Windermere vacation rentals

We found 462 vacation rentals — enter your dates for availability

Discover a selection of 15 cottages and other vacation rentals in Windermere that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you need and want for your stay, which might include parking and a fireplace. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
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Find out more about Windermere

Find out more about Windermere

Why visit Windermere

  1. Scenic Lakes: Enjoy the breathtaking views and activities on Windermere Lake, perfect for relaxation and adventure.
  2. Outdoor Adventures: Explore the surrounding natural reserves and engage in thrilling outdoor activities suitable for all ages.
  3. Charming Village Atmosphere: Experience the friendly and welcoming vibe of the picturesque Windermere community.
  4. Diverse Accommodation: Choose from a variety of vacation rentals, including cottages and condos, to suit your needs.
  5. Historical Exploration: Venture into nearby areas for rich history and stunning mountain views, enhancing your getaway.

Popular types of accommodation in Windermere

Planning a getaway to Windermere? You're in for a treat! Discover an array of vacation rentals that cater to every need, from charming cottages to spacious private homes and modern condos. Whether you're seeking Windermere lake vacation rentals or rentals with pools for a refreshing dip, you'll find the perfect home base to relax and explore. Enjoy transparency, savings, and reassurance as you make unforgettable memories in this stunning destination.

  • Cottages: The top choice for vacationers in Windermere, cottages offer a warm and inviting atmosphere for a relaxing getaway.
  • Houses: Ideal for families or groups, these spacious homes provide all the comforts of home during your stay.
  • Condos: A convenient option, condos combine modern amenities with a central location, perfect for exploring the area.
  • Chalets: Enjoy a unique experience in these charming chalets, providing a cozy retreat surrounded by nature.
  • Cabins: For a rustic escape, cabins offer a serene setting, perfect for reconnecting with nature.**

Top attractions in Windermere

Windermere, nestled in Muskoka Lakes, Ontario, is perfect for a romantic getaway or outdoor adventure. Visitors can immerse themselves in the stunning lakes, explore nearby theme parks, and enjoy the natural beauty of local reserves. With a variety of attractions catering to those seeking beach experiences and scenic views, Windermere promises an unforgettable vacation for couples, families, and solo travellers alike.

  1. Lake Rosseau: A stunning lake known for its romantic atmosphere and picturesque scenery. Enjoy outdoor activities like swimming and picnicking on the beach, making it a perfect spot for relaxation and adventure.
  2. The Port Carling Wall: This cultural monument showcases the rich history of the region. Take a leisurely stroll to appreciate its artistic significance and learn about local heritage.
  3. Windermere Golf & Country Club: A family-friendly golf course offering a relaxing environment. Enjoy a round of golf surrounded by beautiful landscapes, making it ideal for both seasoned players and newcomers.

Things to do recommended for couples

Searching for a romantic escape in Windermere? Indulge in a delightful wine tasting at Muskoka Lakes Winery, just 14.5km away, or enjoy an adventurous day with water sports at Muskoka Sports and Recreation, located 8.0km from your stay. Create unforgettable memories together!

Things to do recommended for families

Families visiting Windermere can have a splashing good time at High Falls Water Park, located 20.9km away. With thrilling slides and family-friendly attractions, it promises a day filled with adventure and entertainment for all ages.

Things to do recommended for groups

Experience a round of golf at the Lake Joseph Golf Club, only 9.7km from Windermere. Enjoy a tour and tasting at Muskoka Brewery, 19.7km away, and immerse yourself in the arts at the Gravenhurst Opera House, located 114.5km from your base.

What do I need to keep in mind when booking a vacation in Windermere

When planning your trip—whether you’re traveling with a group, as a family, bringing your pets, or seeking longer stays—it's essential to set the right priorities in your search. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Windermere with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Windermere with young kids: Traveling with young children can present its challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance the experience.
  • Taking your pets with you to Windermere: For many families, a trip isn't truly enjoyable without their furry companions. If that resonates with you, explore the Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Windermere: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities such as parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Windermere

Windermere, Muskoka Lakes, is a picturesque village perfect for outdoor adventures and romantic getaways. Explore the stunning Windermere Lake, where you can relax by the water or enjoy thrilling activities. The charming town offers a friendly atmosphere, making it ideal for families and couples alike. Venture into the surrounding regions for breathtaking mountain views and historical sites, ensuring a memorable vacation experience in this beautiful corner of Ontario.

  • Port Carling: Nestled a mere 6.4km from Windermere, Port Carling is a charming village known for its picturesque landscapes and outdoor adventures. This area is perfect for those seeking romance and scenic beauty, with golf courses and luxurious resorts dotting the landscape. The nearby lakes and national parks offer a stunning backdrop for hiking, boating, and relaxing. Whether it's enjoying a round of golf or exploring the tranquil parks, Port Carling provides a delightful escape into nature.
  • Minett: Located 8.0km from Windermere, Minett is another enchanting village that attracts visitors looking for outdoor experiences and breathtaking scenery. Renowned for its golf facilities and ski resorts, Minett is a year-round destination. The nearby lakes and national state parks add to the charm, providing ample opportunities for water sports, hiking, and exploring the natural beauty of the region. With its theme park nearby, families can enjoy a fun-filled day of entertainment alongside nature.
  • Utterson: Situated 11.3km away from Windermere, Utterson is a quaint village that offers a peaceful retreat for those who appreciate the outdoors and romance. This charming locale features golf courses and resorts, making it an ideal destination for leisure and relaxation. Visitors can explore the surrounding lakes and national parks, perfect for hiking and picnicking. With its serene atmosphere and stunning natural surroundings, Utterson is a lovely spot to unwind and connect with nature.

