Windsor holiday homes

We found 303 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Windsor by choosing from 88 houses, 88 apartments and other holiday rentals. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a pool. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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Delight in the riverfront landscape of Windsor

Enjoy the live music and other features of Windsor. Revered for its casino gaming, riverfront and gardens, this city is both cosmopolitan and scenic. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Windsor

Are you hoping to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Windsor has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Adventure Bay Family Water Park (0.4 mi / 0.7 km)
  • Belle Isle Aquarium (3 mi / 4.9 km)
  • Detroit Golf Club (9 mi / 14.4 km)
  • Detroit Zoo (12.8 mi / 20.6 km)
  • Red Oaks Waterpark (14.6 mi / 23.5 km)
  • Warren Community Centre Indoor Waterpark (14.9 mi / 23.9 km)

Exploring the natural landscape of Windsor

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Windsor is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Windsor Riverfront (0.5 mi / 0.8 km)
  • Detroit Riverwalk (1 mi / 1.7 km)
  • Campus Martius Park (1.3 mi / 2 km)
  • Anna Scripps Whitcomb Conservatory (3 mi / 4.8 km)
  • Belle Isle Beach (3.7 mi / 5.9 km)
  • Grosse Pointe Farms Dog Park (9.5 mi / 15.3 km)

Transport options to and around Windsor

The nearest airport is in Windsor, ON (YQG), located 4.8 mi (7.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Detroit, MI (DET-Coleman A. Young Municipal), which is 6.7 mi (10.8 km) away.

If you'd rather travel by train, the main station serving the city is Windsor Station.

Frequently asked questions

What is the best area to stay in Windsor when booking a holiday home?
Stay in a holiday home in Walkerville and you'll be based in one of Windsor's leading areas. Walkerville Brewery and Willistead Park Trail Trailhead are two top attractions here that'll keep you entertained during your visit.
What is the most popular type of holiday home accommodation in Windsor?
Apartments are the most popular style of holiday home in Windsor, according to our data. Even if you have something a little different in mind, Bookabach has properties in loads of shapes and sizes. Browse our many options to find your ideal match.
How much does it cost to rent a holiday home in Windsor?
Season, property type and length of stay are some of the things that can influence the price of a holiday home. Simply enter your travel dates to find the ultimate escape. From cosy chalets to expansive luxury villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Windsor?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Type in your Windsor travel dates to see all your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use our filters to pick the amenities and features you need.
Are there pet-friendly holiday homes in Windsor?
With 29 holiday homes that allow pets, your furry little friend can join in on your Windsor getaway. Use the filter tool to browse our pet-friendly holiday homes and find a stay that'll set tails wagging on Bookabach.
Can I rent a house with a pool in Windsor?
Pack your swimming gear and pool noodle, because there are three houses with a private pool in Windsor. Unwind at one of these terrific holiday homes and make every day a pool day. Simply enter your travel dates into Bookabach, then check the "pool" filter to find a place to make a splash!
What are popular home amenities in Windsor?
The most popular home amenities people are looking for in Windsor include a beach view, a water view and nearby museums. Whether you're travelling with friends, family or even pets, Bookabach holiday homes have the best amenities for making epic memories with the people that matter most.
Are there large group holiday homes in Windsor?
Windsor has four holiday homes that can fit 10 or more people. These stays come with the space and privacy you need to enjoy good times with friends and family.
Are there holiday homes in Windsor that welcome kids?
Windsor has 28 family-friendly holiday homes to choose from. And securing a stay that welcomes kiddos is easy with Bookabach's "Properties good for families" filter. As well as having the whole place to yourselves, you'll also get conveniences and perks like extra bedrooms, full kitchens and private pools.
What are the top attractions for families in Windsor?
You'll find lots of exciting things to see and do with the family in Windsor, including:

  • Adventure Bay Family Water Park
  • Windsor Community Museum
  • Art Gallery of Windsor

Are there one-bedroom holiday homes in Windsor?
Yes, you'll find nine one-bedroom properties in Windsor to select from. A one-bedroom holiday property is a great choice if it's only you and your partner or if you're holidaying solo. Add in more space, privacy and convenience than a standard hotel, and you've got the makings of a break to remember.
Can I find two-bedroom holiday homes in Windsor?
Take off with your besties and experience complete comfort and privacy in one of the 12 two-bedroom holiday properties Windsor has to offer.
Are there holiday homes with WiFi in Windsor?
You can pick from 14 holiday homes with WiFi in Windsor. If you'd like to disconnect from daily life on your holiday, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Windsor?
You'll find 25 Bookabach holiday homes with air conditioning in Windsor offering that cool, cool breeze and extra level of comfort. Just enter your dates of travel and then take advantage of our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a holiday home in Windsor?
The minimum age is usually 16, 18 or 21. It can vary from property to property on Bookabach, so look at the rules of your preferred Windsor holiday home before booking.
How long can I rent a holiday home in Windsor for?
It really depends on the Windsor property. To browse available options offering extended stays, simply enter your dates and number of guests into Bookabach. Look forward to having the entire property to yourself, along with comforts such as air conditioning, a kitchen and outdoor spaces where the kids can burn off energy. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.