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Discover Your Perfect Windermere Rentals by Owner

Windermere Rentals by Owner

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7.4 (102 Reviews)
Cabin
Muskoka Lake Cottages
  • Parking
  • Pet Friendly
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Windermere Area

Why Choose Rent By Owner for your Windermere vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Windermere

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here ensures you experience the region’s natural beauty at its best, whether you prefer quiet lakeside retreats or lively summer gatherings, making your stay in Muskoka Lakes truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, the region experiences its peak tourism period, making it ideal for enjoying outdoor activities and scenic views from your rental property.

Average Temperature Daytime: 25°C to 30°C - Nighttime: 15°C to 20°C
autumn
Fall (September to November)

As the leaves change color, this time of year attracts visitors seeking the vibrant autumn scenery, providing a picturesque backdrop for your stay here.

Average Temperature Daytime: 15°C to 20°C - Nighttime: 5°C to 10°C

Off-Season Highlights

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Winter (December to February)

Cold winter months bring fewer visitors, offering a peaceful retreat for those looking to enjoy the tranquility and seasonal beauty of the area.

Average Temperature Daytime: -5°C to 0°C - Nighttime: -10°C to -5°C
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Spring (March to May)

Early spring sees fewer tourists as the region begins to awaken from winter, giving you a quiet opportunity to explore the natural surroundings at your own pace.

Average Temperature Daytime: 5°C to 10°C - Nighttime: -2°C to 3°C

Weekly Weather Forecast for Windermere

How to Book Your Windermere vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Windermere

More Top-Rated Rentals by Owner in Windermere Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 direct access to scenic lakeside views with private dock or shoreline for boating and swimming.
  • Relax in outdoor seating areas such as patios, decks, or verandas designed for alfresco dining and socializing.
  • Make the most of your stay with outdoor grills or BBQs perfect for cookouts by the water.
  • Take advantage of expansive lawns or gardens ideal for outdoor activities and family games.
  • Experience the region’s natural beauty through nearby hiking trails or nature walks accessible from your rental.
  • Benefit from outdoor fire pits or fireplaces to gather around and enjoy cozy evenings under the stars.
  • Utilize available outdoor recreational equipment, including kayaks, paddleboards, or boats, to explore the surrounding lakes and waterways.

Top Attractions Around Windermere

What attractions are nearby?

Within this charming area, you’ll find a variety of outdoor activities and scenic experiences to enjoy, making it the perfect destination for those seeking relaxation and adventure amid Muskoka Lakes' natural beauty.

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Family Activities

  • Windermere Dock and Lakefront Activities: Enjoy a day of swimming, kayaking, or paddleboarding right from the shoreline of this charming lakeside community.
  • Muskoka Lakes Winery Tour: Experience family-friendly winery visits where you can learn about local wines and enjoy scenic vineyard views nearby.
  • Hiking and Nature Walks: Discover the area's natural beauty with family-friendly trails that wind through lush forests and scenic lakeshores.
  • Boating Excursions on Muskoka Lakes: Rent a boat or join guided tours to explore the region’s famous lakes and take in breathtaking views of the surrounding landscape.
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Adult Activities

  • Boating and Kayaking: Explore the calm waters of Muskoka Lakes by renting a boat or kayak to enjoy a peaceful day on the water, ideal for unwinding within this scenic region.
  • Hiking and Nature Walks: Discover the area's natural beauty through trails that offer picturesque views, perfect for outdoor enthusiasts seeking tranquility and adventure.
  • Spa and Wellness Experiences: Indulge in rejuvenating spa treatments at local resorts around here, providing a relaxing retreat amidst Muskoka’s natural surroundings.
  • Golfing: Tee off at well-maintained golf courses nearby, combining leisure and the stunning landscape of this popular Muskoka destination.

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Windermere Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Research local outdoor adventures and scenic spots early to make the most of your time here, ensuring you experience the region's natural beauty to its fullest.
  • Select a Rental Close to Key Attractions: Choosing a stay near popular lakeside areas or trails will give you easier access to the area's best outdoor experiences and leisurely exploration.
  • Make Use of Local Resources: Reach out to hosts or concierge services to discover hidden gems and insider tips that enhance your visit and help you enjoy the area like a local.
  • Respect Nature and the Community: Adhere to local guidelines and practice eco-friendly habits to preserve the pristine environment and peaceful atmosphere that define this destination.

Transportation Options

  • Personal Vehicle: Renting or using your own car offers the most flexibility for exploring the scenic lakes and natural beauty of this destination.
  • Water Taxi: A water taxi provides a convenient and picturesque way to navigate between lakes and connect directly to the area's charming waterfront rentals.
  • Public Transit: Local bus services operate throughout the region, offering an affordable transportation option for discovering the area without a car.
  • Charter Services: Private boat and shuttle charters are available for tailored travel experiences, perfect for exploring remote spots around Muskoka Lakes.

Local Customs Options

  • Respect for Nature: Locals value the area's pristine lakes and wooded landscapes, encouraging visitors to practice environmentally friendly behaviors and preserve the region’s natural beauty.
  • Quiet Hours: Maintaining the tranquility of Muskoka Lakes is important, so respecting quiet hours ensures everyone can enjoy the peaceful surroundings during their stay.
  • Wildlife Conservation: The community emphasizes responsible wildlife observation, so you are encouraged to observe animals from a distance and avoid disturbing their habitats.
  • Community Hospitality: Visitors often find that embracing local customs of friendliness and courtesy enhances your experience in this welcoming destination.

Frequently Asked Questions About Windermere Rentals by Owner

1. 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:

2. How many Rentbyowner vacation rentals are available in Windermere?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 107 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. 

3. What is the cancellation policy for rental properties by owner in Windermere?

Cancellation policies vary depending on the individual listing. You should review the specific terms provided on the rental's page or contact the owner directly to understand the cancellation procedures and any associated fees.

4. How do I find verified rental owners in Muskoka Lakes?

All listings are reviewed by Rent By Owner for authenticity, but it's recommended to communicate directly with the property owner through the platform to confirm details and ensure a trustworthy booking experience.

5. Are there any additional fees I should be aware of when booking a private rental?

Additional fees such as cleaning fees, security deposits, or service charges are typically listed on the property page. Be sure to read the full listing details or reach out to the owner for clarification prior to booking.

6. What amenities are usually included in rentals by owner in this region?

Amenities can vary, but most private rentals offer essentials like Wi-Fi, kitchen facilities, and parking. For specific amenities, check the listing description or contact the owner directly to ensure your needs are met.

7. How can I contact the owner if I have questions about my stay in Windermere?

You can send a direct message to the owner through the booking platform. It's advisable to ask about any concerns or special requests before confirming your reservation to ensure a smooth stay.

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More Top-Rated Rentals by Owner in Windermere Area