Windsor holiday rentals

We found 224 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
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Find the perfect place for you stay in Windsor by choosing from 62 houses, 32 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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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. MGM Grand Detroit Casino and Henry Ford Museum are just a couple of the must-see attractions in the area. 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)
  • Cooper's Hawk Vineyards (22.1 mi / 35.6 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:

  • Hart Plaza (1 mi / 1.5 km)
  • Detroit Riverwalk (1 mi / 1.7 km)
  • Campus Martius Park (1.3 mi / 2 km)
  • Belle Isle Beach (3.7 mi / 5.9 km)
  • Lake Erie Metropark (18.5 mi / 29.8 km)
  • Lake Saint Clair (19.5 mi / 31.3 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 rental?

Stay in a holiday rental 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 rental accommodation in Windsor?

Apartments are the most popular style of holiday rental in Windsor, according to our data. Even if you have something a little different in mind, Vrbo 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 rental 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 Vrbo holiday rentals 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 Vrbo. 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 rentals in Windsor?

With 29 holiday rentals that allow pets, your furry little friend can join in on your Windsor getaway. Use the filter tool to browse our pet-friendly holiday rentals and find a stay that'll set tails wagging on Vrbo.

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 rentals and make every day a pool day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find a place to make a splash!

What are popular rental amenities in Windsor?

The most popular rental 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, Vrbo holiday rentals have the best amenities for making epic memories with the people that matter most.

Are there large group holiday rentals 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 rentals in Windsor that welcome kids?

Windsor has 28 family-friendly holiday rentals to choose from. And securing a stay that welcomes kiddos is easy with Vrbo'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 rentals 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 rentals 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.

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