
Lake house holiday rentals in Lake Simcoe
Find and book unique lakehouses on Airbnb
Top-rated lakehouse rentals in Lake Simcoe
Guests agree: These lakehouses are highly rated for location, cleanliness and more.

Sawdust city haus
Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY ALL SEASONS COTTAGE! This rustic private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), large bright sunroom with sleeper sectional. Large newly renovated deck. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Luxe Villa with Sauna and Hot Tub @ Lake Simcoe
Our boutique style property is 45 minutes from Toronto, in a prestigious neighborhood off Lake Simcoe, near Friday Harbour Resort (FHR). The Villa offers a year-round five star experience of a luxury lodge. Great private place for family getaways, corporate retreats, anniversary celebrations. Amazing location for outdoor activities including fishing, boating, hiking, biking, skiing, snowmobiling. Enjoy the freewheeling and pleasures of a place that was designed purely for you to indulge in.

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.

Muskoka Hideaway-hot tub/private trails/wood stove
Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Georgian Bay Paradise
Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

Waterfront Boutique Cottage Getaway
Welcome to your cozy and relaxing cottage getaway in Muskoka. Situated on the serene waters of Bass Lake, explore the nearby town of Port Carling - known for its Snowmobiling Trails, Charming Shops, Restaurants, and stunning Lakeside View. A short walk to Bass Lake Roadhouse Restaurant. This home is surrounded by lush trees and stunning views of the water, it is the perfect blend of rustic charm and modern amenities to make your stay comfortable and enjoyable all year round.

Luxury 5000sqft+ Waterfront Cottage: Sauna Hot Tub
Welcome to Trillium Landing with no guests chores! No need to take garbage home or complete a million chores. Simply enjoy yourself! Have your family/friends escape to our exquisite retreat only 2 hours away from Toronto. Immerse yourself in serenity at our luxurious 5000 sqft, 6 bedroom, 3 full bathroom property, where modern comfort meets natural beauty. Featuring a sauna/hot tub on the water's edge to take in breathtaking views, this is the definition of relaxation.

Dock on the Bay
Enjoy your stay at our modern, bright, spacious 4 season cottage on Sturgeon Lake. Come stay for a winter or summer getaway This is the first time this gem has been listed for rent. On an inlet that goes directly out on to sturgeon Lake, this 3 bedroom, 1 bathroom cottage, is situated just minutes from the Victoria Rail Trail, perfect for snowmobiling, ATVing, hiking and biking. For snowmobiling, you can jump on the 310 or E108 OFSC Trail.

HyggeHaus—sleek snuggly secluded apres-ski cabin
For a getaway that merges serenity with style; imagination with intention, look no further than HyggeHaus and its private Haliburton Highlands wooded retreat. Indulge in a stay where there is time and space for both leisure and adventure, and where beautiful design enables beautiful experiences. To view a short property video, search Youtube for "HyggeHaus Eagle Lake Haliburton". STR Licence# STR-25-00010

A-Frame hidden in forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

Rice Lake Escape
This unique place has a style all its own. A 3 level custom designed house for two, set back from the roadway secluded by cedar trees. Upper cedar loft has a library and lounging area. Bedroom walks out to upper deck overlooking Rice Lake to take in those relaxing morning coffees or enjoying the sunset with a glass of wine. Bottom entry level walks out to patio with outdoor dining space and bbq
Popular amenities for Lake Simcoe lakehouse rentals
Waterfront lakehouse rentals

WntrDeals/IceFishing Ssn - Modern & Cozy, Cottage

Blu Lake House | Waterfront Winter Special

Beach House: First Floor

Sunset Harmony on Cook’s Bay

Sunrise Villa on the Lake

Ice fishing Oasis-BEST Location 3BDRM/2WR

Lively Lakehouse with hot tub

Lakeside Escape in Ramara | Private Water Access
Pet-friendly lake house rentals

The Turquoise Cottage

Cottage #5 on Sturgeon Lake, Hot Tub, Water Toys

Pond View Gardens

The Uptown Cottage-steps to Lake Couchiching

Modern Orillia Retreat - W/ Game Room

Tiny Beaches Getaway

Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park

Waterfront Cottage in Gravenhurst, Muskoka
Private lake house rentals

Luxury Meets Nature at WoodLake - Starlink WiFi

Luxurious Lake front Island Townhome, Innisfil, ON

Welcoming Waterfront Cottage

2 Bd Boardwalk Condo Patio Oasis

Cozy Winter Lakehouse w/ Fireplace • Near Haliburt

Lakeside Stunning Cottage - Private Beach - New

Bobcaygeon: Serene, Snowmobile Trails, Getaway!

Beautiful Waterfront Cottage with Pool&HomeTheater
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
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Rentals with a fireplace Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Apartment rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Condo rentals Lake Simcoe
- Rentals with a sauna Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Rentals with a fire pit Lake Simcoe
- Rentals with a home theatre Lake Simcoe
- Luxury rentals Lake Simcoe
- Rentals with a washing machine and dryer Lake Simcoe
- Rentals with lake access Lake Simcoe
- Waterfront rentals Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Cabin rentals Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Bungalow rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with pools Lake Simcoe
- Beachfront rentals Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Guesthouse rentals Lake Simcoe
- House rentals Lake Simcoe
- Lakehouse rentals Ontario
- Lakehouse rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Pigeon Lake
- Rouge National Urban Park
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scarborough Town Center
- Gull Lake
- Dagmar Ski Resort
- Three Mile Lake
- Georgian Bay Islands National Park
- York University
- Taboo Muskoka Resort & Golf
- Scandinave Spa Blue Mountain
- Toronto PAN AM Sports Centre
- Torrance Barrens Dark Sky Conservation Area
- Casino Rama Resort
- Centennial Beach
- Bass Lake Provincial Park
- Awenda Provincial Park




