
Waterfront holiday rentals in Simcoe County
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Simcoe County
Guests agree: These waterfront accommodation options 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!

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.

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).

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.

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.

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 $100/NIGHT ( 2 bunk beds)

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

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**

Bohemian Luxury at Friday Harbour Resort Simcoe
Welcome to a Bohemian Paradise in the Heart of Friday Harbour. Treat yourself to a relaxing experience only 1hr from Toronto. This beautifully designed condo was designed to make your experience at Friday Harbour the best it can be. **Convenience** One of the few condos with direct walkout to the courtyard’s Firepit and BBQs. Steps away from Restaurants, Nature Trails, Beach & Boardwalk, Golfing, Live Music Events every Weekend.

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!

Cozy Beach Cottage with Pool | Georgian Bay
Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.
Popular amenities for Simcoe County waterfront rentals
Waterfront apartment accommodation

Beautiful Riverside Country Apartment

Lakeside Inn Cabin Apartment #2

1BR Friday Harbour Retreat | Balcony + Pool Access

Modern Luxury Delight with a Pool and Hot Tub

Trendy 1 Bdrm w/Pool & Hot Tub View

2 Bedroom AirBnB @ Friday Harbour Resort

NEW Luxurious Corner Unit at Friday Harbour Resort

Cabin A in Wymbolwood Lodge
Waterfront house rentals

Booking Now Sprng/Smmr Vaca/Modern & Cozy Cottage

Luxurious Lake front Island Townhome, Innisfil, ON

Couchiching Lake Retreat - Sauna! Near Downtown!

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

The Yellow Cottage

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Waterfront cottage in Elmvale, Orr Lake

Luxurious Lake House for Family Stays
Waterfront condo accommodation

Cozy Stays – Your Fall Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

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

Friday Harbour Ground Floor w/ Large Terrance

Stylish getaway condo, resort living

Designer Condo with beautiful harbour view.

Friday Harbour Luxury Condo Escape, Sleeps 4

Marina view at Friday Harbour 2bd/2bth Pool option
Destinations to explore
- Cabin rentals Simcoe County
- Holiday home rentals Simcoe County
- RV rentals Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with beach access Simcoe County
- Fitness-friendly rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Bungalow rentals 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
- Boutique hotels Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access 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
- Loft rentals Simcoe County
- Cottage rentals Simcoe County
- Apartment rentals Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theatre Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with a fire pit Simcoe County
- Dome rentals Simcoe County
- Luxury rentals Simcoe County
- Villa rentals Simcoe County
- Family-friendly rentals 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
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Caledon Ski Club LTD
- Kee To Bala
- Forks of the Credit Provincial Park
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Awenda Provincial Park
- Mono Cliffs Provincial Park
- Burl's Creek Event Grounds
- Balsam Lake Provincial Park
- Couchiching Beach Park




