Windermere holiday rentals

We found 463 holiday rentals — enter your dates for availability

Discover a selection of 15 cottages and other holiday rentals in Windermere that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include a garden and Wi-Fi. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Relaxing Windermere will entice you

Enjoy the history and other features of Windermere. This city is relaxing and romantic, recognised for its lake, golfing and bars. A holiday 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 attractions to see in the city? Venture out of your holiday home and experience everything that makes Windermere a fun place to get away to. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Windermere Golf & Country Club (0.1 mi / 0.1 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 adventurous traveller or just want to appreciate the scenery, Windermere is a great place to get out in nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around Windermere

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

Frequently asked questions

What is the most popular type of holiday home accommodation in Windermere?
Based on our data, cottages are the most sought-after holiday home type in Windermere. But naturally, everyone’s idea of an awesome trip isn’t the same. Stayz has holiday homes of all sizes, shapes and budgets, so you’re sure to discover your ideal fit.
How much does it cost to rent a holiday home in Windermere?
Length of stay, property type and time of year are some factors that can determine the price of a holiday home. Simply add your travel dates to find your ideal fit. From cosy country cottages to expansive villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Windermere?
The average price for a holiday home by the beach in Windermere depends on when you’re travelling and the type and size of property you’re looking for. You can easily find prices on Stayz 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 holiday homes in Windermere?
With 12 holiday homes that welcome pets, your happy hound can also come along on your Windermere break. Use our filter tool to search our pet-friendly holiday homes and find a holiday home that’ll set tails wagging on Stayz.
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 holiday homes and enjoy a pool day every day. Simply enter your travel dates into Stayz, then use the “pool” filter to find the perfect place to make a splash!
What are popular home amenities in Windermere?
The most popular home amenities people are searching for in Windermere include a fireplace, a nearby waterfront and a garden. Whether you’re holidaying with family, friends or even pets, Stayz holiday properties provide the best amenities for beginning new traditions with the people closest to you.
Are there large group holiday homes 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 holidays to events like Thanksgiving or Christmas parties, Stayz will help you find a large group home to match the occasion.
Are there holiday homes in Windermere that welcome kids?
Windermere has 12 family-friendly holiday homes to pick from. And booking a stay that welcomes kids is a cinch with Stayz’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 holiday homes with WiFi in Windermere?
You can pick from eight holiday homes 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 Stayz.
How can I find holiday homes with air conditioning in Windermere?
Decide on your travel dates and then make use of our filters to look for holiday homes with air conditioning in Windermere on Stayz. 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 holiday home in Windermere?
The minimum required age is usually 16, 18 or 21. It can vary from property to property on Stayz, so check the rules of your preferred Windermere holiday home before booking your trip.
How long can I rent a holiday home in Windermere for?
The length of time you can book a holiday home 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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