How much is a vacation rental for a week in Windsor?

The average price for a weekly Windsor vacation rental found by KAYAK users in the last 2 weeks is C$ 835.

How much is a vacation rental for a month in Windsor?

The average price for a monthly Windsor vacation rental found by KAYAK users in the last 2 weeks is C$ 3,578.

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, cottages, houses, homestays and studios.

What are some of the most-loved vacation rentals available in Windsor?

If you’re looking for something special, the vacation rental most loved by KAYAK users is Albert Housing.

Are there any pet-friendly vacation rentals in Windsor?

There are a number of dog and pet-friendly Windsor vacation rentals, with around 11% allowing you to bring your pet along with you.

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.

Windsor Vacation Rentals from C$ 80/night

Recommended by KAYAK

Best Windsor vacation rentals

These are the best prices for Sep 1 - 2.

City Centre

Apartment

Stylish luxury apartment

Windsor, ON, Canada

8.9Very good(7)

Apartment

C$ 179+

Check availability

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.

Windsor, ON, Canada

10Wonderful(12)

House

C$ 252+

Check availability

Beautiful newly designed Luxurious Apartment

Windsor, ON, Canada

Apartment

Windsor, ON, Canada

Apartment

Executive Home in Windsor close to the airport

Windsor, ON, Canada

9.2Wonderful(14)

House

C$ 188+

Check availability

Full house - 5 bed, 2 bath

Windsor, ON, Canada

9.1Wonderful(21)

House

C$ 256+

Check availability

Navy gold dream - 2 bedroom house w/ work station

Windsor, ON, Canada

10Wonderful(1)

House

C$ 302+

Check availability

Charming 3-bedroom apartment with AC, WiFi in pleasant Lasalle

Windsor, ON, Canada

9.2Wonderful(5)

Apartment

C$ 278+

Check availability

Full House - 5 Bed, 2 Bath - East

Windsor, ON, Canada

9.6Wonderful(7)

House

C$ 364+

Check availability

5 Bedrooms Modern Oasis In Downtown Area

City Centre

8.0Very good(48)

Homestay

C$ 95+

Check availability

Downtown-Jackson Park Private Budget Fri

Windsor, ON, Canada

9.0Wonderful(3)

Homestay

C$ 57+

Check availability

Stylish 2-Bedroom Apartment In Downtown Windsor

City Centre

8.0Very good(23)

Apartment

C$ 149+

Check availability

Perfect Location! Quiet-Spacious-2 Bed-2 Bath

City Centre

8.7Very good(31)

Apartment

C$ 211+

Check availability

Globalstay. Unique New Townhomes for 16 Guests. Hot Tub, Bbq

Windsor, ON, Canada

9.0Wonderful(6)

Apartment

C$ 291+

Check availability

Great Location -Mural, Barn And Corridor

City Centre

8.2Very good(16)

Apartment

C$ 104+

Check availability

Booking Insights

KAYAK’s insights for vacation rentals in Windsor

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Windsor with confidence.

Which month has the cheapest vacation rental rates in Windsor?

Vacation rentals are cheapest in Windsor in February, with average rates of C$ 26. In comparison, July is the most expensive month, with prices at C$ 473.

What is the cheapest day of the week to book a vacation rental in Windsor?

Saturday offers the lowest rates in Windsor, with an average nightly price of C$ 64. The highest prices are found on Tuesday, with average rates at C$ 399.

How much is a vacation rental in Windsor for tonight by property type?

The best deal for a vacation rental in Windsor found by KAYAK users in the last 5 days was C$ 75 in a Homestay. Apartment prices start at C$ 121.

How much is a vacation rental in Windsor for this weekend by property type?

The best deal for a vacation rental in Windsor found by KAYAK users for the upcoming weekend was C$ 57 in a Apartment. Homestays prices start at C$ 75 and Houses at C$ 383.

How early should you book a vacation rental in Windsor?

Book at least 31 days before your stay begins to get the best price for your Windsor vacation rental.

Find deals

Low season	High season	Average price (weeknight)	Average price (weekend night)
September	August	C$ 124	C$ 149
Cheapest month to stay with an average 47% drop in price.	Most expensive month to stay with an average 104% rise in price.	Average Sun - Thu price over the last 2 weeks.	Average Fri & Sat price over the last 2 weeks.

Pool is the most popular vacation rental property amenity in Windsor
Vacation rentals in Windsor are around 241% cheaper 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, 65 reviews), Paradise Home - Your Home Away From Home (9.2, 25), and Full house - 5 bed, 2 bath (9.1, 21), 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 September and March.
The cheapest night for renting a vacation home in Windsor is Tuesday. In contrast, the most expensive is Saturday.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Windsor for 26 days.
The cheapest Windsor vacation rental found on KAYAK in the last 2 weeks was C$ 111, while the most expensive was C$ 132.

How much is a vacation rental for a week in Windsor?
The average price for a weekly Windsor vacation rental found by KAYAK users in the last 2 weeks is C$ 835.
How much is a vacation rental for a month in Windsor?
The average price for a monthly Windsor vacation rental found by KAYAK users in the last 2 weeks is C$ 3,578.
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, cottages, houses, homestays and studios.
What are some of the most-loved vacation rentals available in Windsor?
If you’re looking for something special, the vacation rental most loved by KAYAK users is Albert Housing.
Are there any pet-friendly vacation rentals in Windsor?
There are a number of dog and pet-friendly Windsor vacation rentals, with around 11% 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$ 75. Search here for similar prices
How much is a vacation rental in Windsor for this weekend?
In the last 72 hours, users have found Windsor vacation rentals for this weekend for as low as C$ 57 per night. 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.

Everything you need to know for your stay in Windsor

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Flights to Windsor

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Vacations in Windsor

Windsor vacation rentals

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

Best Windsor vacation rentals

KAYAK’s insights for vacation rentals in Windsor

Which month has the cheapest vacation rental rates in Windsor?

What is the cheapest day of the week to book a vacation rental in Windsor?

How much is a vacation rental in Windsor for tonight by property type?

How much is a vacation rental in Windsor for this weekend by property type?

How early should you book a vacation rental in Windsor?

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

KAYAK's top tips for finding Windsor holiday rental deals

FAQs when booking a vacation home in Windsor

Where to stay in Windsor?

Everything you need to know for your stay in Windsor

Complete your trip to Windsor

Popular hotel types in Windsor

Other popular hotel destinations

Stays in Windsor