
Waterfront vacation rentals in Simcoe County
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Simcoe County
Guests agree: these waterfront accommodations 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.

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.

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.

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!

Private 40 Acre Cottage with Hot Tub
Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.

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.

2BR Getaway at Friday Harbour All Season Resort
2 Bedroom Condo at Friday Harbour Resort on Lake Simcoe. 45 mins from Toronto, 15 mins from Go Station. Great getaway for couples, families or those just wanting some time to relax and unwind. Visit the marina, take a walk on the boardwalk or spend the day at the beach, spend the afternoon walking the serene nature preserve trails, golf course and much, much more....

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 Simcoe County waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment

Luxury Serene Escape @ Friday Harbour Resort

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

NEW Luxurious Corner Unit at Friday Harbour Resort

Cabin A in Wymbolwood Lodge
Waterfront house rentals

Luxurious Lake front Island Townhome, Innisfil, ON

Underhill Riverside Retreat-Nature Preserve

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

The Turquoise Cottage

Couchiching Lake Retreat - Sauna! Near Downtown!

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

Luxurious Lake House for Family Stays

Happy Valley Ski Golf Spa Relax
Waterfront condo rentals

Cozy Stays – Your Fall Getaway at Friday Harbour

Luxury Stay at Friday Harbour Resort Lake Simcoe

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

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

Resort Condo in Friday Harbour
Destinations to explore
- Rentals with breakfast Simcoe County
- Rentals with a washer and dryer Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Beachfront rentals Simcoe County
- Rentals with beach access Simcoe County
- Loft rentals Simcoe County
- House rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Apartment rentals Simcoe County
- Rentals with a patio Simcoe County
- Cabin rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Fitness-friendly rentals Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theater Simcoe County
- Cottage rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Townhouse rentals Simcoe County
- Vacation home rentals Simcoe County
- Rentals with a kayak Simcoe County
- Tiny house rentals Simcoe County
- Rentals with a sauna Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Bungalow rentals Simcoe County
- Chalet rentals Simcoe County
- Villa rentals Simcoe County
- Luxury rentals Simcoe County
- Boutique hotels Simcoe County
- Private suite rentals Simcoe County
- Rentals with a firepit Simcoe County
- Family-friendly rentals Simcoe County
- RV rentals Simcoe County
- Dome rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Bed and breakfasts Simcoe County
- Guesthouse rentals Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools 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
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Taboo Muskoka Resort & Golf
- LEGOLAND Discovery Centre Toronto
- Caledon Ski Club LTD
- Centennial Beach
- Mono Cliffs Provincial Park
- Scandinave Spa Blue Mountain
- Island Lake Conservation Area
- Sunset Point Park
- Wasaga Beach Area
- Forks of the Credit Provincial Park
- Burl's Creek Event Grounds
- Mill Pond Park
- Gateway Casino-Innisfil
- Wye Marsh Wildlife Centre
- Vaughan Mills




