
Waterfront vacation rentals in Simcoe County
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Top-rated waterfront rentals in Simcoe County
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Stunning Lakefront Cottage Hot Tub & Sauna
.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water
4.87 out of 5 average rating, 222 reviews
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!
5.0 out of 5 average rating, 237 reviews
Fall Escape - dazzling colours & stunning beach
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace
4.97 out of 5 average rating, 133 reviews
Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!
4.94 out of 5 average rating, 303 reviews
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.
4.96 out of 5 average rating, 182 reviews
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!
4.96 out of 5 average rating, 145 reviews
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.
4.95 out of 5 average rating, 167 reviews
Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.
4.98 out of 5 average rating, 156 reviews
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 and restaurants 5 ⭐️ review guests welcome Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it. NO generator
4.93 out of 5 average rating, 195 reviews
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
4.92 out of 5 average rating, 207 reviews
Lakefront | Private Dock, Sandy Beach & Hot Tub
Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.
4.91 out of 5 average rating, 304 reviews
Crystal Beach Cottage & Spa
**New Boat Launch 2026 In front Of Property** Serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mesmerizing sunrise & sunset. A few steps to the lake for a dip in the lake, sun bathing, paddle boarding (4 paddle boards) or a stroll up Innisfil Beach Park for a walk. An outdoor fire pit, sauna and hot tub awaits you at to relax and loosen up those muscles & release tension. A wonderful experience awaits you!
4.87 out of 5 average rating, 373 reviewsPopular amenities for Simcoe County waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment
4.96 out of 5 average rating, 347 reviews
Fantastic 1 Bdrm With A View.
4.96 out of 5 average rating, 56 reviews
Luxury Corner 2BR | King Suite | Friday Harbour
4.95 out of 5 average rating, 63 reviews
Welcome to waterfront paradise on Georgian Bay
4.93 out of 5 average rating, 61 reviews
Lakeside Inn Cabin Apartment #2
4.62 out of 5 average rating, 175 reviews
Guest Suite at Bluewood Cottage
5.0 out of 5 average rating, 5 reviews
Friday Harbour Chic Waterfront Getaway
4.96 out of 5 average rating, 26 reviews
Modern Luxury Delight with a Pool and Hot Tub
4.98 out of 5 average rating, 53 reviewsWaterfront house rentals

Luxury Guest House with Private Hot Tub and Trails
4.98 out of 5 average rating, 191 reviews
Waterfront Cottage Over-the-Water view w BBQ& Wifi
4.83 out of 5 average rating, 320 reviews
Ski, Swim, Soak, Boat & Golf
4.85 out of 5 average rating, 113 reviews
Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
4.92 out of 5 average rating, 125 reviews
Georgian Bay Paradise
4.85 out of 5 average rating, 159 reviews
Welcoming Waterfront Cottage
4.95 out of 5 average rating, 41 reviews
Water’s Edge
5.0 out of 5 average rating, 35 reviews
The Captains Lake House
4.93 out of 5 average rating, 30 reviewsWaterfront condo rentals

JillBilly by the Bay
4.99 out of 5 average rating, 338 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
4.98 out of 5 average rating, 132 reviews
The Friday Flat | Sunny Escape by the Marina
4.93 out of 5 average rating, 242 reviews
Golf, Spa & Fall Vibes Getaway at Friday Harbour
4.98 out of 5 average rating, 134 reviews
Resort Condo in Friday Harbour
4.87 out of 5 average rating, 347 reviews
Relaxing North Creek Studio Retreat | Pool+Hot Tub
4.88 out of 5 average rating, 132 reviews
Stylish getaway condo, resort living
4.95 out of 5 average rating, 212 reviews
Friday Harbour Luxury Condo & Pool, Sleeps 4
4.94 out of 5 average rating, 161 reviewsDestinations to explore
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- Waterfront rentals Ontario
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Vaughan Mills
- Awenda Provincial Park
- Lakeridge Ski Resort
- Scandinave Spa Blue Mountain
- Dagmar Ski Resort
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Island Lake Conservation Area
- Kee To Bala
- McMichael Canadian Art Collection





