
Waterfront vacation rentals in Lake Simcoe
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Lake Simcoe
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

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.

Lakefront Cottage with Gorgeous Sunset Views
Cozy cottage with gorgeous views right on the lake. Perfect lake for water play, great fishing right off the dock, plenty of nature trails and boat launch nearby. Enjoy your evenings as you take in the sunset around 1 of 2 firepits, whether you choose to have a fire right at the water's edge or up top. There is also a boathouse you can relax on top of under the shade of the trees. Enjoy eating outside on the oversized deck as you take in the views of the lake. Lots of outdoor space to play.

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.

Retreat 82
Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

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.

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 you bicycles.

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.

Cedar Springs Cabin - A Cozy Hideaway in the Woods
Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

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. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing
Popular amenities for Lake Simcoe waterfront rentals
Waterfront apartment rentals

Beautiful Riverside Country Apartment

Lakeside Inn Cabin Apartment #2

The Muskoka River Chalet - The King's Den

Fantastic 1 Bdrm With A View.

NEW Luxurious Corner Unit at Friday Harbour Resort

Welcome to waterfront paradise on Georgian Bay

Riverside Retreat

Elevated Hot Tub Sunseeker Condo
Waterfront house rentals

Blu Lake House | Waterfront May/June Special

Beautiful lakefront Cottage on Lake Simcoe.

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

Luxury Guest House with Private Hot Tub and Trails

Dock on the Bay

Cozy Alton Cabin | March Break Escape Near Toronto

Modern Waterfront Cottage Stoney Lake

Gorgeous Pigeon Lake 4 season cottage
Waterfront condo rentals

Cozy Stays – Your Winter Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

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

FH Penthouse | Luxury 4-Bed | Pool & Hot Tub | BBQ

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
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Island of Montreal Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Laurentides Vacation rentals
- Detroit Vacation rentals
- Fitness-friendly rentals Lake Simcoe
- Rentals with a washer and dryer Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Apartment rentals Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Lake house rentals Lake Simcoe
- Guesthouse rentals Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Rentals with a sauna Lake Simcoe
- House rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Bungalow rentals Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Condo rentals Lake Simcoe
- Cabin rentals Lake Simcoe
- Beachfront rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Rentals with a home theater Lake Simcoe
- Rentals with a firepit Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Rentals with lake access Lake Simcoe
- Luxury rentals Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Rentals with pools Lake Simcoe
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Wasaga Beach Area
- Osler Bluff Ski Club
- Pigeon Lake
- Rouge National Urban Park
- Scarborough Town Center
- Devil's Glen Country Club
- Dagmar Ski Resort
- Gull Lake
- Three Mile Lake
- Georgian Bay Islands National Park
- Sheppard–Yonge Station
- Scandinave Spa Blue Mountain
- Fairview Mall
- York University
- Kee To Bala
- Regional Municipality of York
- Torrance Barrens Dark Sky Conservation Area
- Toronto PAN AM Sports Centre
- Taboo Muskoka Resort & Golf




