
Waterfront holiday 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.

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

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!

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking
Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

Luxury Lakefront Cottage | Hot Tub & Sunset Views
Private lakefront cottage on Lake Simcoe with hot tub, sunset views, and a rare shallow sandy-bottom waterfront — a unique feature that’s hard to find. Ideal for large family and group getaways near Toronto, just a short drive from Hwy 404. Enjoy swimming, kayaking, paddleboarding, BBQ, firepit, private dock, fishing, and lakeside fun. Spacious 6 bedrooms, 4 bathrooms, a chef’s kitchen, and open-concept living make it perfect for relaxing and gathering. Close to town, yet private and peaceful.

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

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!

Lake Simcoe Retreat
Holiday retreat on Lake Simcoe with Sunset view. Front bedrooms and kitchen facing the river and Living room, Dining room, other rooms and open kitchen facing the Lake. You can enjoy the views from every part of the house. Totally renovated interior. High speed internet, a work space, Close to many world class family activities including Fishing, Hunting, Ice Fishing, Snowmobiling. Conveniently located an hour from Toronto, closest small town 5 minutes drive and Sutton town 12 minutes drive.

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 your bicycles.

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.

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.

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.

The Pond House - A Cozy Getaway
Sitting on a beautiful spring fed pond, The Pond House is the perfect peaceful getaway in nature during all seasons! Experience the private wood fired sauna, beautiful sunsets, sit beneath the glistening stars, have a bonfire as the water trickles by, cuddle up and watch awesome movies, swing in the outdoor hammock, make a memorable meal, enjoy the private screened in log cabin pavilion, and much more! Book now and make some memories with a loved one or friend!
Popular amenities for waterfront rentals in Lake Simcoe
Waterfront apartment rentals

Beautiful Riverside Country Apartment

1BR Friday Harbour Retreat | Balcony + Pool Access

The Muskoka River Chalet - The King's Den

Riverfront Lodging No cleaning fee !

Modern Luxury Delight with a Pool and Hot Tub

Fantastic 1 Bdrm With A View.

NEW Luxurious Corner Unit at Friday Harbour Resort

Elora Gingerbread Suite
Waterfront house rentals

Water’s Edge

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!

Beautiful lakefront Cottage on Lake Simcoe.

Luxury 5000sqft+ Waterfront Cottage: Sauna Hot Tub

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

Luxury Guest House with Private Hot Tub and Trails

River Luxury Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+

Dock on the Bay
Waterfront apartment rentals

Golf, Spa & Spring Vibes Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

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.

Riverview...A Gorgeous Condo on the Grand

Marina view at Friday Harbour 2bd/2bth Pool option
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Island of Montreal Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Rentals with a firepit Lake Simcoe
- Cabin rentals Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Rentals with pools Lake Simcoe
- Luxury rentals Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Bungalow rentals Lake Simcoe
- Rentals with a washing machine and dryer Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with a cinema Lake Simcoe
- Guest house rentals Lake Simcoe
- Rentals with lake access Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Flat rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- House rentals Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Rentals with a sauna Lake Simcoe
- Beachfront rentals Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Apartment rentals Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- York University
- Lakeridge Ski Resort
- Sheppard–Yonge Station
- Osler Bluff Ski Club
- Pigeon Lake
- Gull Lake
- Devil's Glen Country Club
- Rouge National Urban Park
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Fairview Mall
- Torrance Barrens Dark Sky Conservation Area
- Three Mile Lake
- Toronto PAN AM Sports Centre
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Vaughan Mills
- Wasaga Beach Area
- Awenda Provincial Park
- Wye Marsh Wildlife Centre





