
Waterfront vacation rentals in Simcoe County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Simcoe County
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!

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Hockley Riverside Cottage • Loft and Bunkie
Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

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 Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

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*

Deerleap Glamping Dome
Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

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 ( 2 bunk beds) $100 flat fee

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.

Sunset Beach Cottage
Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.
Popular amenities for Simcoe County waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment

Lakeside Inn Cabin Apartment #2

1BR Marina Retreat | Pool, Resort & Balcony

Modern Luxury Delight with a Pool and Hot Tub

Fantastic 1 Bdrm With A View.

NEW Luxurious Corner Unit at Friday Harbour Resort

Cabin A in Wymbolwood Lodge

Welcome to waterfront paradise on Georgian Bay
Waterfront house rentals

Modern Waterfront Home on Georgian Bay w/ Hot Tub!

Water’s Edge

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

River's End: Explore the river by kayak or canoe!

2 Bd Boardwalk Condo Patio Oasis

Beautiful lakefront Cottage on Lake Simcoe.

The Turquoise Cottage

Luxury Lakeview Stay w/ Jacuzzi | Downtown Barrie
Waterfront condo rentals

Golf, Spa & Spring Vibes Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

Family-friendly luxury getaway at Friday Harbour

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
Destinations to explore
- Cabin rentals Simcoe County
- Vacation home rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with beach access Simcoe County
- Fitness-friendly rentals Simcoe County
- Rentals with a washer and dryer Simcoe County
- Boutique hotels Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with outdoor seating Simcoe County
- Rentals with a kayak Simcoe County
- Chalet rentals Simcoe County
- Guesthouse rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Family-friendly rentals Simcoe County
- Villa rentals Simcoe County
- Beachfront rentals Simcoe County
- Tiny house rentals Simcoe County
- Rentals with a patio Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Smoking-friendly rentals Simcoe County
- Bungalow rentals Simcoe County
- RV rentals Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with a fireplace Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Private suite rentals Simcoe County
- House rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Loft rentals Simcoe County
- Cottage rentals Simcoe County
- Apartment rentals Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theater Simcoe County
- Rentals with a fire pit Simcoe County
- Dome rentals Simcoe County
- Luxury rentals Simcoe County
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Lakeridge Ski Resort
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Awenda Provincial Park
- Vaughan Mills
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Forks of the Credit Provincial Park
- Balsam Lake Provincial Park





