Windermere holiday lettings

We found 473 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 5 homes 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, 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:

  • Lake Joseph Golf Club (5.5 mi / 8.9 km)
  • Muskoka Lakes Winery (9 mi / 14.4 km)
  • Rocky Crest Golf Club (12 mi / 19.2 km)
  • Santa's Village (13.3 mi / 21.5 km)
  • Taboo Golf Course (16.7 mi / 26.9 km)
  • Windermere Golf & Country Club (0.1 mi / 0.1 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)
  • Skeleton Lake (8 mi / 12.8 km)
  • Lake Joseph (9.2 mi / 14.8 km)
  • Lake Muskoka (10 mi / 16.1 km)
  • Hardy Lake Provincial Park (11.1 mi / 17.8 km)
  • Torrance Barrens Dark-Sky Preserve (15.6 mi / 25.1 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 rental accommodation in Windermere?

Based on our data, cottages are the most sought-after holiday rental type in Windermere. But naturally, everyone's idea of an awesome trip isn't the same. Vrbo has holiday rentals of all sizes, shapes and budgets, so you're sure to discover your ideal fit.

How much does it cost to rent a holiday rental 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 Vrbo holiday rentals provide incredible value.

How much does it cost to rent a beach house in Windermere?

The average price for a holiday rental 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 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 holiday rentals in Windermere?

With 12 holiday rentals that welcome pets, your happy hound can also come along on your Windermere break. Use our filter tool to search our pet-friendly holiday rentals and find a holiday 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 holiday 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 holidaying with family, friends or even pets, Vrbo holiday properties provide the best amenities for beginning new traditions with the people closest to you.

Are there large group holiday 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 holidays to events like Thanksgiving or Christmas parties, Vrbo will help you find a large group rental to match the occasion.

Are there holiday rentals 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 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 holiday rentals with WiFi in Windermere?

You can pick from eight holiday 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 holiday rentals with air conditioning in Windermere?

Decide on your travel dates and then make use of our filters to look for holiday 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 holiday 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 holiday rental before booking your trip.

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