Windermere cottage rentals

Luxurious or modest, in a bustling tourist hub or a little farther out, peak season or off-peak season — these factors and more will influence how much your cottage rental in Windermere will cost. How long you choose to stay can also affect the overall price. Some vacation rentals offer discounts if you stay longer, so keep your eyes peeled for special deals.

Join the crowds and consider booking your cottage rental in February. With temperatures that range between 57ºF (14ºC) and 73ºF (23ºC), this is the most popular time to travel to Windermere. For a quieter atmosphere, it’s worth looking at the low season. Whenever you decide to explore this part of Orlando, our charming cottages will guarantee your getaway is an unforgettable experience.

Use our convenient “Location” filter to find a cottage rental with the views you’d love to wake up to. Begin by entering the dates you want to book your property in Windermere, then narrow your options based on the type of area you’d rather stay in.

Get up to gorgeous scenery each morning and fall asleep to the sounds of nature at night in one of Vrbo’s lakeside cottage rentals. Throw in some outdoor adventures during the daytime and you’ve got yourself a superb vacation by the water. To see if there are any lakeside cottages in Windermere, use our handy “Location” filter and then select “Lake.”

Universal Studios Florida, Magic Kingdom® Park and Disney’s Animal Kingdom® Theme Park are attractions that’ll keep the whole family entertained in Windermere. There’s nothing like travel to bring everyone together, so browse our cottage rentals in this vibrant destination.

With Vrbo you’ll never have to share your cottage rental with strangers, whether you’re searching for a rustic stay in the mountains or an upmarket pad by the beach. Another wonderful reason to book with us? You can filter your search by your budget, amenities and more to find a cottage rental that matches your needs and style. Also, our One Key™ rewards program lets you earn and use OneKeyCash™* on eligible bookings made through Vrbo, Hotels.com and Expedia. On top of all that, our flexible cancellation policies and first-class customer support also ensure a stress-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.