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

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).

Retreat 82
Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Couples retreat w/hot tub: Romantic Getaway
Escape to tranquility in this spacious, serene home, now offered at an affordable rate for couples seeking a private retreat. Enjoy exclusive access to the entire property. Nestled along a canal leading to Lake Simcoe, this stunning home features a fully-equipped kitchen, outdoor BBQ, and a cozy firepit. Unwind in your private hot tub overlooking the water, or relax in the comfortable living and dining area. With fast Wi-Fi and beautiful surroundings, it's the perfect romantic getaway.

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

Upscale Spa Getaway w/ Private Sauna
Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

Muskoka Cottage Getaway with Sauna
Welcome to your Lakefront Muskoka oasis, where epic sunrises greet you each morning and a private sauna awaits your return after a day on the lake. Surrounded by nature, this cozy retreat offers the perfect blend of relaxation and adventure, making it an ideal getaway for couples and families. Enjoy our fully updated outdoor space with a brand new deck, fire pit space and cedar barrel sauna that offers views of the lake. Located only a short 1.5 hour drive from Toronto.

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.

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**

*HotTub*Pool*FirePit*King Bed*
The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a year-round hot tub, outdoor pool, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Year Round Hot Tub → Outdoor Swimming Pool

Boardwalk Bliss For Two *1 hr From TO!*
Waterfront Escape – 1 Hour from Toronto! Enjoy a private, street-level retreat steps from the marina boardwalk! Perfect for a relaxing getaway or remote work, with fast WiFi and in-room entertainment. 🌊 Activities Nearby: Waterside Dining & Boardwalk Music Nature Trails, Golf & Spa 🚤 Optional Add-Ons: ✔ Boating Excursions (Pre-Book) ✔ Dining & Activity Combos 📆 Book Now – Dates Fill Fast!

Boho by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!

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

Stunning 1 Bedroom unit

Luxury Serene Escape @ Friday Harbour Resort

The Muskoka River Chalet - The King's Den

Modern Luxury Delight with a Pool and Hot Tub

Trendy 1 Bdrm w/Pool & Hot Tub View

Beautiful Modern 2 Bedroom Apt.

NEW Luxurious Corner Unit at Friday Harbour Resort

Cabin A in Wymbolwood Lodge
Waterfront house rentals

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Cozy Lakeside Cottage on Lake Scugog

Couchiching Lake Retreat - Sauna! Near Downtown!

Georgian Bay Paradise

Mariposa Century Home - Heritage Pocket Orillia

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

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

Upper Shadow Creek Haven - Waterfront
Waterfront condo rentals

Cozy Stays – Your Fall Getaway at Friday Harbour

Luxury Stay at Friday Harbour Resort Lake Simcoe

2BR Getaway at Friday Harbour All Season Resort

Luxury Getaway @ Friday Harbour Condo at Marina

Stylish getaway condo, resort living

Designer Condo with beautiful harbour view.

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Friday Harbour Luxury Condo Escape, Sleeps 4
When is the best time to visit Orillia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ694 | ﺩ.ﺇ650 | ﺩ.ﺇ690 | ﺩ.ﺇ720 | ﺩ.ﺇ903 | ﺩ.ﺇ1,161 | ﺩ.ﺇ1,535 | ﺩ.ﺇ1,388 | ﺩ.ﺇ999 | ﺩ.ﺇ1,032 | ﺩ.ﺇ654 | ﺩ.ﺇ933 |
| 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.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Family-friendly vacation rentals
20 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!
Destinations to explore
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Grand River Vacation rentals
- Island of Montreal Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Laurentides Vacation rentals
- Rentals with a hot tub Orillia
- Family-friendly rentals Orillia
- Rentals with a fireplace Orillia
- House rentals Orillia
- Cabin rentals Orillia
- Rentals with outdoor seating Orillia
- Rentals with lake access Orillia
- Pet-friendly rentals Orillia
- Rentals with a patio Orillia
- Rentals with a washer and dryer Orillia
- Cottage rentals Orillia
- Apartment rentals Orillia
- Rentals with beach access Orillia
- Rentals with a fire pit Orillia
- Rentals with pools Orillia
- Beachfront rentals Orillia
- Rentals with a kayak Orillia
- Waterfront rentals Simcoe County
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- Craigleith Ski Club
- Rocky Crest Golf Club
- Angus Glen Golf Club
- Gull Lake
- Port Carling Golf & Country Club
- Windermere Golf & Country Club
- The Georgian Peaks Club
- The Club At Bond Head
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Lake Joseph Golf Club
- Wooden Sticks Golf Club
- Bigwin Island Golf Club
- The Georgian Bay Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Barrie Country Club
- Toronto Ski Club




