
Waterfront vacation rentals in Orillia
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Top-rated waterfront rentals in Orillia
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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!

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

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).

Lakefront Cozy Cottage w Hot Tub!
On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Bunkie On The River
Welcome to our four season bunkie retreat on the river. Leave the world behind and seek comfort and peace at Riverside Ranch. Imagine starting your day reconnecting with nature amidst wooded walking trails. Along your walk you see geese swimming in the river, goats exploring the woods, and Highland cattle grazing in the pasture. Upon return, you open the door to the crackle & pop of a toasty wood burning sauna, followed by an icy cold plunge in the river. *No air-conditioning*

Spacious Apartment Facing The Severn River
Clean, lower unit, private entrance, one bedroom apartment fronting on the Severn River (aka Black). 90 mins. north of GTA. Five min. off Hwy 11 at the village of Washago where you can find most amenities. Fair weather activities include swimming, kayaking, canoeing, fishing or just dock time. Available winter months for simple relaxing accommodation. Hosts live on the upper floor and will be available to assist but will respect your privacy.

Blue Dreams Of Lake Simcoe
Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Canada. Immerse yourself in nature while enjoying modern comforts and nearby attractions. Our newly renovated 1 bedroom, 1 bathroom offers a unique getaway for couples, located just 1 1/2 hours outside of Toronto. **PLEASE NOTE** **Stairs leading up to the bed room loft are steep and may not be suitable for guests with mobility issues**

Riverfront Cottage with HotTub
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.

Waterfront Muskoka guest suite near Casino Rama
Take a break and unwind at this peaceful oasis surrounded by trees and wildlife in Washago, on the Black River. Conveniently located 10 minutes from Casino Rama, Hwy 11, groceries and a beach. Large private room with private entrance and bathroom overlooking the river with walkout to a deck and Muskoka chairs. Relax and recharge in nature in this quiet beautiful natural setting.

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.
Popular amenities for Orillia waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment

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

Sanctuary in the Woods
Waterfront house rentals

Cozy Lakeside Cottage on Lake Scugog

2 Bd Boardwalk Condo Patio Oasis

Couchiching Lake Retreat - Sauna! Near Downtown!

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

River Luxury Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+

Ski, Swim, Soak, Boat & Golf

Luxurious Waterfront Vacation Villa Kolenchery.

The Muskoka River Homestead
Waterfront condo rentals

Golf, Spa & Spring Vibes Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

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

Stylish getaway condo, resort living

Pet friendly 2 BR with a private terrace at FH

Designer Condo with beautiful harbour view.

Friday Harbour Luxury Condo Escape, Sleeps 4

Resort Condo in Friday Harbour
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,201 | ﺩ.ﺇ639 | ﺩ.ﺇ540 | ﺩ.ﺇ720 | ﺩ.ﺇ903 | ﺩ.ﺇ1,161 | ﺩ.ﺇ1,535 | ﺩ.ﺇ1,388 | ﺩ.ﺇ999 | ﺩ.ﺇ815 | ﺩ.ﺇ701 | ﺩ.ﺇ826 |
| 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 |
Quick stats about waterfront rentals in Orillia

Total vacation rentals
Explore 30 vacation rentals in Orillia

Nightly prices starting at
Orillia vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Orillia vacation rentals include wi-fi 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!
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Pigeon Lake
- Dagmar Ski Resort
- Gull Lake
- Georgian Bay Islands National Park
- Three Mile Lake
- Bigwin Island Golf Club
- Torrance Barrens Dark Sky Conservation Area
- Scandinave Spa Blue Mountain
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Menominee Lake
- Awenda Provincial Park
- Wasaga Beach Area
- Wye Marsh Wildlife Centre
- Balsam Lake Provincial Park
- Sunset Point Park





