Windsor vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Windsor

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Windsor vacation rentals

Most recommended vacation rentals in Windsor

Show all
Albert Housing - Windsor - Building
Albert Housing
Windsor, ON, Canada
6.2Okay(59)
Parking
Free Wi-Fi

Good to know

Low season

April

High season

May

Average price (weeknight)

C$ 98

Average price (weekend night)

C$ 349
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 55% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Windsor holiday rental deals

  • Pet friendly and pool are the most popular vacation rental property amenities in Windsor
  • Vacation rentals in Windsor are around 29% more expensive than hotels on average. Search here to compare prices for all accommodation types in Windsor.
  • The best vacation rental properties in Windsor are The Boho Oasis (9.8, 54 reviews), 2 Bedroom With Laundry And Parking In Wi (8.9, 24), and Windsor Airport Accommodation (7.9, 20), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Windsor, you should consider visiting during the low season. The cheapest vacation homes in Windsor can be found in April and January.
  • The cheapest night for renting a vacation home in Windsor is Monday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Windsor for 5 days.
See more tips

FAQs when booking a vacation home in Windsor

  • What types of vacation rentals are available in Windsor?

    There are loads of different property types that you can make your vacation home in Windsor. You’ll find apartments, condos, houses, homestays and villas.

  • Are there any pet-friendly vacation rentals in Windsor?

    There are a number of dog and pet-friendly Windsor vacation rentals, with around 9% allowing you to bring your pet along with you.

  • How much is a vacation rental in Windsor for tonight?

    In the last 72 hours, users have found Windsor vacation rentals for tonight for as low as C$ 72. Search here for similar prices

  • How can I find vacation rentals near me in Windsor?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

See more FAQs

Where to stay in Windsor?

Our map will help you find the perfect place to stay in Windsor by showing you the exact location of each vacation rental.

Windsor vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Windsor. Find cheap vacation homes to rent in Windsor. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Windsor that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.