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Windermere Hotels, Resorts, and Rentals

About Windermere Vacation Rentals

There are more than 350 places to stay in Windermere that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windermere.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windermere, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windermere. Places to stay near Windermere are 1029.35 ft² on average, with prices averaging $1,249 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windermere with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation, Homes, Cottages, B&B and Cabins Accommodation Types in Windermere

Type Count
Cottages 237
Vacation Homes 61
Cabin Rentals 22
Villas 12
Holiday Apartments 3
Ski Chalet Rentals 2
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Windermere

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windermere.

Weather in Windermere, ON

View the weather forecast for Windermere before booking your Windermere Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Stay Near Windermere's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Windermere's top attractions, neighborhoods, and points of interest.


Windermere Golf & Country Club
Windermere Marina
Arrowhead Provincial Park
Lake Muskoka
Lake of Bays
Lake Rosseau
Torrance Barrens Dark-Sky Preserve
Santa's Village
Lake Joseph
Taboo Golf Course
Muskoka Lakes Winery
Lake Joseph Golf Club
Muskoka Wharf
Skeleton Lake
Rocky Crest Golf Club
Huntsville Civic Center Algonquin Theater
Gravenhurst Opera House
Muskoka Brewery
Diamond In The Ruff Golf Course
Lake of Bays Brewing Company

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Windermere Marina 72 Properties
Windermere Golf & Country Club 71 Properties

Complexes around Windermere, ON


The Baldwins Resort Cottage 1 Properties

Frequently Asked Questions About Windermere?

What are the top hotels or resorts in Windermere?

You have a lot of choices in or near Windermere. If you need a hotel in the Windermere area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windermere:

How many vacation rentals have private pools in Windermere?

There are 1 accommodation options with private pools in or near Windermere. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

How many hotels, resorts, or rentals are available in Windermere?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 350 in the Windermere area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windermere.


People Also Ask

There are 6 hotels in Windermere 5 resorts, and 98 rentals

Recently Booked Hotels, Resorts, or Rentals in Windermere