Windsor vacation rentals

We found 270 vacation rentals — enter your dates for availability

Discover a selection of 17 apartments and other vacation rentals in Windsor that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include a pool and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of vacation rental accommodation in Windsor?
The most in-demand types of vacation rentals in Windsor are apartments. Prefer something different? Vrbo has numerous options to match our guests’ needs, so you’ll see properties in loads of sizes and shapes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a vacation rental in Windsor?
The average price for a vacation rental in Windsor depends on several factors, including property type, season and length of stay. Whether you’d like a villa with space for extended family or a cozy cabin for you and your other half, just enter your dates of travel to see some great-value stays.
How much does it cost to rent a beach house in Windsor?
The average price for a vacation rental by the beach in Windsor depends on when you’re traveling and the style and size of property you’re searching for. Find prices easily on Vrbo by entering your destination and travel dates. Then use our filters to pick the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.
Are there pet-friendly vacation rentals in Windsor?
Good news. There are. You’ll find 12 vacation homes that welcome pets in Windsor on Vrbo. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to book a place where Rover can be near his favorite humans.
What are popular rental amenities in Windsor?
A barbecue grill, nearby museums and a garden are the most popular rental amenities in Windsor. Whether you’re taking to the road as a party of one, with your spouse or as a family group, Vrbo can help you find a vacation home that fits your tastes with all the features you need.
Are there large group vacation rentals in Windsor?
With three Windsor vacation homes that can accommodate a group of five or more people, you can bring a few extra buddies or family members along. Whether you’re planning an informal gathering or a special event, Vrbo will help you find a comfortable space for the occasion.
Are there vacation rentals in Windsor that welcome kids?
With 12 family-friendly vacation rentals to choose from in Windsor, now is a superb time to introduce your kids to the joys of travel. Just check our “Properties good for families” filter to browse stays that feature amenities perfect for families on the move, such as full kitchens, patios, entertainment units and bunk beds.
What are the top attractions for families in Windsor?
Keep your kids entertained at these fabulous family-friendly attractions in Windsor:

  • SEA LIFE Melbourne
  • St Kilda Beach
  • Melbourne Zoo

Are there one-bedroom vacation rentals in Windsor?
Yes, there are four one-bedroom properties in Windsor to pick from. A one-bedroom vacation home is a wonderful choice if it’s only two of you or if you’re traveling on your own. Add in more space, convenience and privacy compared to a hotel, and you’ll be sure to have a memorable trip.
Can I find two-bedroom vacation rentals in Windsor?
Take off with your besties and experience complete comfort and privacy in one of the seven two-bedroom vacation homes Windsor has to offer.
Are there vacation rentals with WiFi in Windsor?
Whether you’d like to keep up with the news, send some emails or post a pic to social media, there are three vacation homes with WiFi in Windsor. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Windsor?
Windsor has 12 vacation rentals where you can relax and recharge in air-conditioned comfort. To book a stay on Vrbo offering this amenity, choose your travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Windsor?
The minimum age requirements can differ across properties on Vrbo, so check the rules of the vacation rental in Windsor you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Windsor for?
The amount of time you can stay in a Windsor vacation rental for is up to each property. Simply enter your preferred travel dates to see available options offering longer term stays. They include all you need to make your extended getaway more enjoyable and comfortable, like kitchens and backyards. Some Vrbo vacation properties may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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