Windermere vacation rentals

We found 473 vacation 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 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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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:

  • 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 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)
  • 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)

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.

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