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

Charming waterfront cottage on Lake Simcoe
Charming 4 bedroom cottage plus Boat house conveniently located 1 hour from GTA on a private waterfront lot surrounded by mature trees sandy bottom clear water. Proximity of the cottage to the water is sure to please either the sun or shade lovers with multiple large decks dock for sitting dining and lounging. We offer hot tub Sauna basketball net paddle boat floating mat kayaks canoe paddle board pool table, foosball. fishing gear, life jackets. Summertime is by the week, Saturday to Saturday.

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY COTTAGE! This rustic, private, lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double sized bed), large bright sunroom with sleeper sectional. Large newly renovated deck. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own 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! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

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.

Granny's Cottage
Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

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.

Cedar Springs Cabin - A Cozy Hideaway in the Woods
Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

Cottage on Lake Simcoe Amazing lake Views
Lakefront 3-bedroom cottage on Lake Simcoe – perfect for families! . Please note You can see the lake from living room. Features a fully equipped kitchen and two 3-piece washrooms .Enjoy stunning lake views, BBQ, fishing, and crystal-clear shallow water safe for swimming (weather permitting). Apple picking in Fall and icing fishing in winter! Water access and beach area are shared with a few friendly neighbors. Fast starlink internet! Owner Allergic issue ,so please NO PET allowed.

Luxury tiny home on peaceful country estate
Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $35/GUEST MINIMUM $120/NIGHT

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Tall Pines Nature Retreats ~ La Rouge
Reconnect with nature at Tall Pines Nature Retreats, where a hand-painted yurt with a private hot tub awaits in a forest sanctuary on a boutique horticultural farm. Stargaze by the fire, relax beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.
Popular amenities for Lake Simcoe waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment

The Muskoka River Chalet - The King's Den

Riverfront Lodging No cleaning fee !

Modern Luxury Delight with a Pool and Hot Tub

Trendy 1 Bdrm w/Pool & Hot Tub View

Elora Gingerbread Suite

Riverside Retreat

Casa Elora
Waterfront house rentals

Beach House: First Floor

Luxury Waterfront Cottage with Sauna & Hot Tub

Beautiful Quiet Escape to Bobcaygeon, Kawarthas

Georgian Bay Paradise

Luxury Guest House with Private Hot Tub and Trails

Waterfront Retreat | 6BR • Hot Tub • Private Beach

Sauna*King Bed*Fireplace*SmartTV

Spectacular Waterfront 3 Bedroom Home!
Waterfront condo rentals

Cozy Stays – Your Fall Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

Cozy Fairy Lake Getaway

Stylish getaway condo, resort living

Designer Condo with beautiful harbour view.

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

Lakeside in Muskoka

Friday Harbour Luxury Condo Escape, Sleeps 4
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Island of Montreal Vacation rentals
- Northeast Ohio Vacation rentals
- Pittsburgh Vacation rentals
- Laurentides Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Rentals with a sauna Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Rentals with a fire pit Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Private suite rentals Lake Simcoe
- Rentals with lake access Lake Simcoe
- Bungalow rentals Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Guesthouse rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Rentals with pools Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Apartment rentals Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Beachfront rentals Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Luxury rentals Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Cabin rentals Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Rentals with beach access Lake Simcoe
- Condo rentals Lake Simcoe
- Rentals with a washer and dryer Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- House rentals Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Rouge National Urban Park
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Cedar Park Resort
- Devil's Glen Country Club
- Craigleith Ski Club
- Gull Lake
- Port Carling Golf & Country Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- The Club At Bond Head
- Windermere Golf & Country Club
- Muskoka Bay Resort
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Dagmar Ski Resort
- Granite Golf Club
- Toronto Ski Club