterfront apartment rentals

Lakeside Inn Cabin Apartment #2

The Muskoka River Chalet - The King's Den

Modern Luxury Delight with a Pool and Hot Tub

Fantastic 1 Bdrm With A View.

NEW Luxurious Corner Unit at Friday Harbour Resort

Welcome to waterfront paradise on Georgian Bay

Fenelon Falls Condo Retreat on Cameron Lake

Sanctuary in the Woods
Waterfront house rentals

Cozy Lakeside Cottage on Lake Scugog

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

The Captains Lake House

nortehaus - Nordic and Japanese inspired escape

Couchiching Lake Retreat - Sauna! Near Downtown!

Life is better by the lake!

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

Ski, Swim, Soak, Boat & Golf
Waterfront apartment rentals

Golf, Spa & Spring Vibes Getaway at Friday Harbour

Family-friendly luxury getaway at Friday Harbour

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Ground Floor w/ Large Terrance @ Friday Harbour

Stylish getaway condo, resort living

Designer Condo with beautiful harbour view.

Friday Harbour Luxury Condo Escape, Sleeps 4

Marina view at Friday Harbour 2bd/2bth Pool option
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $423 SGD | $225 SGD | $190 SGD | $254 SGD | $318 SGD | $409 SGD | $541 SGD | $489 SGD | $352 SGD | $287 SGD | $247 SGD | $291 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Lakeridge Ski Resort
- Torrance Barrens Dark Sky Conservation Area
- Gull Lake
- Osler Bluff Ski Club
- Pigeon Lake
- Devil's Glen Country Club
- Awenda Provincial Park
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Kee To Bala
- Georgian Bay Islands National Park
- Menominee Lake
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Balsam Lake Provincial Park
- Three Mile Lake





