Discover the Perfect Lakefront Vacation Rentals in Windermere, Muskoka Lakes Ontario for Your Ideal Getaway
Discover Your Perfect Windermere Vacation Homes
Best Vacation Homes in Windermere
- Parking
- TV
- View
- Air Conditioner
- Parking
- Pool
- 904 ftยฒ Hotel
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Balcony/Terrace
- TV
- View
- Ocean View
- Parking
- Pet Friendly
- View
- Parking
- TV
- Balcony/Terrace
- Parking
- Pet Friendly
- TV
Windermere Luxury Rentals
- Air Conditioner
- Parking
- TV
- TV
- Balcony/Terrace
- Security/Safety
- Parking
- Pet Friendly
- TV
- TV
- Security/Safety
- Child Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Parking
- TV
- Security/Safety
- Air Conditioner
- Parking
- TV
- Pet Friendly
- TV
- Security/Safety
Windermere Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Windermere Large Vacation Homes
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- TV
Why Choose Rent By Owner for your Windermere Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Windermere
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can fully enjoy the natural beauty and tranquility that make this destination a perfect getaway, whether you're seeking outdoor adventures or relaxing by the water.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences its peak popularity as visitors flock here for warm weather and outdoor activities, making it an ideal time for booking a vacation rental with plenty of daylight and lively atmosphere.
Fall (September to October)
Autumn brings vibrant foliage and pleasant temperatures, drawing travelers seeking scenic beauty and tranquility. Booking here during this period ensures a peaceful experience amidst stunning natural colors.
Off-Season Highlights
Spring (April to May)
In early spring, fewer visitors arrive as the area wakes up from winter, offering a quieter retreat and better availability for vacation rentals before the summer rush begins.
Winter (November to March)
The winter months see reduced tourism activity, presenting an off-peak opportunity to experience the regionโs serene landscapes and cozy accommodations away from crowds.
Weekly Weather Forecast for Windermere
How to Book Your Windermere Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Windermere
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy private access to a scenic outdoor space, perfect for relaxing and soaking in the natural beauty of the region.
- Take advantage of outdoor grilling facilities for delightful cookouts surrounded by lush landscapes.
- Benefit from spacious patios or decks ideal for outdoor dining and entertaining guests.
- Explore the area with easy access to hiking trails, lakeshores, or waterfront activities right outside your door.
- Use outdoor fire pits to gather around in the evenings, enjoying the tranquility of this destination.
- Experience the convenience of boat docks or slips if you're planning water-based adventures on nearby lakes.
- Relax on comfortable outdoor furniture designed for lounging while taking in the stunning views of the surrounding scenery.
Top Attractions Around Windermere
What attractions are nearby?
Within this charming region, you can enjoy a variety of outdoor activities such as boating, fishing, and exploring scenic trails, making your stay memorable in the nearby Windermere area of Muskoka Lakes, Ontario.

Family Activities
- Windermere Marina: Spend a day exploring the scenic waters by renting a boat or kayak, offering families an unforgettable experience on the region's pristine lakes.
- Windermere Golf & Country Club: Enjoy a family-friendly round of golf at this beautiful course nestled in the area, perfect for outdoor fun and making lasting memories.
- Muskoka Lakes Museum: Discover local history through interactive exhibits and engaging activities that give insight into the area's rich heritage.
- Oxtongue Lake Provincial Park: Experience outdoor adventures like hiking, picnicking, and swimming amidst the natural beauty of the region's lush landscapes.
Adult Activities
- Boat Tours and Cruises: Embark on a scenic boat tour across the pristine waters, offering breathtaking views and a relaxing way to explore this region's natural beauty.
- Wine and Spirit Tastings: Visit local wineries and distilleries for guided tastings that showcase the area's renowned craftsmanship and culinary delights.
- Golfing Experiences: Play a round on well-maintained courses surrounded by picturesque landscapes, perfect for both beginners and seasoned golfers seeking outdoor leisure.
- Spa and Wellness Retreats: Indulge in rejuvenating treatments at nearby spas that blend tranquility with luxurious amenities amid this tranquil destination.
Other Places to Stay in Windermere, ON
Windermere Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Peak Seasons: Secure your preferred vacation rental early to enjoy the area's popular outdoor activities and scenic attractions during busy times.
- Explore Local Waterfront Activities: Take advantage of the region's lakes by booking a property close to the water to maximize boating, fishing, and relaxing by the shoreline.
- Discover Nature Trails Nearby: Choose accommodations near hiking and biking trails to immerse yourself in the natural beauty that makes this destination so special.
- Utilize Local Services and Amenities: Opt for rentals that are conveniently situated near shops, dining options, and essential services for a comfortable and convenient stay.
Transportation Options
- Personal Vehicle: Having your own car offers the flexibility to explore the scenic surroundings and access remote areas around Windermere with ease.
- Public Transit: Local bus services connect the area to nearby towns and attractions, providing an affordable transportation option during your stay.
- Water Taxi or Ferry: Given the regionโs lakes, water taxis and ferries provide a picturesque and convenient way to navigate between lakes and enjoy the natural beauty.
- Taxi or Rideshare Services: Professional taxi and rideshare options ensure quick and reliable transportation for short trips within the region or to local amenities.
Local Customs Options
- Respect for Nature: Locals value the regionโs pristine lakes and forests, encouraging visitors to minimize their environmental impact and follow established conservation practices.
- Traditional Gathering Practices: Community events often involve shared meals and storytelling, reflecting a close-knit culture that guests are welcomed to participate in respectfully.
- Seasonal Celebrations: The area celebrates seasonal festivals with local traditions, which you can enjoy by engaging with community-led activities and respecting local customs.
- Quiet Hours and Privacy: Respect for tranquility is important here, so maintaining quiet hours, especially near lakes and residential areas, helps preserve the peaceful atmosphere for residents and visitors alike.
Frequently Asked Questions About Windermere?
What are the top vacation rentals in Windermere?
There are a lot of options in Windermere. If you plan on staying in the Windermere area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windermere:
- Brand new cottage on 3-Mile Lake in the heart of Muskoka
- Flat & level property, S.W. exposure, new luxury cottage. 58 five star reviews.
- Muskoka Manor, Windermere, Lake Rosseau, with Sauna and Fireplace
- Muskoka Family Cottage On Crystal Clear High Lake
- Historic Lake Rosseau - Family Friendly
- MUSKOKA'S BEST KEPT SECRET - SKELETON LAKE
- 200 ft Private Muskoka waterfront custom log home with Hot Tub!
- Rockcliffe House, Private Guest Suite on Brandy Lake
- Cozy Getaway on Three Mile Lake
- Skeleton Lake Private 5 Bdrm
How many vacation rentals have private pools in Windermere?
There are 1 vacation rentals with private pools near Windermere. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Windermere are best for families?
If you are looking for a family-friendly vacation home in Windermere, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windermere:
How many Rentbyowner vacation rentals are available in Windermere?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 310 in the Windermere area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windermere.โฏ
Windermere Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- TV