Best time to go to Windermere

If you're planning a trip to Windermere, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January16.7°F (-8.5°C)Light RainVery CloudyAverageAverage
February17.8°F (-7.9°C)Light RainVery CloudyAverageSlightly Low
March27.5°F (-2.5°C)Light RainMostly CloudyAverageSlightly Low
April39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June61.7°F (16.5°C)Light RainMostly SunnyModerately HighSlightly High
July67.5°F (19.7°C)Light RainMostly SunnyModerately HighSlightly High
August66.0°F (18.9°C)Light RainMostly SunnyModerately HighSlightly High
September59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
October47.5°F (8.6°C)Light RainMostly CloudyModerately LowAverage
November35.4°F (1.9°C)Light RainMostly CloudyModerately LowAverage
December25.3°F (-3.7°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo's advanced Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or effectively manage your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore and utilize Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Tranquil Windermere will entice you

Enjoy the history and other features of Windermere. This city is relaxing and romantic, recognized for its lake, golfing and bars. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Windermere

Are you hoping to discover things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Windermere a one-of-a-kind vacation spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • The Rock Golf Course (4.5 mi / 7.3 km)
  • Lake Joseph Golf Club (5.5 mi / 8.9 km)
  • Diamond In The Ruff Golf Course (5.7 mi / 9.2 km)
  • Muskoka Lakes Winery (9 mi / 14.4 km)
  • Rocky Crest Golf Club (12 mi / 19.2 km)
  • High Falls Water Park (13.3 mi / 21.4 km)

Exploring the natural landscape of Windermere

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Windermere is a great place to get outside. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

  • Lake Rosseau (3 mi / 4.8 km)
  • Lake Joseph (9.2 mi / 14.8 km)
  • Lake Muskoka (10 mi / 16.1 km)
  • Port Sydney Beach (13.6 mi / 21.9 km)
  • Torrance Barrens Dark-Sky Preserve (15.6 mi / 25.1 km)
  • Dee Bank Falls (1.7 mi / 2.8 km)

Traveling to and around Windermere

The nearest airport is in Muskoka, ON (YQA), located 18.1 mi (29.1 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Windermere?
Based on our data, cottages are the most sought-after vacation rental type in Windermere. But naturally, everyone’s idea of an awesome trip isn’t the same. Vrbo has vacation rentals of all sizes, shapes and budgets, so you’re sure to discover your ideal fit.
How much does it cost to rent a vacation rental in Windermere?
Length of stay, property type and time of year are some factors that can determine the price of a vacation home. Simply add your travel dates to find your ideal fit. From cozy country cottages to expansive villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Windermere?
The average price for a vacation rental by the beach in Windermere depends on when you’re traveling and the type and size of property you’re looking for. You can easily find prices on Vrbo by entering your travel dates. Then use the handy filters to pick the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.
Are there pet-friendly vacation rentals in Windermere?
With 12 vacation rentals that welcome pets, your happy hound can also come along on your Windermere break. Use our filter tool to search our pet-friendly vacation rentals and find a vacation home that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in Windermere?
Grab your swimwear and goggles, because there are two houses with a private pool in Windermere. Settle in at one of these sought-after vacation homes and enjoy a pool day every day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Windermere?
The most popular rental amenities people are searching for in Windermere include a fireplace, a nearby waterfront and a garden. Whether you’re vacationing with family, friends or even pets, Vrbo vacation properties provide the best amenities for beginning new traditions with the people closest to you.
Are there large group vacation rentals in Windermere?
With four properties that can sleep 10 or more people in Windermere, there’s no need to leave anyone off your invite list. From extended family vacations to events like Thanksgiving or Christmas parties, Vrbo will help you find a large group rental to match the occasion.
Are there vacation rentals in Windermere that welcome kids?
Windermere has 12 family-friendly vacation homes to pick from. And booking a stay that welcomes kids is a cinch with Vrbo’s “Properties good for families” filter. As well as having the entire place to yourselves, you’ll get access to amenities and perks like multiple bedrooms, kitchens and private pools.
What are the top attractions for families in Windermere?
There are plenty of amazing things to see and do with the family in Windermere, including:

  • Muskoka Sports and Recreation
  • Aspen Valley Wildlife Sanctuary
  • Dee Bank Falls

Are there vacation rentals with WiFi in Windermere?
You can pick from eight vacation rentals with WiFi in Windermere. If you’d like to disconnect from the world during your escape, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Windermere?
Decide on your travel dates and then make use of our filters to look for vacation rentals with air conditioning in Windermere on Vrbo. With six air-conditioned properties on offer here, you can enjoy a cool and comfy break.
How old do you have to be to rent a vacation rental in Windermere?
The minimum required age is usually 16, 18 or 21. It can vary from property to property on Vrbo, so check the rules of your preferred Windermere vacation rental before booking your trip.
How long can I rent a vacation rental in Windermere for?
The length of time you can book a vacation rental in Windermere differs according to the property. Just enter your preferred travel dates to display a list of options offering extended stays. With many features such as air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere just right to call your home away from home in Windermere.

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