338+ Pet Friendly Hotels and Vacation Rentals in Windermere |
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Windermere Pet Friendly Vacation Rentals

About Windermere Vacation Rentals

There are more than 338 places to stay in Windermere and many that are available that welcome pets. These options include dog-friendly 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 pet-friendly places to stay in Windermere.

Are you seeking a last-minute pets-allowed 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 PetFriendly Windermere, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at 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 1164.66 ft² on average, with prices averaging US $1,119 a night.

PetFriendly 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 pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Windermere

Type Count
Cottages 221
Vacation Homes 70
Villas 12
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Windermere

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Windermere.

Weather in Windermere, ON

View the weather forecast for Windermere before booking your hotel or rental.

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, ON

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Windermere's attractions.


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

Other Places to Stay in Windermere, ON


Windermere Marina 72 Properties
Windermere Golf & Country Club 71 Properties

Frequently Asked Questions About Windermere?

What are the top vacation rentals in Windermere?

Find the best options in or near Windermere for pet-friendly travel. If you are planning a trip or vacation in Windermere, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Windermere:

Which vacation homes in Windermere are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Windermere? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Windermere:

How many PetFriendly vacation rentals are available in Windermere?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 338 in the Windermere area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Windermere.


People Also Ask

There are 338 Windermere, ON Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Windermere