Windsor cottages

Upscale or budget, in a popular tourist area or a little farther out, peak season or quiet season — these factors and more will determine how much your cottage rental in Windsor will cost. The length of your trip can also affect the overall price. Some vacation rentals offer discounts for longer bookings, so keep your eyes peeled for special offers.

With temperatures ranging from 19ºC (66ºF) to 26ºC (79ºF), August is when most people book a cottage rental in Windsor. Given it’s the busiest time of year, try to plan ahead and secure your stay. Or, explore the off-season for a more relaxing Southwestern Ontario retreat.

When looking for your cottage rental in Windsor, make use of our “Location” filter. This lets you choose the types of areas you want to stay in, whether that’s around nature or somewhere more central.

Gorgeous views of glittering water, the beauty of nature and outdoor activities are some of the things to enjoy in one of Vrbo’s lakeside cottage rentals. Use our handy “Location” filter and click on “Lake” to find out if there are any cozy retreats in Windsor near the water.

It’s easy to see why families love Windsor, with top attractions like Adventure Bay Family Water Park, Ambassador Bridge and Devonshire Mall to explore. Check out this destination’s wonders together and then return to the comforts of your cottage rental.

No sharing your space, no awkward small talk with people you don’t know. When you book a Vrbo cottage rental, you get the whole place all to yourself. Need to cancel or amend your travel plans? Our flexible cancellation policies mean you’re able to book your cottage with peace of mind.